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List of compounds chromatographed
Journal of Chromatography
List of Compounds
B
261
Chromatographed
Abamectin 247 Abamectin, 8,9-isomer 247 Abamectin-8,9-oxide 248 Acaricides 244-248 Acebutol 59 Acetaldehyde 4 Acetanilide 4-hydroxylase 214 Acetone 4 Acetylcholine 4 N-Acetylamino acids 153, 180 Acetylcholine 160, 166 Acetylcholinesterase 211 Acetyl-Coenzyme A 230, 232 N-Acetylcysteine 178, 191, 230, 231, 233, 236, 238 N-Acetylgalactosamine 193 N-Acetylglucosamine 193 N-Acetyl-D-glucosamine 97 N-Acetyl-3-methylhistidine 197 N-Acetyltryptamine 214 Acid chlorides 29 Acid phosphatase 211 Acids, chiral 110 Actin 188, 196 Acyl-coenzyme A 229, 231 Adamantanamine 46, 47 Adenine 102 Adenine nucleotides 215 Adenosine 102, 214 Adenosine deaminase 214 Adenosine-3’,5’-diphosphate 214 Adenosine 3’-phosphate 5’-sulfophosphate sulfotransferase 214 S-Adenosylmethionine 188 Adenylate cyclase 214 Adenylate kinase 214 Adenylosuccinate 214 Adenylosuccinate synthetase 214 Adenylyl cyclase 214 ADP 166, 216 2-ADP 214 Adrenaline 215, 217 Aflatoxin B, 127, 128, 130-133, 135 Aflatoxin B, 128-132, 135 Aflatoxin B,, 131 Aflatoxin G, 128-133, 135 Aflatoxin G, 128-132, 135 Aflatoxin G,, 131 Aflatoxin M, 128-130 Aflatoxin M, 129, 130 Aflatoxins 127-137 [D-2Ala]methionine-enkephalin 98 Alanine 178, 179, 198 P-Alanine 217
Alanine aminopeptidase 211 Alanine benzyl ester 72 Alanine transaminase 211 Alcohol dehydrogenase 188 Alcohols 6-8, 116, 122, 123 Alcohols, chiral 110 Alcohols, secondary 115 Aldehydes 4, 6, 7, 28 Aldicarb 245, 248 Aldicarb sulfone 248 Aldicarb sulfoxide 248 Aldolase 211 Alkaline phosphatase 211, 214 Alkyl alcohols 112 Alkylamines 176 cu-Alkylamino acids 60 Alkyl halides 28, 29 Amines 7, 29, 34, 59, 89, 178, 213 Amino acid alkylamides 70 Amino acid methyl esters 70 Amino acid N-(Cnitrobenzoyl)isopropyl esters 79 D-Amino acid oxidase 66,67 L-Amino acid oxidase 67 Amino acid 2-propyl esters 70 Amino acids 3, 29, 41, 55, 57, 59, 60, 63, 64, 66, 70, 75, 88, 89, 161, 163, 164, 178, 179, 185-207, 213, 214, 221 Amino acids, amino terminal 187 Amino acids, carboxy terminal 187 Amino acids, N-protected 67, 70, 153 Amino acids, posttranslationally modified 185-207 L-a-Aminoadipyl-L-cysteinyl-D-valine 214 L-c~-Aminoadipyl-L-cysteinyl-D-valine synthetase 214 Amino alcohols 55, 59, 60, 80, 114, 122 Aminobenzoylglutamate 215 p-Aminobenzoylglutamate 215 cu-Aminobutyric acid 198 y-Aminobutyric acid 161 Aminochromes 215 1-Aminocyclopropane carboxylic acid 4 2,4-( 1-Aminoethyl)phenyl-6-methoxybenzoxazole 64 6-Aminolevulinate dehydrase 214 d-Aminolevulinic acid 214 S-Aminolevulinic acid synthetase 214 (Aminomethyl)phosphonic acid 251, 252 2-Aminooctane 34, 36 Aminopeptidase 214 Aminophospholipids 8 6-Aminoquinoline 193, 215 3-Aminoquinuclidine 56, 57, 59, 60 Amino sugars 96, 193 3-Amino-1,2,4-triazole 254 Amitrole 251, 254 Ammonia 197, 217
List of Compounds
262
