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Subject Index Acetaldehyde arsenite and oxidation of, 103 3-Acetaminopyridine NAD analogues of, 9 Acetazolamide

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(1)

Acetaldehyde

arsenite and oxidation of, 103 3-Acetaminopyridine

N A D analogues of, 9 Acetazolamide

see 2-acety lamino-1,3,4-thiadiazole-5- sulfonamide

Acethion, 233, 234 Acetic acid

catalase and, 385 metal binding and, 121 nitrification and, 621 oxidation of,

arsenicals and, 105 synthesis of, 10 Acetic thiokinase

alkali metals and, 343 monovalent cations and, 367 Acetoacetate

formation of

6-aminonicotinamide and, 11 arsenicals and, 103

diethylstilbesterol and, 11 succinate reduction and, 485 testosterone and, 11 iV-Acetyl-p-aminophenol, 88 2-Acetylamino-1,1,4 thiadiazole, 13 2-Acetylamino-l, 3,4-thiadiazole-5-sulfo­

namide, 13 Acetylation

6-aminonicotinamide and, 9 Acetylcholine

acetylcholinesterase inhibition by, 196 dissociation of enzyme complex of, 210 eserine and, 209

nicotinamide and bronchospasm, 12 synthesis by brain, 534

Acetylcholinesterase, 193-203 acetyl form, 197, 199 active sites of, 193, 203 alkyl phosphates and, 198 carbamates and, 201

carbamyl form of, 201

comparative action of carbamates on, 213

distribution of, 206 esteratic site of, 194 hydrogen binding and, 197 hydrophobic bonds and, 194 hydroxylamine and, 200 kinetics of inhibition, 199 mechanism of action, 195

methanesulfonyl derivative of, 203 organophosphates and, 225 phosphoryl form, 199, 200 potency of inhibitors of, 199 prosthetic inhibitors of, 196

pyridine-2-aldoxime methiodide and, 200

radiation and, 633, 645, 646 rate equation for, 195

reactivation by choline, 200, 202, 203 reactivation by hydroxylamine, 200,

202, 203

reaction by pyridine-2-aldoxime me­

thiodide, 200, 202 recovery from inhibition, 200 SDS and, 442

selective inhibition of, 211, 226 carbamates and, 212

species variation and, 227, 228 serine and, 202

substrate protection of, 202 taurocholate and, 448

tris (o-cresyl) phosphate and, 228 velocity constants for, 195, 199, 202 water and, 194

iV-Acetyl-D-glucosamine cell walls and, 35, 36 β-glucosides of, 36 lysozyme and, 35 muramic acid and, 36 teichoic acids and, 32 Acetylglutathione

binding of N A D and, 138

(2)

N-Acetyllactosamine

muramic acid synthesis and, 36 Acetylmethylcarbinol

arsenicals and, 102 Acetyl-j8-methylcholine

acetylcholinesterase and, 206 hydrolysis of

species differences and, 211 iV-Acetylmuramic acid

cell walls and, 33, 35 lysozyme and, 35

iV-Acetylmuramic acid peptide penicillin and, 33

iV-Acetylphenylalanylmelphalan ethyl es- ter, 172

Acetylphosphate

p-chloromercuribenzoate binding and, 132

mercaptide formation and, 138 3-Acetylpyridine

6-aminonicotinamide and, 9 dehydrogenase activity and, 8 NAD depletion and, 8 protection against, 8 structure of, 7

thiadiazole toxicity and, 14 vitamin antagonism by, 7

3-Acetylpyridine adenine dinucleotide coenzyme activity of, 7

dehydrogenase reactions and, 8 N A D depletion and, 8 occurrence of, 7 structure of, 7 synthesis of, 7, 8 Acetylsalicylate, 530 Acetylsulfanilamide, 534 Acidomycin

see actithiazic acid Acid phosphatase

beryllium and, 371 fluoride and, 402 lewisite and, 106 molybdate and, 413 molybdenum and, 356, 414 polyanionic inhibitors and, 450-457 quinones and, 148

Aconitase, 491

dialkydithiocarbamate, zinc salt and, 273

fluorocitrate and, 405, 492

inhibitors of, 491 metals and, 491 nabam and, 275 oxalomalate and, 494 oxine and, 280 Acridines

mutagenic action of, 304 Acriflavine

binding by trypanosomes, 301

structural requirements for trypanocidal activity, 298

ACTH

response to arsenicals and, 112, 113 Actinomycetin

cell wall degradation and, 36 cell wall structure and, 36 DNA synthesis and, 42 esterases and, 36

filamentous growth and, 29 nuclear abnormalities and, 30 peptidases and, 36

production in soil, 26 RNA synthesis and, 41 Actithiazic acid

antagonism by natural products, 29 biotin and, 45

Activating reactions organophosphates and, 230 Activation (of enzymes)

radiation and, 635, 636

"Activator-competitive" enzyme inhibi- tion, 457

Activators, 459 Activity coefficient

ion requirements and, 316 Acylanilides

photosynthesis and, 252 Acylhydrazides, 57 Adenine

ethidium bromide and incorporation of, 302,

structure of, 16 Adenocarcinoma 755, 165

inhibition of

6-aminonicotinamide and, 10 Adenine mononucleotides

nitrogen mustards and, 5 Adenosine diphosphatase

divalent ions and, 370

(3)

Adenosine diphosphate see A D P

Adenosine monophosphate see AMP and 2'-adenylic acid Adenosine-5 phosphatase

borate and, 411 Adenosine triphosphate

see ATP

Adenosine triphosphatase divalent ions and, 370

radiation and, 633, 634, 642, 643 2'-Adenylic acid, 496

Adenylic kinase metals and, 372

sensitivity to fluoride and, 367 Adenylosuccinic acid

synthesis of, hadacidin and, 41 Adnamine hydrochloride, 92 A D P

6-aminonicotinamide and, 10 electron transport and, 485

formylglycinamidine synthesis and, 41 Adrenaline

arsenicals and, 105 reserpine and, 535 Adrenaline oxidase, 88

Adrenergic blocking substances, 94 Adrenolytics, 93

Aerobacter aerogenes azide and, 419

magnesium requirements of, 313 respiration of,

nutritional state and, 417 Aerotonemetry, 555

African trypanosomiasis drugs in treatment of, 286 African violet

trypanosomiasis and, 291 Agaritine, 66

Aged mitochondria, 511 Aging

mechanism of, 224 Agmatine, 58

Aliphatic amine oxidase, 88 (see also monoamine oxidase) Akinetoplastic strains

trypanosomes and, 301, 302 Alanine

aromatic diamidines and oxidation of, 296

cell wall structure and, 33 lysozyme and, 35

conjugation with amitrole, 258 nitrogen mustard derivative of, 172 occurrence in mucopolysaccharide, 32 /3-Alanine

2,2-dichloropropionic acid and, 253 D-Alanine

arsenicals and oxidation of, 104 cell walls and, 33

cycloserine and, 34 L-Alanine

alanine racemase and, 34 cell walls and, 33 cycloserine and, 34, 45 Alanine racemase

cycloserine and, 34

pyridoxal phosphate and, 34 Alanine transaminase

cycloserine and, 45 D-alanyl-D-alanine

cycloserine and synthesis of, 28 D-alanyl-D-alanine synthetase

ATP and, 34 cycloserine and, 34

jS-j8-Alanyltetrahydrothiophenium salt, 185

Albumin

enzyme activation and, 460 mercaptide formation and, 130, 131 reactions with sulfonates, 446 Alcohol

arsenicals and oxidation of, 103 chain length and effect of, 529 effect on brain metabolism, 529 Alcohol dehydrogenase

arsenicals and, 103 borate and, 412 deoxyNAD and, 17 metal sensitivity of, 371 monovalent cations and, 367 radiation and, 633, 634 silver and inhibition of, 126 sulfhydryl groups in,

methods for determination of, 128 Aldehyde dehydrogenase, 70

Aldehyde oxidase azide and, 398

citrate and mechanism of action, 408 cyanide and, 377, 392, 393, 395, 397

(4)

Aldehyde oxidase—continued molybdenum and, 356 pyrophosphate and, 408

relative affinities of cyanide and azide for, 397

sulfhydryl groups and, 392 Aldehydes

toxicity in brain, 530 Aldolase

metal ions and, 369

polyanionic inhibitors and, 450, 459, 462, 463

sulfhydryl groups and structure of, 130 sulfhydryl groups in,

p-chloromercuribenzoate and, 129 Algae

photophosphorylation in, 586 Alcaligenes metacaligenes, 383 Aliesterase

aging and, 224

amino acid sequence in active center, 236

carbamates and, 212, 213 cholinesterase inhibitors and, 211 definition of, 206

esteratic site of, 207

organophosphates and, 225, 228 Alkali disease, 350

Alkali metals

plant growth and, 342, 343 Alkaline phosphatase

antrycide and, 305 beryllium and, 371

borate and competitive inhibition of, 412

fluoride and, 402

molybdenum and, 354, 356

polyanionic inhibitors and, 451-455, 459, 460

quinones and, 148 zinc and, 359

Alkaline pyrophosphatase calcium and, 370 cations and, 369 molybdenum and, 414 a-Alkylamines, 61 Alkylarylsulfonate, 439 Alkylating agents, 161-187

classification of, 162, 163 deoxyribonucleotides and, 182

DNA and, 180, 181, 183 mechanism of action of, 180 mutagenic action of, 180 N A D synthesis and, 4, 5 nucleoproteins and, 180 permeability to, 180 proteins and, 183

radiomimetic effects of, 11 receptor molecules for, 180 use and function of, 164 7-Alkylguanine, 181 Alkylphosphates, 197

acetylcholinesterase and, 198 mechanism of action of, 198 Alkylsuccinic acid, 486 Alkylsulfate, 439 Alloxan, 478 Allylthiourea

ammonia oxidation and, 626, 627 Alopecia

molybdenum deficiency and, 352 Alpha particles

relative biological efficiency of, 637 Alternaria oleracea

spore germination and, 326 toxicity of sulfur to, 328 Altenaria tenuis

metal ions and, 325 uptake of copper by, 327 Aluminum

complex with tetracyclines, 324 toxicity to plants

phosphorus metabolism and, 341, 342 Amine analogues, 59

Amine metabolism, enzymology of, 54

Amine oxidase (see also monoamine oxi- dase)

diethyldithiocarbamate and, 389 relative effects of azide and cyanide on,

397 Amines

chemical reactivity of, 53 competition among, 72 incorporation into proteins, 61 membrane effects of, 73 photophosphorylation and, 587 Amino acid decarboxylase

cyanide and, 391

(5)

D-Amino acid oxidase arsenicals and, 104, 106 azide and, 396

comparative effects of different arseni- cals on, 112

sulfide and, 407, 408 L-Amino acid oxidase, 64

ammonium ions and, 367 Amino acids

activation for protein synthesis, 42 alkali metals and, 343

alkylating agents and incorporation into proteins, 161

antibiotics and accumulation of, 43, 44 aromatic diamines and oxidation of, 296 arsenicals and, 104, 105

cell membranes and, 37 formation from glucose, 531 nitrification and, 620

reversal of antibiotic effects by, 46 streptomycin and excretion of, 39 Amino acridines, 302

2-Amino-4-arsenosophenol

comparative effects on enzymes, 112 decarboxylases and, 107

hydrolytic enzymes and, 106 hexokinase and, 104

metabolism of anaerobic bacteria and, 105

parasiticidal action of, 100, 114, 115 stability of BAL complex, 111 succinic dehydrogenase and, 104, 481 toxicity to normal and tumor bearing

animals, 113 Aminobenzoic acid, 291 7-Aminobutyric acid, 530 7-Aminobutyronitrile oxide, 67 Aminochlorambucil, 167

4-(2-aminoethyl) imidazole see histamine 6-Amino-5-fluoronicotinic acid

thiadiazole toxicity and, 14 Aminoguanidine, 57

3-Amino-4-hydroxyphenyl dichloroarsine hydrochloride, 112

4-Amino-5-imidazole carboxamide N A D and, 11

nicotinamide and, 11 nucleotide synthesis and, 11 structure of, 12

4-Amino-5-imidazolecarboxamide adenine dinucleotide, 11

4-Amino-5-imidazolecarboxamide mono- nucleotide, 11

6-Aminonicotinamide amine acetylation and, 9 anticancer effects of, 10 ATP levels and, 10

competitive inhibition and, 9 dehydrogenase activity and, 10 mammary adenocarcinoma and

x-rays and, 11 N A D levels and, 10 N A D P levels and, 10 nucleotide synthesis and, 9 structure of, 7

teratogenesis and, 10 thiadiazole toxicity and, 14 toxicity of, 9

6-Aminonicotinamide adenine dinucleotide synthesis of, 9, 10

Aminonucleosides, 176 6-Aminopenicillanic acid

penicillin-like activity of, 26 p-Aminophenylarsine oxide

D-amino acid oxidase and, 104 (p-Aminophenyl) dichloroarsine

D-alanine oxidation and, 104

comparative effect on different enzymes, 112

7-Aminopropionitrile, 68 3-Aminopyridine

N A D analogues of, 9 2-Amino-l, 3,4-thiadiazole

nicotinamide and toxicity of, 13 uricogenic effects of, 13 Aminothiophenol

lewisite complex of, 109 3-Amino-l, 2,4-triazole

chloroplast development and, 253 conjugation of, 258

enzymes inhibited by, 254 Amiton

cholinesterase inhibition by, 220 oxidative degradation of, 233 toxicity of

penetration and, 235

Amitrole—see 3-amino-l, 2,4-triazole Ammonia

chloroform and oxidation of, 619

(6)

Ammonia—continued chlorophyll synthesis and

metal ions and, 334

complex formation with silver, 124 fixation of molecular nitrogen and, 606,

607

metal binding and, 121 nitrification and, 615, 621, 622 nitrous oxide and, 605

photophosphorylation and, 587 potassium requirements and, 315 relative effects on enzyme activity, 367 retention by soil, 617

Ammonia oxidation allylthiourea and, 626 chelators and, 626 copper and, 626

diethyldithiocarbamate and, 626 ethyl xanthate and, 626 hydrazine and, 627 inhibition of, 619 mechanism of, 627 salicylaldoxime and, 626 sewage and, 618

Ammonium nitrate utilization carbon monoxide and, 601 Ammonium sulfamate

weed killing action of, 244 Ammonium sulfate

mitochondrial respiration and, 587 weed killing action of, 244 Ammonium thiocyanate

nitrification and, 619 AMP

excretion of, 39

6-mercaptopurine and, 16 N A D synthesis and, 1, 3 Amphetamine, 61, 62, 90 Amylase, 442, 447

metal sensitivity of, 371 α-Amylase, 450, 451, 452, 459

^-Amylase, 460

Amylopectin sulfate, 450, 454, 455, 460 Amylose sulfate, 450, 454, 463 Amytal

brain phosphorylations and, 531, 532 brain respiration and, 518, 524-527 photophosphorylation and, 582 succinate oxidation and, 484, 485 Anaphylaxis, 12