Amoxycillin 219 AMP 102, 166, 222 2’-AMP 215 AMP-deaminase 214 Amphetamine 38-40, 45, 58-60, 179 Amylase 211, 214 Angiotensin I 98, 99 Angiotensin II 99, 214 Angiotensin III 99 Angiotensin-converting enzyme 98, 214 Angiotensinogen 98 Antibiotics 4, 218, 248 Anticoagulants 254 Antimicrobial agents 248-251 Apovincaminic acid 77 Apovincaminic acid ethyl ester 77 o-Arabinose 97 Arachidic acid 144, 149 Arachidonic acid 147 Arginase 211 Arginine 90, 187, 197, 198, 200 Aromatic L-amino acid decarboxylase 214 Arylalkylamine N-acetyltransferase 214 Aryl hydrocarbon hydroxylase 214 Arylpropanoic acids 71 2-Arylpropionic acids 58 Arylsulfatase B 214 Asn + Glu + AMP 215 Asn-Gly sequence 220 P-Asp-Gly sequence 220 Asparagine 187, 198 /3-Asparagine 220 Asparagine synthetase 215 Aspartate 161, 188, 203 Aspartate transaminase 211 Aspartic acid 187, 198, 214 P-Aspartylalanine 221 P-Aspartylpeptidase 214, 220, 221 P-Aspartylpeptides 220, 221 Atenolol 59, 72 ATP 102, 162, 166 ATP pyrophosphohydrolase 215 Atropine 72, 79 Augmentin 219 see (2,3,4,6-Tetra-O-acetyl-l-thio-P_D-glucoAuranofin pyranosato-S)(triethylphosphine)gold 232 Avermectin, degradation products 247 Avermectins 247-248 Azelastine 79 Aztreonam 218, 219 Baclofen 67 Baclofen butyl ester 59 Becloboric acid 67 Benomyl 250 Benoxaprofen 64 Benz1 alanthracene dials
113
Chromatographed
Benzhexol 114, 118 Benzimidazoles 250 Benzoic acid 150 Benzoylarginine 217 Benzoylecgonine 4 Benzo[ alpyrene 214 Benzo[a]pyrenedihydrodiols 113 Bile acids 94, 95 Bile acid hydrolase 220, 221 l,l’-Binaphthyl-2,2’-diyl hydrogenphosphate Biogenic amines 215 Biopolymers 9 H,-Biopterin 215 Biotinidase 215 Bis(dimethyldithiocarbamato)zinc 249 P-Blockers 59, 60, 62, 69, 70, 72, 79, 80 Bradykinine-destroying enzyme 217 Brompheniramine 75 Bucillamine 230 Budesonide 75 Bufencarb 248 Butocarboxim 245 Butyric acid 144 Butyrobetain 4
75
Calcium channel antagonists 18, 64, 68 Capric acid 144 Caprofen 153 Caproic acid 141, 144 Caprylic acid 144 Captopril 4, 228, 231, 237 Carbamates 12 Carbaryl 245, 246, 248 Carbofuran 245, 246, 248 Carbohydrates 3, 96, 213 Carbohydrates, reducing 96 Carbon dioxide 217 Carbonyls 6-8 Carboxyibuprofen 64 Carboxyl-containing compounds 139-155 Carboxylic acids 3, 6-8, 63, 94, 139-155 Carboxymethylcysteine 202 Carboxypeptidase 217 Carnitine 188 /3,P-Caroten-2,2’-dial 71 P,p-Caroten-2-01 71 Carvedilol 59 Catecholamines 4, 9, 90, 160, 166, 168, 175, 213 Catechol-O-methyl transferase 160 Catechols 7 Cellobiose 97 Ceruloplasmin 215 Chloramphenicol 60, 238 (4-Chloro-2-methylphenoxy)acetic acid 253 (4-Chloro-2-methylphenoxy)butyric acid 253 2-(4.Chloro-2-methylphenoxy)propionic acid 253 a-Chloropropionic acid 67
List of Compounds
Chlorthalidone 75 Choline 4, 160, 166 Chondroitin sulfates 4 Cibenzoline 59 Ciclotropium metabolites 67, 69 Citrulline 198 Clavulanic acid 218, 219 2’-CMP 215 CMP-N-acetylneuraminic acid 215 CMP-sialic acid synthetase 215 Coenzyme A 228, 231, 233 Coenzyme A-bimane adducts 234 Collagen 188 Collagenase 215 Coproporphyrinogen 217 Corticosteroids 95 Corticosterone 4, 216 Cortisol 4, 95 Creatine 215 Creatine kinase 211, 215 Creatinine 4 Crufomate 247 CTP 102 Cyanide 4 Cyclic AMP 102 Cyclic formycin AMP 214 Cyclic GMP 102 Cyclic nucleotide phosphodiesterase 215 Cyclophosphamide 114 Cystathionine 4 Cysteamine 229, 233 Cysteic acid 194, 195 Cysteine 176, 178, 187, 191, 229-231, 233, 236, 238 Cystine 231 Cytidine 102 Cytosine 102 Dansyl amine 178 Dansylphenylalanine 75 7-Dehydrocholesterol 95, 96 3,4-Dehydroproline 195, 196 4”-Deoxy-4”-(epimethylamino)avermectin l-N-1-(1-Deoxyfructosyl)-L-lysine 221 Deoxy GDP 102 2-Deoxyglucose 97 Deoxy GMP 102 Deoxy GTP 102 Deoxyguanosine 102 e-N-l-( 1-Deoxylactulosyl)-L-lysine 221 Deoxypyridinoline 188 2-Deoxyribose 97 2-Deoxy sugars 96, 97 Dermatan sulfate 4 Desmosine 192, 197 Diacyl glycerol derivatives 69 Diacyl glycerols 71, 115 Dialkyldithiophosphates 247 Dialkylphosphates 247
B benzoate
247
Chromarographed
263
Dialkylthiophosphates 247 Diamine oxidase 215 LL-Diaminopimelate 215 Diaminopimelate decarboxylase 215 Diaminopimelate epimerase 215 Diaminopimelic acid 4, 60 Dibenz[a, jlacridine 69 Q -Dicarbonyls 6 2-(2,4-Dichlorophenoxy)propionic acid 252 2,4-Dichlorophenoxyacetic acid 252 2’,3’-Dideoxyinosine 101 Diethylphosphorocyanide 149 Dihydrobenzo[a]pyrene 112 Dihydrodiols 113 Dihydroepiandrosterone 216 Dihydrofolate reductase 215 D-erythro-Dihydroneopterin triphosphate 216 Dihydroorotase 215 [‘4C]Dihydroorotate 215 Dihydropyridine-based drug 122 2,2’-Dihydroxy-3,3’-dimethoxybiphenyl-5,5’-diacetic acid 215, 217 3,4-Dihydroxymandelic acid 160 3,4_Dihydroxyphenylacetic acid 160 L-Dihydroxyphenylalanine 217 2-[4-(2,3-Dihydroxypropoxy)phenyl]ethyl methyl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridine dicarboxylate 69 1,25_Dihydroxyvitamin D, 216 1,2-Diketones 102 Diltiazem 113 (E)-2,4-Dimethoxy-8-aza-D-homo-9P,13a-gona-l,3,5(10)trien-12-one oxime 79 Dimethylamides 70 5-(N,N-Dimethylsulfamoyl)-6,7-dichloro-2,3dihydrobenzofuran-2-carboxylic acid 152, 153 N-[4,4-Di(3-methylthien-2-yl)but-3-enyl]nipecotic acid 71 Dinucleoside polyphosphate pyrophosphohydrolase 215 Diols 112 Dipeptidase 215 Dipeptide methyl esters 70 Dipropyllicum 114, 118 2,2’-Dipyridyl disulfide 152 Diquat 251, 253-254 Disulfides 227-241 Disulfiram 250 Dithianon 249, 250 6,6’-Dithiodinicotinic acid 229 Dityrosine 202 DNA 100 DNP-Pro-Gln-Gly 215 N-Dns-sphingosine 215 Docosahexaenoic acid 147 Dopamine 4, 89, 90, 160, 161, 214 Dopamine P-hydroxylase 215 Drug enantiomers 109-126 Drugs 39, 51-84, 180 Dynorphin A 100
List of Compounds
264
Eburnane alkaloids 77 < -E-L-Y-E-N-K-Dns-OH 215 Encainide 59 Encainide, metabolites 59 Endorphins 100 Endotoxins, Escherichia coli 5 Enkephalinase A 100 Enkephalinase B 100 Enkephalins 98 Enprosil 69 Enzymes 11, 209-225 Ephedrine 70, 72, 79 Epinephrine 60, 90, 160, 217 Epinine 4 Epoxides 65 Estriol 99 Estrogens 94 Estrone 3-sulfate 99 trans.2-Ethylcyclohexan-l-01 116 Ethylenebisdithiocarbamates 248-250 [Ethylenebis(dithiocarbamato)]manganese 248, 250 (Ethylenebis(dithiocarbamato)]zinc 248, 249 Ethylenediamine 249 Ethylene dibromide 28 Ethylenethiourea 249, 250 Ethyleneurea 249 Y-Ethylguanine 102 Fatty acids 4 Fenchlorphos 247 Fenitrothion 247 Fenthion 247 Flecainide 59, 60 Flunoxaprofen 64 9-Fluorenylacetic acid 42 Y-Fluorenylmethanol 42 9-Fluorenylmethyl chloroformate Flurbiprofen 58, 67, 73, 153 Flurbiprofen, metabolites 153 Folic acid-cleaving enzyme 215 Formaldehyde 4 Formycin 215 Formycin A 214 Formycin AMP 214 Formycin 5’-IMP 214 D-Fructose 97 Fructose-lysine 216, 221 L-Fucose 97 Fulvoxamine 4 Fumonisin 5 Fungicides 248-250 D-Galactose 97 /3-Galactose 221 P-Galactosidase 215, 221, 222 Galactosyl-hydroxylysine 189 Galactosyl-0-hydroxylysine 192
221
Chromarographed Galactosyltransferase 215 Gallopamil 5 GDP 102 Glucosaminidase 216 D-Glucose 97 Glucose-6-phosphatase 211 Glucosyl-galactosyl-hydroxylysine 189 Glucosyl-galactosyl-0-hydroxylysine 192 Glutamate 161, 188, 203, 216 Glutamate dehydrogenase 211 Glutamate synthase 215 Glutamic acid 187, 194, 198 L-Glutamic acid 215 Glutamine 161, 187, 194, 197, 198 Glutaminyl cyclase 215 Glutathione 5, 178, 228-231, 233, 236, 238 Glutathione S-transferase 216 Glycated amino acids 187-189 Glyceric acid 80 Glycerol ethers 