Anemia

cobalt and, 357

gas-transporting capacity and, 542 molybdenum deficiency and, 352 zinc and, 359

Anaerobiosis

photophosphorylation and, 576 Anesthetics, 517-535

acetylation reactions and, 534 acetylcholine synthesis and, 525 anaerobic reduction and, 526 brain diaphorases and, 526 carbon dioxide transport and, 556 competition with substrate, 526 2,4-dinitrophenol and, 524 glucose utilization and, 533 glycolysis and, 533 homogenates and, 527 irreversible action of, 521 mode of action, 532 non-neural tissue and, 520 phosphorylations and, 534 physicochemical properties, 517 potassium and effects of, 523, 529 respiration in vitro and, 519 reversibility in vitro, 521 site of action, 525

specificity of oxidative inhibition, 520 steroids and, 534

stimulated respiration and, 522 substrates and effects of, 523 uncoupling and, 534 Aniline

methemoglobin and, 551

oxidation to phenylhydroxylamine, 551 Anions, 311-420

see also ions or specific substance e.g., chloride

enzyme inhibition and, 380-390 fluoride effects and, 403 fumarase and, 380

ionized groups in proteins and, 380, 381 mechanism of combination with pro­

teins, 381

metalloenzymes and, 383-390 protein carboxyl groups and, 391 protein sulfhydryl groups and, 392 uncompetitive actions of, 382, 383 Ankistrodesmus braunii, 586 Anoxia, 518

(7)

Anthraquinones

inhibition of non-oxidative enzymes by, 149

Antibiotics, 23-47 action of, 30

biochemical abnormalities and, 30 biochemical effects of, 31 biochemical significance of, 28 cell lysis and, 30

cell membranes and, 37-40

cell wall synthesis and, 32, 33, 34, 36 chelation and, 46, 47

definition of, 23 detection of, 24 filamentous cells and, 29 formation of in nature, 25, 26 glycolysis and, 40

growth of microorganisms and, 31 nuclear abnormalities and, 30 nucleic acid synthesis and, 39, 41, 42 oxidative phosphorylation and, 31, 44,

510

protein synthesis and, 31, 39, 42, 43, 44 purine synthesis and, 41

resistance and, 27, 29, 30 resistance to, 40

respiration and, 40, 44, 45 RNA synthesis and, 41 selectivity of, 26, 27 toxicity and, 27 vitamins and, 45 Antidepressants, 535 Antimitotic agents

quinones as, 145 Antimycin, 485

coenzyme Q and, 44 election transport and, 28 Antimycin A

succinate oxidation and, 487

photophosphorylation and, 580, 583, 584

Antrycide

mechanism of action, 305

structural requirements for activity of, 304

Antrypol—see suramin Apyrase

divalent ions and, 370 Arabinose

occurrence in mucopolysaccharides, 32

D-Arabinose borate and, 344 Arginase

heavy metals and, 374 lewisite and, 106

macromolecular polyphosphates and, 452

pH and, 375

uncompetitive action of anions and, 383 Argon

hydrogen evolution and, 598 Aromatic diamidines

antagonism by, 296, 297 mechanism of action, 295, 298 metabolic effects of, 296 selective action of, 295 structure of, 294

trypanocidal action of, 294, 298 Arsenate

fluoride and, 401 fumarase and, 380 nitrogen fixation and, 611

oxidative phosphorylation and, 511 photophosphorylation and, 586

ribulosediphosphate carboxylase and, 564

succinate oxidation and, 485 Arsenic

selenium poisoning and, 351 Arsenical poisoning

BAL and, 110 Arsenicals, 99-115

aldehyde oxidation and, 102

amino acid metabolism and, 104, 105 antagonism to, 291

avidity for thiol groups, 289 binding by trypanosomes, 290 classification of, 100

dithiols and effects of, 109 enzyme activity and, 112 fatty acid oxidation and, 105 glucose metabolism and, 104 hydrolytic enzymes and, 105, 106 keto acid oxidation and, 102

lipoic acid dependent reactions and, 110 parasiticidal action of, 113, 114 pentavalent form, 100

pyruvate metabolism and, 102 reaction with thiols, 99, 101, 146 selective action of, 289, 290

(8)

Arsenicals—continued

succinate oxidation and, 102 succinic dehydrogenase and, 481 thioarsenite stabilities and, 111 thiol compounds and effects of, 107 toxicity of

hydrolysis constants and, 290 trypanocidal action of 287, 288, 289, 291 tumors and, 113

Arsenite

aldehyde oxidases and, 377 itaconate formation and, 494 keto acid oxidations and, 103 nitrite oxidation and, 625 photosynthesis and, 581 pyruvate metabolism and, 102 response to auxins and, 112

ribulosediphosphate carboxylase and, 564

steroid synthesis and, 112 transaminases and, 105 virus production and, 112 Arsenoacetic acid, 487 p-Arsenoaniline, 112 Arseno compounds, 100 p-Arsenosoaniline

lipase and, 106

succinate oxidation and, 104 succinoxidase and, 106 p-Arsenosobenzamide, 114 Arsenosobenzene

derivatives of

parasiticidal activity and, 114 hexokinase and, 104

keto acid oxidation and, 103 reaction with simple thiols, 101 reversal by BAL, 110

substitution of, in relation to parasiti- cidal activity, 113

urease and, 105

Arsenosobenzenethioglycolate, 111 p-Arsensobenzoie acid

/3-hydroxybutyrate oxidation and, 105 respiration and, 107

succinoxidase and, 107 Arsenosomethane

decarboxylases and, 107 hydrolytic enzymes and, 105 7-(p-Arsenosophenyl) butyric acid

D-amino acid oxidase and, 104

parasiticidal action of, 113 pyruvate oxidation and, 110 pyruvate utilization and, 103 i-(p-Arsenosophenyl) caproic acid

parasiticidal action of, 113 S-(p-Arsenosophenyl) valeric acid

parasiticidal action of, 113 Arsonoacetic acid

succinic dehydrogenase and, 290 Arsphenamines

oxidation of, 101

Treponema pallidum and, 101 Arylesterase

hydrolysis of carbamates and, 214 Arylsulfatase

uncompetitive inhibition by cyanide, 383

Ascorbic acid

antagonism to arsenicals and, 291 gas transport and, 551, 552 photooxidation of, 575

photophosphorylation and, 579, 583 photosynthesis and, 574

plant content of iodide and, 339 selenium toxicity and, 351 Ascorbic acid oxidase

auxins and, 248 copper and, 363 cyanide and, 388, 389 sulfide and, 407 Asparagine

aromatic diamidines and, 296 nitrogen fixation and, 606 Aspartic acid

cell walls and, 33

occurrence in mucopolysaccharides, 32 Aspergillic acid

chelation and, 46 Aspergillus niger

antagonistic action of metal ions and, 318

chlorate toxicity and, 340

diethyldithiocarbamic acid and, 323 ions and growth of, 313

magnesium requirements of, 316 toxicity of sulfur and, 328 trace metals and, 314 Assimilatory power, 560 Atabrine—see atebrin

(9)

Atebrin

FAD and, 588

monoamine oxidase and, 89 photophosphorylation and, 587 Atoxyl, 105

experimental trypanosomiasis and, 287 ATP

D-alanyl-D-alanine synthetase and, 34 amino acid activation and, 42 6-aminonicotinamide and, 10 amytal and synthesis of, 531 carbon dioxide reduction and, 560 catecholamine storage and, 93 chelation with metals and, 362 dinitrophenol and, 505

exchange reactions for, 505, 507, 513 formylglycinamidine synthesis and, 41 fructokinase and, 368

hydrolysis of, 505, 507

inhibitors of and photophosphorylation, 584

N A D synthesis and, 3, 15

non-cyclic photophosphorylation and, 569

oligomycin and, 488

photo-electron transfer and, 574, 578 photosynthetic, 251, 566, 567 phenylureas and, 251

solution of metal protein complexes and, 362

synthesis in brain, 525, 527 utilization in photosynthesis, 561 ATPase

aged mitochondria and, 511 maximum activity of, 508 nitrophenols and, 509 oligomycin and, 513

oxidative phosphorylation and, 507 Atropine, 200

Aureomycin, 510 chelation and, 324 Auxins

arsenicals and, 112

ascorbic acid oxidase and, 247, 248 cell wall formation and, 247 CoA derivatives of, 248 formation of

radiation and, 641 herbicidal action of, 245, 249

kinetics of action, 248, 249 structural requirements of, 246 Avertin, 520, 521

"Avidity series''

chlorophyll synthesis and, 331 8-Azaguanine

structure of, 16 Azapetine, 94 Azaserine

chemotherapy with, 176 glutamine and, 41 N A D synthesis and, 4

nicotinamide and, 5 purine synthesis and, 41 Azide

affinity for catalase, 399 aldehyde oxidase and, 394

combination with metalloenzymes, 388 cytochrome c and, 386

effects in vivo, 414-420 enzymes inhibited by, 396, 398 fermentation and, 419 mechanism of action, 395, 396 nitrate reductase and, 398, 399 nitrite oxidation and, 626 nitrogen fixation and, 608, 609 oxidation of

heme proteins and, 399, 400 penetration of, 415

phosphorylation and, 420 photophosphorylation and, 582 relative affinities for different enzymes,

397

reproduction and, 419 respiration in vivo and, 418 uncoupling and, 419 Azomercurial, 134 Azo mustards, 172 Azotobacter, 494 Azotobacter chroococcum

ion requirements of, 313 Azotobacter vinelandii, 397 Bacillin

N-acetyl-D-glucosamine and, 29 antagonism by natural products, 29 cell wall structure and, 36

Bacillus subtilis, 474

(10)

Bacitracin

cell wall structure and, 36 cell wall synthesis and, 28 uridine nucleotides and, 34 Bacteria

detergents and, 444 Bacteriochlorophyll, 569 Bacteriocides

quinones as, 145 BAL, 481, 487

aldehyde oxidase and, 393 arsenical effects and, 103

arsenosobenzene inhibitions and, 110 cadmium inhibitions and, 377

inhibition of enzymes by quinones and, 146

lipoic acid and, 110 reaction with quinones, 147

Barban—see 4-chloro-2-butynyl iV-(3- chlorophenyl) carbamate

Barbiturates, 518, 524 age and sensitivity to, 528 Barium

pyrophosphatase and, 370 Basophilic granules

antrycide and, 305

phenanthridines and formation of, 301 stilbamidine and, 297

suramin and, 293 Bacteriophage synthesis

phenanthridines and, 302 Bayer 205

see suramin Bayer 3231, 177 Bayer A 139, 177 Bayer Ε 39, 177 Benzacridines

carcinogenesis and, 304 Benzimidazole

protein retention and, 248 Benzodioxane, 94

N' - (1,4 - Benzodioxane - 2 - methyl)- iV'-benzylhydrazine, 71

Benzoic acid

nitrogen fixation and, 608 Benzoquinone, 482, 584

hydrogen acceptor action of, 151 inhibition of nonoxidative enzymes by,

148, 149

oxidative enzymes and, 152 reaction with sulfhydryls, 147 Benzoquinoneacetic acid, 551 3-Benzoylpyridine

N A D analogues of, 9 Benzylhydrazine, 67

iV-Benzyl-2V-methyl-2-propylamine, 57 Benzyl penicillin

synthesis of, by microorganisms, 25 Berenil, 295

Beryllium

alkaline pyrophosphatase and, 369 phosphatases and, 371

pyrophosphatase and, 370 Bicarbonate

chlorophyll synthesis and, 337 metalloenzymes and, 410, 411 Bimodal dosage response

dialkyldithiocarbamates and, 271 Biochemical abnormalities

antibiotics and, 30 selenium and, 350 Biotin

actithiazic acid and, 45

Bis(ethylenimine) phosphorocarbamic acid derivatives, 176, 177

Bispyridinium oxime

reactivation of cholinesterase by, 223

"Blind staggers", 350 Blindness

selenium and, 350 Blood

flow through brain, 545 oxygen tension in, 545 respiratory function of, 540 Borate

enzyme inhibitions by, 411, 412 fumarase and, 380

nitrification and, 621 weed killing action of, 244 Boron

plant growth and, 312, 343, 345 toxicity in animals, 360 Botrytis fabae

metal ions and, 325 Brain

oxygen uptake by, 545 Brain cortex slices

alkylbarbiturates and, 519 ethanol and, 529

(11)

Brain cortex slices—continued ethylurethan and, 518

stimulation by anesthetics, 519 Brain respiration

salicylates and, 530

stimulation by cationic changes, 521, 522

stimulation by electrical impulses, 521, 522

substrates and, 523 Brillant blue

photophosphorylation and, 581 British antilewisite—see BAL Bromate

toxicity to plants, 339 Bromide

affinity for mercury, 122 fumarase and, 380 toxicity to plants, 338 5-Bromosalicylhydroxamic acid

conversion to 5-bromosalicylamide, 9 Butanedithiol, 109

Butyl-3,5-diiodo-4-hydroxybenzoic acid, 582

Butyric acid

nitrification and, 621 Butyrycholinesterase, 209

carbamates and hydrolysis of, 214 Butyryl CoA dehydrogenase, 390 Cadaverine, 57, 59, 61, 297 Cadmium

binding of, 121

chlorophyll synthesis and, 331, 332 nitrogen nutrition and, 333 mechanism of fungicidal action, 265 spore germination and, 326 sulfhydryl enzymes and, 372, 377 tryptophan synthetase and, 376 Caffeic acid, 83, 84

Calcification fluorine and, 360 Calcium

antagonism by sodium, 342 brain respiration and, 521, 522 cation dependent enzymes and, 369 chelators and uptake of, 318 enolase and, 371

enzyme activity, magnesium activation and, 370

fluorosis and deficiency of, 360 growth and, 312

sparing action of, 313 transglutaminase and, 55 Calcium cyanamide

weed killing action of, 244 Captan

mechanism of inhibitory action, 281 thiophosgene and, 280

Carbamates, 207-219

acetylcholinesterase and, 200, 201 active center of cholinesterases and, 210 kinetics of inhibition of cholinesterase,

209

mechanism of inhibition, 207, 211 metabolism of, 214

selective activity of, 206

selective enzyme inhibition by, 211, 213 toxicity of, 205, 214, 219, 236

ionization and, 215, 216 selectivity and, 215

structure activity relationships, 216, 217

£-Carbamides, 489

Carbaminohemoglobin, 554, 555 Carbamoylcholine, 217

Carbohydrates

antibiotic production and, 25 cell membranes and, 37 Carbon dioxide

assimilation of, 562 ATP and reduction of, 560 carboxydismutase and, 564 chlorosis and fixation of, 337 metalloenzymes and, 410, 411 nitrogen gas and evolution of, 599 transport of, 553

Carbon disulfide nitrification and, 619 Carbon monoxide

absorption of, 541

cytochrome oxidase and, 546 deaths from, 539

diffusion gradient of, 547 elimination of, 548 hemoglobin and, 540, 541 myoglobin and, 540

nitrogen fixation and, 600-603 mechanism of inhibition, 602, 603 species variations, 601, 602

(12)