71 Glycine 178, 198 Glycolic acid 147 Glycosylated amino acids 187, 188 Glycosylated proteins 221 Glyoxals 95, 102 Gly-Phe 75 Glyphosate 251, 252, 254 GMP 102 Gossypol 65, 153 GTP 102 Guanidino compounds 6, 8, 90 Guanine 102 Guanosine 102 GTP cyclohydrolase I 216 Heme 213 Hepatic microsomal testosterone hydroxylase Herbicides 251-254 HETE, see Hydroxyeicosatetraenoic acid Hexokinase 216 Hippuric acid 214, 215, 217 Hippuryllysyl(N-•-5’-phospho)adenosine 222 His-Leu 214 Histamine 5, 90, 91, 160 Histamine N-methyltransferase 216 Histidine 160, 187, 192, 197, 198, 200, 201 Histones 188 Homatropine 72, 79 Homocysteine 5, 219, 229, 233 Homovanillic acid 160 Hyaluronic acid 5 Hydrochloroquine 5 4-Hydroxyacetanilide 214 (Z)-10.Hydroxyamitriptyline 69 (E)-10.Hydroxyamitriptyline 69 2-Hydroxybutyric acid 80 3-Hydroxybutyric acid 80
216
List of Compounds
a-Hydroxycaprylic acid 147 3-Hydroxycarbofuran 248 18-Hydroxy-11-deoxycorticosterone 216 2-Hydroxyechinenone 71 Hydroxyeicosatetraenoic acid 114, 116 18-Hydroxyeicosatetranoate 71 19-Hydroxyeicosatetranoate 71 Hydroxy fatty acid methyl esters 119 2-Hydroxy fatty acid methyl ester 71 Hydroxy fatty acids, unsaturated 115 Hydroxyibuprofen 64 5-Hydroxyindoleacetic acid 160 5-Hydroxyindoleamines 90 a-Hydroxyisobutyric acid 147 a-hydroxyisocaproic acid 147 (BR)-3a-Hydroxy-B-isopropyl-laH,5oFf-tropanium 69 llp-Hydroxylase 216 18-Hydroxylase 216 Hydroxylated amino acids 188 Hydroxylated testosterone products 216 Hydroxylysine 188 5-Hydroxylysine 197 3-Hydroxymandelic acid 80 4-Hydroxymandelic acid 80 8-Hydroxy-6-(3.methylbut-2-enylamino)purine /3-Hydroxymyristic acid 147 cY-Hydroxynaphthoic acid 147 4-Hydroxy-3-nitrobenzophenone 58 (2R,4R)-2-(2-Hydroxyphenyl)-3-(3-mercaptopropionyl)-4thiazolidinecarboxylic acid 236 Hydroxyproline 12, 188, 194-196, 204 3-Hydroxyproline 194 4-Hydroxyproline 194 cu-Hydroxystearic acid 147 A5-3P-Hydroxysteroid dehydrogenase 216 Hydroxysteroids 94 5-Hydroxytryptamine 90, 161, 175 5-Hydroxytryptophan 160 L-5-Hydroxytryptophan 217 25-Hydroxyvitamin D,-lcu-hydroxylase 216 Hypoxanthine 102, 216 Hypoxanthine-guanine phosphoribosyltransferase Ibuprofen 58, 67, 68, 71, 150, 152, 153 Ibuprofen metabolites 67, 153 Ibutilide 71 2-Imidazoline 249, 250 Imides 6 IMP 214, 216 Indole 217 Indoleamine 90 Indoleamine Shydroxytryptamine 160 Indoleamines 175 Inosine 102, 214 Insecticides 244-248 Iodothyronines 5
Isocitrate dehydrogenase Isocyanates 62 Isodesmosine 192, 197 Isoleucine 198 Isoproterenol 90 Isothiocyanates 62 Ivermectin 247 Josamucin
bromide
217
216
265
Chromatographed
211
4
Kallidin 99 cu-Keto acids 7 2-Keto acids 217 2-Ketobutyrate 220 1,2-Ketols 102 Ketones 7, 28, 71 Ketoprofen 67, 153 Ketoximes 71 Kininase I 217 Kyotorphin 99 Labetalol 5, 60 j%Lactam antibiotics 218, 219 j3-Lactamase 216, 218, 219, 222 /3-Lactamase inhibitor 218, 219 Lactate dehydrogenase 211 Lactic acid 80, 147 Lactic acid ethyl ester 71 Lactose 97 PA-Lactose 217 Lactose-lysine 221 Lactose-lysine P-galactosidase 216 Laurie acid 144 Leucine 60, 198 Leucine-enkephalin 98, 99, 100 Leucine-enkephalin-Arg 100 Linoleic acid 145 Lipoic acid 228 Lipopolysaccharides 5 Lorazepam 72 Loxoprofen 153 Loxoprofen metabolites 153 Luteinizing hormone-releasing hormone,.s,6.,,,,., 216 Luteinizing hormone-releasing hormone peptidase 216 C,,.,,-lyase 216 Lysine 187, 188, 191, 192, 198, 200 t_-Lysine 215 Lysosomal enzymes 216 Macrolides 4 Malondialdehyde 4 Maltose 97 Mancozeb 248, 250 Mandelic acid 72 Maneb, see [Ethylenebis(dithiocarbamato)]manganese Margaric acid 144, 145, 147 P-Melanocyte-stimulating hormone 99