Carbon monoxide—continued oxygen and toxicity of, 546 removal from blood, 548 respiration and

availability of iron and, 417 response to, 547

stimulation by, 547 sulfcatalase and, 407 toxic levels of, 541, 542, 546 treatment for, 548

uptake of, 542 Carbonic anhydrase

acetazolamide and, 555

carbon dioxide transport and, 554 cyanide and, 389

dilution and activity of, 457 fluoride and, 405

inhibitors of, 554 isoelectric point of, 447 kidney and, 556 quinones and, 149

relative effects of azide and cyanide, 398 sulfide and, 407

sulfonamides and, 554, 556 Carbonyl groups (in proteins)

cyanide and, 391 Carboxyamidase

organophosphate degradation and, 232 Carboxydismutase— (see ribulosediphos-

phate carboxylase) Carboxyesterase

organophosphate degradation and, 232 Carboxyhemoglobin

critical levels of, 545, 547 equilibrium level of, 542 gas transport and, 541-551 isoelectric point of, 441 venous oxygen tension and, 546 3-(6-Carboxyhexyl)-l, 2-dithiolane

specific inhibition of nitrogen fixation by, 609

Carboxylase

arsenicals and, 106

comparative inhibition by different arsenicals, 112

Carboxymethyl cellulose sulfate, 451 Carboxypeptidase

cyanide and, 389

mercaptide formation and, 123 radiation and, 636

relative effects of azide and cyanide, 398 sulfide and, 407

zinc and, 390

Carcinogenic agents, 178, 179 Carcinogenesis

benzacridines and, 304 Cardiac output, 540 Carotenoids

fluoride and, 340 Carotid body, 547 Catalase

amitrole and, 254

affinity of cyanide and azide for, 397, 399

anions and, 383

differential effects of, 385 mechanisms of action, 384 pH and, 384

azide and, 396, 399

chlorophyll content and, 335 cyanide and, 386, 387, 399

mechanism of combination, 388 fluoride and, 404

isoelectric point of, 447

macromolecular inhibitors of, 452, 453 metal fungicides and, 266

metal ions and, 336 nitrite oxidation and, 626 nitric oxide and, 400

protection by against X-rays, 643 quinones and, 152

sulfide and, 406

mechanism of action, 407 zinc and, 359

Catechin, 84 Catechol, 92

Catecholamines, 79-95

competition for binding sites, 94 conjugation of, 88

inhibition of metabolism of, 87 oxidative deamination of, 88 receptor sites for, 94 reserpine and, 535 storage of, 93, 94

Catechol O-methyltransferase, 69, 70 Catechol oxidase

azide and, 396 Cathepsin

cyanide and, 391

(13)

Cathepsin synthesis radiation and, 636 Cationic detergents

cell membranes and, 37

Cationic stimulation of brain, 521, 522 anesthetics and, 523

ethanol and, 524

phospholipid synthesis and, 526 substrates and, 523, 524 Cation movements, 533 Cations, 311-420

(see also ions or specific substances e.g.

calcium)

affinities for specific groups, 371-374 anesthetics and, 523

brain respiration and, 521 chelation of

enzyme activity and, 374, 378 toxicity and, 379

enzyme activity and, 363-371 photophosphorylation and, 587 substrates and, 524

CB 1348, 165 CB 1414, 172 CB 3159, 173 Cell division

herbicides and, 250, 251 in plants

mercury and, 347, 348 lead and, 349

phenanthridines and, 300 suramin and, 293 thallium and, 349 Cell membrane

antibiotics and, 37, 40 composition of, 37 permeability and

polymyxin and, 38 polyphosphates and, 38 osmotic barrier and, 37 streptomycin action on, 39 Cell surface

diamidine sensitivity and structure of, 298

Cellulose

protection against radiation by, 625 Cellulose sulfate, 450, 454

Cell walls

antibiotics and, 32, 36 auxins and, 247

composition of

mucopolysaccharide and, 32 phospholipid and, 298 degradation of

actinomycetin and, 36 lysozyme and, 35 synthesis of

antibiotics and, 27, 28, 30, 34 chlorotetracycline and, 44 chloramphenicol and, 44 cycloserine and, 28 penicillin and, 33

uridine nucleotides and, 33 uridine nucleotide peptides and, 34 Cephalin

polymyxin complexes and, 38 Cephahsporium acremonium

toxicity of sulfur and, 328 Ceruloplasmin

anions and, 383 borate and, 412 Cesium

potassium requirements for growth and, 315

spore germination and, 326 Chagas disease, 286

Chalcone, 83 Chelated metals

toxicity of, 379 Chelation

antibiotics and, 46

dialkyldithiocarbamates and, 271 enolase inhibition and, 378 enzyme activity and, 374 enzyme extraction and, 361, 362 enzyme substrate relationship and, 363 peptidase activity and, 379

pyrophosphate and, 361 oxine and, 279

sulfhydryl groups and, 123 Chelators

ammonia oxidation and, 626 cell wall synthesis and, 247 chlorophyll synthesis and, 331 chlorosis and, 335

enzyme inhibitions by p-chloromercuri- benzoate and, 127

metal ion requirements and, 224, 318 oxine as, 322

phosphoglucomutase and, 377

(14)

Chelators—continued plant growth and, 334

succinic dehydrogenase and, 480 tetracyclines as, 324

toxicity of, 319

Chemical warfare agents, 482 Chemoreceptors, 547 Chi tin sulfate, 451 Chitosan, 456, 458 Chitosan sulfate, 451, 454 Chloral hydrate, 520 Chlorambucil

peptides of, 170

unnatural amino acid derivations of, 170 Chloramphenicol

amino acid accumulation and, 43 configuration of, 43

nucleic acid synthesis and, 28, 43 production in soil, 26

protein synthesis and, 28, 42, 44 induced enzymes and, 43 polypeptide synthesis and, 43 respiration and, 43

site of action, 43

streptomycin effects and, 39 Chloranil

fungicidal action of, 276 Chlorate

ammonia oxidation in presence of, 618 hemoglobin and, 551

mechanism of inhibition of nitrification, 622, 623

nitrogen fixation and, 608 toxicity to plants, 338, 399 weed killing action of, 244 Chlorella

chelators and ion uptake by, 318 toxicity of sulfur and, 328

Chloretone, 520, 525, 526, 527, 533, 534 electrical stimulation and, 523

potassium stimulated respiration and, 522, 523

substrates and effect of, 523 Chloride

affinity for mercury, 122 fumarase and, 380

"masked" sulfhydryl groups and, 124 photophosphorylation and, 578 Chlorobium, 566

2-Chloro-4,6-bis (ethylamino) -s triazine—

see simazin

2 - Chloro - 4,6 - bis(isopropylamino) - s triazine—see propazin

4 - Chloro - 2 - butynyl Ν - (3 - chloro - phenyl) carbamate

cell division and, 251 Chloroform

nitrification and, 619 p-Chloromercuribenzoic acid,

acetylphosphate and, 138

anions and effects on proteins, 128 binding to hemoglobin, 124

binding to proteins, 123, 128, 132, 146 combination with urease, 125

cytochrome reductase and, 133 enzyme inhibitions and, 119

enzyme inhibition and mercaptide for­

mation, 131 D-esterase and, 229

estimation of sulfhydryl group and, 134, 135, 140

factors in mercaptide formation with, 130

glutamic dehydrogenase and, 126 glyceraldehyde-3-phosphate dehydro­

genase and, 137

kinetics of mercaptide formation, 127, 130

lipoic acid and, 581, 584 N A D H and inhibition by, 134 nitrogen fixation and, 609 phosphoribulokinase and, 563 phosphorylase and, 139 photophosphorylation and, 581 rate of interaction with enzyme sulfhy-

dryls, 129

ribulosediphosphate carboxylase and, 564

succinic dehydrogenase and, 478 p-Chloromercuriphenylsulfonic acid

mercaptide formation and, 127 6-Chloronicotinic acid

thiadiazole toxicity and, 14

3-3'Chlorophenyl)-l, 1-dimethylurea, 573 3 - (4 - Chlorophenyl) - 1 , 1 - dimethylurea,

572-576

3-(p-Chlorophenyl)-l, 1-dimethylurea photosynthesis and, 251

(15)

Chlorophyll

auxin and loss of, 248 electron expulsion from, 578 photosynthesis and, 567 et seq.

Chlorophyll b, 571 Chlorophyll synthesis

bicarbonate and, 337

competition for metal ions and, 335 fluoride and, 340

iron deficiency and, 329, 330 metal ions and, 332

chelation and, 331

nitrogen nutrition and, 333, 334 site of inhibition, 336

stability constants and, 333, 334 valence and, 333

Chloropicrin, 224 Chloroplast agglutination

metal ions and, 346 Chloroplast concentration

fluoride and, 340 Chloroplast development

herbicides and, 253 Chloroplasts, 563-588

arsenite and, 581 atebrin and, 587, 588 cyanide and, 582 ferricyanide and, 578

manganese oxidation and, 330 uncoupling agents and, 580 valinomycin and, 588 Chlorosis

carbon dioxide fixation and, 337 chelators and, 335

herbicides and, 253 metal ions and, 331 thallium and, 349 vanadium and, 346 Chlorpromazine

ATP production and, 527, 528, 529 brain cortex respiration and, 528 cell permeability and, 529 entry into brain, 529 monoamine oxidase and, 71 protein synthesis and, 528 stimulated respiration and, 528 uncoupling and, 528

Chlortetracycline

cell wall synthesis and, 44 fermentation and, 44

nitroreductase and, 46 nucleic acid synthesis and, 44 proflavin and, 47

protein synthesis and, 44 riboflavin and, 46 Cholesterol synthesis radiation and, 636 Choline dehydrogenase

arsenicals and, 106 suramin and, 293 Choline oxidase

tyramine and, 61 Choline phenyl ethers, 90 Cholinesterase

activation of organophosphates and, 230 active sites of, 206

arsenicals and, 106 carbamates and, 205

hydrolysis of carbamates by, 214 inhibition by thio ethers and, 231 kinetics of inhibition with carbamates,

204

mechanism of inhibition by carbamates, 210

mechanism of inhibition by organo- phosphates, 222

mechanism of reactivation, 224 organophosphates and, 220 phenylcarbamates and, 218 pyrazolyl carbamates and, 219 quinones and, 148

radiation and, 645, 646

reactivation after organophosphate treatment, 223

reactivation by thiols, 107

selective action of carbamates and, 213 selective action of organophosphates

and, 225

selective inhibition by organophos- phates

species variations and, 228

substituted phenylcarbamates and, 217 Choline p-tolyl ether (TM6), 90 Cholinylmethylphosphorofluoridate

cholinesterase inhibition by, 220, 224 cholinesterase reactivation by, 224 Chondroitin sulfate, 442

Chondroitin-4-sulfate, 451 Chromaffin granules, 95

(16)

/3-Chromans

formation of, and oxidative phosphoryl- ation, 156

Chromatium, 566, 577, 580, 581 Chromatophores, 565, 569, 574, 588

aging of, 577 ferricyanide and, 578 Chromium

chlorophyll synthesis and, 332 nitrogen nutrition and, 333

Chronic idiopathic methemoglobinemia, 552, 553

Chronic leukemia, 175

Chronic myelogenous leukemia, 175 Chymotrypsin

active center of, 205 aging and, 224

amino acid sequence in active center, 236

esteratic site of, 210

macromolecular polyphosphates and, 452

phosphorylation of by organophos- phates, 220

CICP-see isopropyl iV-(3-chlorophenyl) carbamate

Cirrhosis

selenium and, 350

Citrate condensing enzyme, fluoro com- pounds and, 405

Citric acid

enzymes inhibited by, 408-410 fluoride and, 403

fumarase and, 380

fungicidal action of sulfur and, 267 metabolism of

methylisothiocyanate and, 275 nabam and, 275

streptomycin and, 39 metal ion requirements and, 318 oxidation of

metal ions and, 368, 369 radiation and, 642 streptomycin and, 45 papain and, 392 synthesis of

6-aminonicotinamide and, 11 arsenicals and, 103, 110 diethylstilbesterol and, 11 testosterone and, 11

Citric acid cycle inhibitions in, 473-496 Citrogenase

dichlone and, 277 Cobalt

adsorption of oxygen by, 358 aldolase and, 369

antagonistic action of metal ions and, 318

bacterial growth and, 312 binding of, 121

budding and, 266

chelation of and enzyme activity, 374 chlorophyll synthesis and, 329, 332

avidity constant of metals and, 333 nitrogen nutrition and, 333

dimethyldithiocarbamic acid toxicity and, 323

enzyme inhibition and solubility pro- duct of, 372

enzyme patterns and, 336 polycythemia and, 357

protection by oxine complexes and, 321, 322

pyrophosphatase and, 369 relative effects on enzymes, 368

ribulosediphosphate carboxylase and, 564

toxicity to animals, 357, 358 toxicity to plants, 345, 346 tryptophan synthetase and, 376 Coenzyme A

arsenical action and, 111 auxins and, 248

captan and, 281 dichlone and, 277 radiation and, 634

Coenzyme Q—see Ubiquinones Coenzyme Qi, 485

COHb—see carboxyhemoglobin Competitive inhibition, 474

"Concentration quenching,'' 320 Congo red, 446, 447, 488 Conjugation

herbicides and, 258 Contact free energy, 194 Copper

accumulation in plants, 349 adenylic kinase and, 372 ammonia oxidation and, 626

(17)

Copper—continued

ascorbic oxidation and, 363 binding of, 121

blood levels of sulfate and, 353 chelation of

dialkyldithiocarbamates and, 271, 272 enzyme activity and, 374

chlorophyll synthesis and, 331, 332 nitrogen nutrition and, 333 competitive inhibition by, 378 deficiency of

molybdenum toxicity and, 352, 359 zinc and, 359

diethyldithiocarbamic acid toxicity and, 323

enzyme activity and molybdenum and, 356, 414 fungicidal action of, 264, 265 fungus morphology and, 266 lipoic acid dehydrogenase and, 367 manganese action and, 369 oxine complex of

toxicity and, 321, 322 phosphoribulokinase and, 563 reaction with cystine, 264 storage of, 358

sulfate, molybdenum interrelations and, 355

toxicity of,

to animals, 358, 359 to microorganisms, 326 tryptophan synthetase and, 376 uptake of, 327

weed killing action of, 244 Copragen—see ferrichrome Corpuscular volume, 541

Corticosteroids, radiation and, 644 Corticosterone, 534

Cortisone, response to arsenicals and, 113 Creatine phosphate, synthesis in brain, 531 Cresolase, oxine and, 280

Cyanate

nitrification and, 620 nitrite oxidation and, 625 nitrogen fixation and, 609 Cyanide

affinity for catalase, 399 affinity for mercury, 122 aldehyde oxidase and, 393, 394 conversion to thiocyanate, 357

cytochrome sa and, 419 effects in vivo, 414-420 enzyme inhibition and

azide and, 398

metal removal and, 390 reversal of, 389 FAD enzymes and, 395 Hill reaction and, 572

D-a-hydroxy acid dehydrogenase and, 383

mechanism of action on metalloproteins, 385-389

nitrogen fixation and, 608, 609 phosphatases and, 405 photophosphorylation and, 582 photosynthesis and, 565 plant respiration and, 244 protein carbonyl groups and, 391 protein disulfide group and, 391

enzyme activity and, 392

relative affinities for different enzymes, 397

respiration and, 417, 418

ribulosediphosphate carboxylase and, 565

sulfhydryl enzymes and, 377 Cyclic thioarsenites, 109

pyruvate oxidation and, 111 Cyclohexamide

nucleic acid synthesis and, 44 protein synthesis and, 44 Cyclophosphamide—see endoxan Cycloserine, 87

cell wall structure and, 36 cell wall synthesis and, 32

D-alanyl-D-alanine and, 28 D-Cycloserine

alanine racemase and, 45

D-alanyl-D-alanine synthesis and, 45 cell wall synthesis and,

D-alanyl-D-alanine and, 34

uridine nucleotide accumulation and, 34 L-Cycloserine

action of, 45 Cysteine

budding and, 266

dialkyldithiocarbamate inhibitions and, 270

enzyme inhibitions by magnesium and, 406

(18)