266
List of Compounds
a-Melibiose 97 Mercaptoacetate 230, 231 2-Mercaptoethanol 219. 231 3-Mercaptopropionic acid 191 2-Mercaptopropionylglycine 238 Methamphetamine 45 Methiocarb 248 Methionine 198, 216, 219, 220 Methionine-enkephalin 98-100, 161 Methionine-enkephalin-Arg-Gly-Leu 100 Methionine-enkephalin-Arg-Phe 100 Methionine synthase 216, 219, 220 Methixene 59 Methocarbamol 5, 114 Methomyl 245, 246, 248 1-(4-Methoxybenzyl)-lO-hydroxydecahydroisoquinoline 70 2-Methoxy-3,6-dichlorobenzoic acid 252 3-Methoxy-4-hydroxymandelic acid 161 3-Methoxy-4-hydroxyphenylacetic acid 160 6-Methoxy-2-naphthylpropionic acid 153 Methylamine 245, 246 a-Methylamino acids 60 Methylated amino acids 188 Methylbenz[c]acridine 69 Methyl-lH-benzimidazol-2-ylcarbamate 249, 250 N-Methylcarbamate pesticides 245 N-Methylcarbamates 245-247, 254, 255 N-Methyl-2,4_dinitroaniline 245 Methyl ethyl ketone 5 N-Methylglycine 196 N’-Methylhistamine 216 Methylhistidine 196, 197 1-Methylhistidine 197-199 3-Methylhistidine 5, 188, 197-201, 204 Methylparathion 247 (15R)-15-Methylprostaglandin E? 145 (15s)15-Methylprostaglandin Ez 145 16-Methylprostaglandin F, 94 NS-Methyltetrahydrofolate 219 N5-Methyltetrahydrofolate-homocysteine methyltransferase 219 4-Methylumbelliferone 216 Metoprolol 5, 59, 60 Mexiletine 5, 57, 59, 60, 70 Mildiomycin 249, 250-251 Misonidazole 115 Monoacylglycerols 71 Monoamine oxidase 160 Monoamines 163, 165, 167 Mycotoxins 127-137 Myokinase 214 Myosin 188, 196 Myristic acid 144 Nabam 248-250 NAD 102 NAD glycohydrolase 1-Naphthol 245
216
Chromatographed a-Naphthol glucuronide 217 P-Naphthol sulfate 217 Naphthylcarbamoyl amino acids 193 d,l-Naphthylethylamine 37 IJ-Naphthylethylamine 37 l-(1-Naphthyl)-2,2,2-trifluoroethanol 114 Naproxen 58, 64, 67, 71, 72, 153 Nematicides 244-248 Neuramidase 217 Neuropeptides 98, 178 Neurotransmitters 157-183 NH, 217 Nicotinamide 216 Nicotinate mononucleotide 216 Nicotinate phosphoribosyltransferase 216 Nicotinic acid 151 Nipradilol 112 4-Nitroaniline 217 4-Nitrophenol glucuronide 217 2-Nitro-5sulfhydrylbenzoic acid 229 Nomifensine 79 Non-steroidal anti-inflammatory drugs 142 Noradrenaline 80, 215 N-6-(endo-2-NorbornyI)-9-methyladenine 59 Norephedrine 60, 70, 80 Norepinephrine 90, 160, 161 Norgestrel 75 Norvaline 198, 219, 220 Norverapamil 5 Nucleic acids 10 Nucleoside phosphorylase 216 Nucleosides 100-102, 216 5’-Nucleotidase 211, 216 Nucleotides 100, 101, 102
Octadecanoic acid 150 Octahedral metal complexes 76 Octopamine 215 Ofloxacin 67 Oleic acid 145, 147 Oligonucleotides 21, 101 Oligosaccharides 214 Opioid peptides 99, 100 Organic acids 91 Organophosphates 247 Ornithine 191, 198 Ornithine aminotransferase 216 Ornithine carbamoyltransferase 211 Ornithine decarboxylase 217 Oxalate oxidase 217 Oxamyl 245, 246, 248 Oxazepam 75, 114, 115, 118, 119 Oxazolidin-2-ones 179 Oxiranes 65 3-0~0 bile acids 95 3-Oxo-SP-cholanoic acid 95 17-Oxosteroids 94