Cysteine—continued

extraction of enzymes and, 362 inhibition of enzymes by quinones and,

146

lewisite complex of, 109

mercury toxicity in plants and, 348 phosphoglucomutase and, 377 protection against quinones by, 154 reaction with mercurials, 129 reaction with quinones, 147

reactivation of glyceraldehyde-3-phos- phate dehydrogenase by, 137 reactivation of phosphorylase by, 139 reversal of antrycide effects by, 305 reversal of arsenical effects by, 107 reversal of mercurial effects by, 132 Cystine, 476

content of in phosphorylase 139 molybdenum toxicity and, 355 reaction with copper, 264 Cytochrome

nitrite oxidation and, 623

photophosphorylation and, 580, 583 photosynthesis and, 567, 568 reduction of, 625

SDS and, 442 Cytochrome a2

respiration and, 419 Cytochrome c

azide and, 386, 396 bicarbonate and, 410 coenzyme Q and, 44 cyanide and, 387 radiation and, 633, 644 reduction of

cyanide and, 394 phosphate and, 409

relative affinities of cyanide and azide and, 397

release of, 644 sulfur and, 276 Cytochrome c oxidase

molybdate and, 413 Cytochrome c peroxidase

azide and, 396 Cytochrome c reductase

anions and, 382

bicarbonate and, 410, 411 chelators and, 408

cyanide and, 395

ions and, kinetics of effects of, 375, 376 Cytochrome oxidase, 443, 456, 470

azide and, 396

bicarbonate and, 337, 410, 411 CO and, 546

cyanide and, 386 in vivo effects of, 416 fluoride and, 404 molybdenum and, 356 radiation and, 642, 643

relative affinities of different enzymes and, 397

relative dependence on, 415 respiration in vivo and

relative action of cyanide and azide, 418

SDS and, 443 state of iron in, 387 zinc and, 359 Cytochrome reductase

mercaptide forming agents and, 133 Cytostatic agents

quinones as, 145 Cytoxan—see endoxan

2,4-D—see 2,4-dichlorophenoxyacetic acid

Dalapon—see 2,2 dichloropropionic acid DAM—see diacetyl monoxime

DAO—see diamine oxidase

DCMU—see (3', 4'-dichlorophenyl)-l, 1'- dimethylurea

D D U P

comparative toxicity of, 235 Deacetylchondroitin sulfate, 456 Deacetylchondroitin-4-sulfate, 459 Deacetylhyaluronate, 459 Deacylation, 197 Deamidation

nicotinamide and, 4 Decarboxylase

arsenicals and, 107 Decarboxylation

captan and, 281

Decylbenzenesulfonate, 442 Degranol, 175

Dehydrogenases deoxyNAD and, 17

(19)

Demeton

cholinesterase inhibition by, 221, 231 oxidation of, 231

Denaturation detergents and, 442 Deoxy ATP

deoxyNAD and, 17 Deoxycytidine deaminase

radiation and, 640 Deoxypyridoxine, 85 Deoxyribonuclease

activation by radiation, 636 metal ions and, 375

poly anionic inhibitors and, 450, 451, 452, 461

quinones and, 149 radiation and, 632, 633

protection against, 635 Deoxyribonucleic acid—see D N A Deoxyribonucleotides

alkylating agents and, 182 Depressants, 517-535

mode of action, 532 Detergents, 438

aggregates of, 440 bacteria and, 444

complex formation with proteins, 465 denaturation and, 442

effect on biological function, 441 effect on spermatozoa, 445 enzymes and, 442, 443 interaction with proteins, 439 lipids and, 444

mechanism of action, 445 penicillin binding and, 34 pH and effects of, 440, 441 specificity of action, 445 viruses and, 444

Dextran sulfate, 450, 454, 463, 464 DFP—see diisopropyl phosphorofluoridate 1 , 4-Diacetoxy-2 , 3-dichloronaphthalene,

277

1,2-Diacetylethylene

specific inhibition of nitrogen fixation, 609

Diacetyl monoxime

reactivation of cholinesterase by, 223 Dialkyldithiocarbamate, ferric salt

citrate formation and, 272

Dialkyldithiocarbamate, zinc salt aconitase and, 273

keto acid metabolism and, 273 metabolic activity and, 270 Dialkyldithiocarbamates

bimodal dosage response to, 271 mechanism of enzyme inhibition, 273 mechanism of fungicidal action, 270 species variation and sensitivity to, 272 Diamine oxidases

arsenicals and, 105 distribution of, 58 location of, 57

mechanism of action, 58 properties of, 88, 89 semicarbazide and, 58 specificity of, 57 Diamines

protection of nucleic acids by, 297 Diamino acids

nitrogen mustard derivative, 172 1,4-Diaminobutane—see putrescine 1,10-Diamino-n-decane, 456, 459 1,5-Diaminopentane—see cadaverine Diaminopimelic acid

occurrence in mucopolysaccharide, 32 2,5-Diamino-l, 3,4-thiadiazole, 13 p-(2,4-Diaminotriazinyl-6)-aminoarseno-

sobenzene, 114, 288 Diaphorase, 526

copper and, 367 thiocyanate and, 382 Diastase

chelation of metals and, 374 Diazinon

cholinesterase inhibition by, 221 metabolism and, 234

O-Diazoacetyl-L-serine—see azaserine 6-Diazo-5-oxo-L-Norleucine—see DON Dibenamine, 94

Dibenzyline, 94 Dichlone

fungicidal action of, 276, 277 spore germination and, 326 2,6-Dichlorobenzoic as.d, 255

2 , 3 - Dichloro - 1 , 4 - naphthoquinone — see Dichlone

2,6-Dichlorophenolindophenol photophosphorylation and, 581 photosynthesis and, 574

(20)

2,4-Dichlorophenoxyaeetie acid breakdown of, 257

CoA derivative of, 248 conjugation of, 258 detoxication of, 253 protein retention and, 248 selective action of, 245 structure of, 246

2,4-Dichlorophenoxyaeetonitrile

hydrolysis of, and herbicidal activity, 255

2,4-Dichlorophenoxyacetyl aspartic acid, 255, 258

2,4-Dichlorophenoxybutyric acid, 256 CoA and oxidation of, 248

2,4 - Dichlorophenoxyethylsulfate (so­

dium), 255

2-(2,4-Dichlorophenoxy) isobutyric acid activity of, 246

2-(2,4-Dichlorophenoxy) propionic acid activity of, 246

3-(3,4-Dichlorophenyl)-l, 1-dimethylurea photosynthesis and, 251, 572-576 0-2,4-Dichlorophenyl O-methyl isopropyl-

phosphoroamidothioate—see zytron iV-(3,4 Dichlorophenyl)-2-methyl pentan-

amide

oxygen production and, 252

2,4 - Dichloro - 6 - phenylphenoxyethyl- diethylamine

synergistic action of, 219 2,2-Dichloropropionic acid

pantothenic acid synthesis and, 253 3,4-Dichlorotoluene

fungicidal action of, 276 Dicoumarol, 485

hydrogen transfer and, 157 uncoupling by, 156, 510 Dicyelohexylcarbodiimide, 17

<S-Dicysteinylbutane, 184

Dideoxy-D-mannitol derivatives, 175 Diethyldithiocarbamate, ammonia oxida­

tion and, 626 Diethyl nicotinamide

histamine release and, 12

Diethyl ρ - nitrophenylphosphate—see Paraoxon

Diethyl phosphates, 200

Diethylphosphoric anhydride, see TEPP

Diethylsafranine, 480 Diethylstilbestrol

tumor inhibition and, 10 Diffusing capacity, 542 Digitonin, 94

Dihydrolipoic acid

dialkyldithiocarbamates and, 272 reversal of arsenical inhibitions by, 110 specific inhibition of nitrogen fixation