List of Compounds Palmitic acid 144, 145, 147 Pancreatic RNase 220 Pantolactone 71 Pantothenic acid methyl ester 71 Papain esterase 217 Paraquat 251, 253-254 Penicillamine 72, 229-231, 236, 238 Penicillin G 5 Pentatluorobenzyl esters 247 Peptides 10, 21, 41, 42, 47, 60, 98, 162, 165-168, 176, 179, 199, 200, 221, 231 Peptides, arginine-containing 98 Peptides, cyclic 5 Peptides, thiol containing 230 Peptides, tryptophan-containing 100 Peptides, tyrosine-containing 99 cis-Permethrinic acid 67 Pesticides 243-257 Phenols 6, 7, 247 Phenoprop 252 Phenoxy acid herbicides 253 Phenoxy acids 251, 252-253 Phenylalanine 99, 187, 198 (Z)-Phenylalanine 67 o-Phenylalanine methyl ester 55 L-Phenylalanine methyl ester 55 ~Phenylbutanoic 2-isopropoxyphenylacetic acids 71 cr-Phenyl-n-butyric acid 153 Phenylethanolamine 80 Phenylethanolamine N-methyltransferase 217 Phenylpropanol 115 cY-Phenylpropionic acid 153 2-Phenylpropionic acid 57, 152, 153 Phenylpyruvic acid 99 Phenylthioproline 75 Phenylurea 251, 254 Phosphoamidase 222 Phosphoarginine 201 N-Phosphoarginine 201 N-Phosphohistidine 201 l-Phosphohistidine 210 3-Phosphohistidine 201 N-Phospholysine 210 Phosphorylated amino acids 188, 199 Phosphoserine 201-203 Phosphothreonine 200-203 Phosphotyrosine 200, 202, 203 Pindolol 70 Pirmenol 80 Pirprofen 153 Pirprofen pyrrol 153 Polyamines 5 Polycyclic hydrocarbons 213 Polyenoic fatty acid methyl esters, hydroxylated 71 Porphyrobilinogen 214 Primary amines 6-8 Progesterone 216
267
Chromatographed Pro-Hyp 194 Proline 12, 178, 187, 188, 195, 196 Promethazine 59, 61, 79 Propafenone 59, 60, 79 Propineb, see [Propylenebis(dithiocarbamato)]zinc Propionic acid 99, 144 Propoxur 246, 248 Propranolol 57, 59, 69, 70, 75, 79, 114, 178, 180 n-Propylamides 70 l-(n-Propylcarbamoyl)-2-benzimidazolecarbamate 250 [Propylenebis(dithiocarbamato)]zinc 248 2-(N-Propyl-N-2-thienylamino)-5-hydroxytetralin 69 Prostaglandin E, 94 Prostaglandin E, 94 Prostaglandin F, 94 Prostaglandin F, 94 Prostaglandins 69, 94 Proteins 10 Proteolytic enzymes 220 Provitamin ,3 95 Proxyphylline 112 Pseudomonas aeruginosa exotoxin A 40 234 Pseudouridine 101 Pterins 213 Pterin-6-aldehyde 215 Purines 162, 166, 213 Putrescine 217 Pyridinoline 188 Pyrimidine nucleosides 102 Pyrimidines 6 Pyrophosphate 216 Pyrrolidinol 114 1-Pyrroline-5-carboxylic acid 216 Quinoneimine 1,2-Quinones
dye 67 102
Ramipril 67 Renin activity 98 Renin inhibitor 75 Rentiapril 230 L-Rhamnose 97 Ribose-l-phosphate Ribosomal proteins Rimantidine 60 RNA 100 Rodenticides 254 Rokitamycin 4
216 188
Salsolinol 59 Saturated fatty acids 150 Secondary alcohols 71 Secondary amines 6-8, 179 Secondary amino acids 195 Selenocysteine 5 Serine 187, 198-200 Serine dehydratase 217
268
List of Compounds
Serotonin 160, 161 Sialic acids 5, 96 Sialidase 217 Sialidase activity 5 Sorbic acid 99 Sotalol 5 Spermidine 217 Spermidine synthetase 217 Stearic acid 144, 145, 147 I-Stercobilin 5 Steroids 94, 213 Substance P 98, 99 Sulfanilic acid 245 Sulfate 214 Sulfated amino acids 201 Sulfotransferase 217 Taurine 5, 198, 217, 221 Taurodeoxycholate 221 Taurodeoxycholate hydrolase 217, 221 Terbutalin 75 Terfenadine 112 Tertiary amines 8 (2,3,4,6-Tetra-O-acetyl-l-thio-P_D-glucopyranosatoS)( triethylphosphine)gold 232 Tetrahydrofolate 219 Tetramethylthioperoxydicarbonic diamide 249, 250 Thiabendazole 249 Thiamphenicol 60 Thiols 6-8, 63, 227-241 Thioridazine 59 Thiouracil 238 Thiourea derivatives 62 Thiram, see Tetramethylthioperoxydicarbonic diamide Thiuram disulfides 248-250 Threonine 187, 198-200, 220 Threonine dehydratase 217, 220 Thromboxane antagonists 75 Thymidine 102 Thymine 102 Tiopronin 230, 232, 238 Tipredane 75 Tocainide 59, 60, 70 Tranylcypromine 5, 57, 59, 60 2.4,5-Trichlorophenoxyacetic acid 252 2-(2.4,5-Trichlorophenoxy)propionic acid 252 Trimethoquinol 60 Trimethyllysine 187