and, 609

α-Dihydrolipoic dehydrogenase cadmium and, 377

Dihydrostreptomycin protein synthesis and, 44 3,4-Dihydroxyamphetamine, 82 O-Dihydroxy benzene, 145

p-Dihydroxybenzene—see catechol, 145 3,4-Dihydroxycinnamic acid, 83

5 - (3,4 - Dihydroxycinnamoyl) salicylic acid, 84

Dihydroxy phenylalanine—see DOPA 3 , 4 - Dihydroxyphenylethylamine—see

dopamine

3,4-Dihydroxyphenylpyruvic acid, 84 Dihydroxyphenylserine, 79

Diisonitrosoacetone

reactivation of cholinesterase by, 223 Diisopropyl-p-nitrophenylphosphate

classification of esterases and, 229 selective action of, 226

Diisopropyl-p-nitrophenyl phosphoro- thionate

comparative toxicity of, 235 Diisopropyl phosphoric anhydride

selective action of, 226

Ν, W-Diisopropylphosphorodiamidic an­

hydride, 225-227

Ν, iV'-Diisopropylphosphorodiamidic fluo­

ride, 226, 227

Diisopropylphosphorofluoridate cholinesterase inhibition by, 220 classification of esterases and, 229 hydrolysis of, 214

phosphorylation of chymotrypsin by, 222

selective action of, 225, 226 toxicity of, 234

Diisopropylphosphorofluoridatase (DFP-ase), 229, 232

(21)

Diisopropylphosphorothionate comparative toxicity of, 235 Diisothiocyanate

nabam and, 274 Dilution

enzyme activity and, 457, 458 polycations and, 459

Dimefox

cholinesterase inhibition by, 221 oxidation of, and cholinesterase inhibi­

tion, 230

0,j3'Dimercaptodiethyl ether lewisite complex of, 109 0,0'Dimercaptodiethyl sulfide, 109 1,3-Dimercaptopropanol, 109 2,3-Dimercaptopropanol

see BAL

α,/8-Dimercaptopropionic acid, 109 Dimeric state

fluoride and, 403 Dimetan

comparative action on esterases, 213 structure of, 218

Dimethanesulfonates, 174 Dimethoate, 233

cholinesterase inhibition by, 221 toxicity of, 234

l-Dimethylaminonaphthalene-5-sulfonyl chloride, 38

Dimethylammonium ion, 196 Dimethylcarbamoyl choline

cholinesterase and, 210 Dimethylcarbamoyl fluoride

cholinesterase and, 209, 210 classification of esterases and, 229 hydrolysis of 214

Dimethyldithiocarbamic acid, 323 Ν , ΛΓ-Dimethylethylenethiuram monosul-

fide

glucose metabolism and, 276 1,7-Dimethylguanine, 181 Dimethylnitrosamine, 179 N-Dimethyltryptamine oxide, 67 2,3-Dimethoxy-5-methyl-6-bromo-p-ben-

zoquinone oxidation and, 154

4- (p-Dimethylaminobenzeazo) phenylmer­

curic acetate

mercaptide formation and, 127

2,3-Dimethyl-l,4-naphthoquinone succinate oxidase and, 154 Dimethyl p-nitrophenylphosphate

selective action of, 226

/S-(Dimethylthiocarbamyl) thioacetic acid activity of, 246

Dimetilan, 215 Dimidium bromide

nucleic acid synthesis and, 301

reversal of effects of by nucleic acids, 302 DINA—see diisonitrosoacetone

4,6-Dinitrocarvacrol, 510 4,6-Dinitro-o-cresol, 504 Dinitro-a-naphthol, 504 2,4-Dinitrophenol

acetylsalicylate and, 530 algae and, 586

creatine phosphate and 505

α-ketoglutaric acid oxidation and, 495 mechanism of action, 505, 506 narcotics and, 524

nitrite oxidation and, 624 photophosphorylation and, 585 protein binding of, 509

stimulation of fungal respiration by, 267 2,6-Dinitrophenol

derivatives of, 508, 509 lipid solubility of, 508 pK value of, 508 2,4-Dinitrothymol, 510

DINP—see diisopropyl-p-nitrophenyl phosphate

Dinucleotide definition of, 1 Dinucleotide analogues, 6 Ν, W-Dioctylacetamidine

specific inhibition of nitrogen fixation, 609

Dipeptidase sulfide and, 408 o-Diphenols

manganese reduction and, 330 Diphenylamine, 580

Diphenylarsine mitosis and, 112 1,3 Diphosphoglyceric acid

enzyme complex of, 38

Diphosphopyridine nucleotide—see N A D Diptheria toxin, 444

(22)

2,5-Dipropoxy^3,6-bis (ethylenimino)p- benzoquinone

glycolysis and, 153

Di-n-propyl phosphorofluoridate selective action of, 226 a, α'-Dipyridyl, 480

metal binding and, 374 Diquat, 256

Disaccharides cell walls and, 35 Dissociation

enzyme inactivation and, 459 Dissociation constants

mercaptides and, 122 Disulfide bonds, 459

enzyme activity and reduction of, 405 Disulfide group

cyanide and, 391 Disulfide reductase cadmium and, 373 metal ions and, 372 Disulfides

reaction with mercury, 126

Dithiols—see also under individual com­

pound e.g. BAL cadmium and 377

combination with metals and, 373 cyanide and, 392

reversal of arsenical effects by, 108, 109 thioarsenite stability and, 111

Dithionate

xanthine oxidase and, 395 Dithizon, 134

Diuron—see 3- (3,4-dichlorophenyl)-l, 1- dimethylurea

DNA—see also nucleic acid alkylating agents and, 180 alkylation of, 181, 183

antagonism of diamidine action by, 297 antibiotics and, 30

breakage of

radiations and, 637 interaction with acridines, 302

protection of deoxyribonuclease by, 635 reaction with merphalan, 167

RNA synthesis and actinomycin and, 41

sedimentation coefficient of, 304 transforming principle and, 30

DNA-polymerase

ethidium bromide and, 302 radiations and, 639

D N A polymerization (in vitro) radiation and, 640

D N A synthesis actinomycin and, 42 antrycide and, 305 ethidium bromide and, 303 nitrogen mustards and, 5 phenanthridine and, 301 radiations and, 637, 640

mechanism of action, 640 nucleoside accumulation and, 638 thymidylic kinase and, 639 Dodecylbenzenesulfonate, 441 DON, 51

D-Dopa, 85 2,4-Dopa, 87 2,5-Dopa, 87 3,4-Dopa, 87 Dopa

effects of α-methyl dopa on level of, 81 Dopacetic acid, 85

Dopa decarboxylase, 80

carbonyl trapping agents and, 86 inhibition by isoniazid, 86 inhibitors of, 80-85

pyridoxine deficiency and, 85 Dopamine, 69, 85, 87

Dopamine-/3-oxidase, 80 Doriden, 524

Doryl—see carbamoyl choline Dowex

protection against radiation by, 635 DPN—see N A D

D T diaphorase, 510 Duponol, 133, 441 Duraquinone

oxidative phosphorylation and, 154 Dystopic complexes, 57, 60

Ε 39 Bayer—see 2,5-dipropoxy-3,6- bis(ethylenimino)-p-benzoquinone Edestin

solubility of, 362 Egg albumin, 441 Ehrlich ascites cells

ethidium bromide and, 303

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