Chromatographed Tripeptide methyl esters 70 Triphenylphosphine 152 Tris(hydroxymethylaminomethane) 5 Trypsin 217 Trypsin(ogen) 211 Tryptamine 160 Tryptophan 76. 79, 89-91, 99, 176, 198 Tryptophanase 217 Tryptophan hydroxylase 217 Tyr 214 Tyr-Gly 214 Tyr-Gly-Gly 214 Tyrosine 59, 99, 160, 187, 192, 193, 198-200 Tyrosine hydroxylase 217
UDP 215 UDP-galNAc 214 UMP 102 Uracil 102 P-Ureidopropionase 217 Uricosuric diuretics 152 Uridine 102 Uridine diphosphate glucuronosyltransferase meso-Urobilin 5 Urokinase 217 Uranic acids 96 Uroporphyrinogen decarboxylase 217 UTP 102
Valerie acid 144 5-I.-Valinamide 63 Valine 198 Valproic acid 5, 149, 177 Verapamil 5 Vincamine 79 Vinpocetine 77 Vitamin B, 5 Warfarin
5, 69, 112, 114, 117, 254
Xanthine oxidase XMP 102 D-X$0X
217
97
Zhongshenjunsu 249, 251 Zineb see [Ethylenebis(dithiocarbamato)]zinc Ziram see Bis(dimethyldithiocarbamato)zinc
217
List of Compounds
B
261
Chromatographed
Abamectin 247 Abamectin, 8,9-isomer 247 Abamectin-8,9-oxide 248 Acaricides 244-248 Acebutol 59 Acetaldehyde 4 Acetanilide 4-hydroxylase 214 Acetone 4 Acetylcholine 4 N-Acetylamino acids 153, 180 Acetylcholine 160, 166 Acetylcholinesterase 211 Acetyl-Coenzyme A 230, 232 N-Acetylcysteine 178, 191, 230, 231, 233, 236, 238 N-Acetylgalactosamine 193 N-Acetylglucosamine 193 N-Acetyl-D-glucosamine 97 N-Acetyl-3-methylhistidine 197 N-Acetyltryptamine 214 Acid chlorides 29 Acid phosphatase 211 Acids, chiral 110 Actin 188, 196 Acyl-coenzyme A 229, 231 Adamantanamine 46, 47 Adenine 102 Adenine nucleotides 215 Adenosine 102, 214 Adenosine deaminase 214 Adenosine-3’,5’-diphosphate 214 Adenosine 3’-phosphate 5’-sulfophosphate sulfotransferase 214 S-Adenosylmethionine 188 Adenylate cyclase 214 Adenylate kinase 214 Adenylosuccinate 214 Adenylosuccinate synthetase 214 Adenylyl cyclase 214 ADP 166, 216 2-ADP 214 Adrenaline 215, 217 Aflatoxin B, 127, 128, 130-133, 135 Aflatoxin B, 128-132, 135 Aflatoxin B,, 131 Aflatoxin G, 128-133, 135 Aflatoxin G, 128-132, 135 Aflatoxin G,, 131 Aflatoxin M, 128-130 Aflatoxin M, 129, 130 Aflatoxins 127-137 [D-2Ala]methionine-enkephalin 98 Alanine 178, 179, 198 P-Alanine 217
Alanine aminopeptidase 211 Alanine benzyl ester 72 Alanine transaminase 211 Alcohol dehydrogenase 188 Alcohols 6-8, 116, 122, 123 Alcohols, chiral 110 Alcohols, secondary 115 Aldehydes 4, 6, 7, 28 Aldicarb 245, 248 Aldicarb sulfone 248 Aldicarb sulfoxide 248 Aldolase 211 Alkaline phosphatase 211, 214 Alkyl alcohols 112 Alkylamines 176 cu-Alkylamino acids 60 Alkyl halides 28, 29 Amines 7, 29, 34, 59, 89, 178, 213 Amino acid alkylamides 70 Amino acid methyl esters 70 Amino acid N-(Cnitrobenzoyl)isopropyl esters 79 D-Amino acid oxidase 66,67 L-Amino acid oxidase 67 Amino acid 2-propyl esters 70 Amino acids 3, 29, 41, 55, 57, 59, 60, 63, 64, 66, 70, 75, 88, 89, 161, 163, 164, 178, 179, 185-207, 213, 214, 221 Amino acids, amino terminal 187 Amino acids, carboxy terminal 187 Amino acids, N-protected 67, 70, 153 Amino acids, posttranslationally modified 185-207 L-a-Aminoadipyl-L-cysteinyl-D-valine 214 L-c~-Aminoadipyl-L-cysteinyl-D-valine synthetase 214 Amino alcohols 55, 59, 60, 80, 114, 122 Aminobenzoylglutamate 215 p-Aminobenzoylglutamate 215 cu-Aminobutyric acid 198 y-Aminobutyric acid 161 Aminochromes 215 1-Aminocyclopropane carboxylic acid 4 2,4-( 1-Aminoethyl)phenyl-6-methoxybenzoxazole 64 6-Aminolevulinate dehydrase 214 d-Aminolevulinic acid 214 S-Aminolevulinic acid synthetase 214 (Aminomethyl)phosphonic acid 251, 252 2-Aminooctane 34, 36 Aminopeptidase 214 Aminophospholipids 8 6-Aminoquinoline 193, 215 3-Aminoquinuclidine 56, 57, 59, 60 Amino sugars 96, 193 3-Amino-1,2,4-triazole 254 Amitrole 251, 254 Ammonia 197, 217
List of Compounds
262
Amoxycillin 219 AMP 102, 166, 222 2’-AMP 215 AMP-deaminase 214 Amphetamine 38-40, 45, 58-60, 179 Amylase 211, 214 Angiotensin I 98, 99 Angiotensin II 99, 214 Angiotensin III 99 Angiotensin-converting enzyme 98, 214 Angiotensinogen 98 Antibiotics 4, 218, 248 Anticoagulants 254 Antimicrobial agents 248-251 Apovincaminic acid 77 Apovincaminic acid ethyl ester 77 o-Arabinose 97 Arachidic acid 144, 149 Arachidonic acid 147 Arginase 211 Arginine 90, 187, 197, 198, 200 Aromatic L-amino acid decarboxylase 214 Arylalkylamine N-acetyltransferase 214 Aryl hydrocarbon hydroxylase 214 Arylpropanoic acids 71 2-Arylpropionic acids 58 Arylsulfatase B 214 Asn + Glu + AMP 215 Asn-Gly sequence 220 P-Asp-Gly sequence 220 Asparagine 187, 198 /3-Asparagine 220 Asparagine synthetase 215 Aspartate 161, 188, 203 Aspartate transaminase 211 Aspartic acid 187, 198, 214 P-Aspartylalanine 221 P-Aspartylpeptidase 214, 220, 221 P-Aspartylpeptides 220, 221 Atenolol 59, 72 ATP 102, 162, 166 ATP pyrophosphohydrolase 215 Atropine 72, 79 Augmentin 219 see (2,3,4,6-Tetra-O-acetyl-l-thio-P_D-glucoAuranofin pyranosato-S)(triethylphosphine)gold 232 Avermectin, degradation products 247 Avermectins 247-248 Azelastine 79 Aztreonam 218, 219 Baclofen 67 Baclofen butyl ester 59 Becloboric acid 67 Benomyl 250 Benoxaprofen 64 Benz1 alanthracene dials
113
Chromatographed
Benzhexol 114, 118 Benzimidazoles 250 Benzoic acid 150 Benzoylarginine 217 Benzoylecgonine 4 Benzo[ alpyrene 214 Benzo[a]pyrenedihydrodiols 113 Bile acids 94, 95 Bile acid hydrolase 220, 221 l,l’-Binaphthyl-2,2’-diyl hydrogenphosphate Biogenic amines 215 Biopolymers 9 H,-Biopterin 215 Biotinidase 215 Bis(dimethyldithiocarbamato)zinc 249 P-Blockers 59, 60, 62, 69, 70, 72, 79, 80 Bradykinine-destroying enzyme 217 Brompheniramine 75 Bucillamine 230 Budesonide 75 Bufencarb 248 Butocarboxim 245 Butyric acid 144 Butyrobetain 4
75
Calcium channel antagonists 18, 64, 68 Capric acid 144 Caprofen 153 Caproic acid 141, 144 Caprylic acid 144 Captopril 4, 228, 231, 237 Carbamates 12 Carbaryl 245, 246, 248 Carbofuran 245, 246, 248 Carbohydrates 3, 96, 213 Carbohydrates, reducing 96 Carbon dioxide 217 Carbonyls 6-8 Carboxyibuprofen 64 Carboxyl-containing compounds 139-155 Carboxylic acids 3, 6-8, 63, 94, 139-155 Carboxymethylcysteine 202 Carboxypeptidase 217 Carnitine 188 /3,P-Caroten-2,2’-dial 71 P,p-Caroten-2-01 71 Carvedilol 59 Catecholamines 4, 9, 90, 160, 166, 168, 175, 213 Catechol-O-methyl transferase 160 Catechols 7 Cellobiose 97 Ceruloplasmin 215 Chloramphenicol 60, 238 (4-Chloro-2-methylphenoxy)acetic acid 253 (4-Chloro-2-methylphenoxy)butyric acid 253 2-(4.Chloro-2-methylphenoxy)propionic acid 253 a-Chloropropionic acid 67
List of Compounds
Chlorthalidone 75 Choline 4, 160, 166 Chondroitin sulfates 4 Cibenzoline 59 Ciclotropium metabolites 67, 69 Citrulline 198 Clavulanic acid 218, 219 2’-CMP 215 CMP-N-acetylneuraminic acid 215 CMP-sialic acid synthetase 215 Coenzyme A 228, 231, 233 Coenzyme A-bimane adducts 234 Collagen 188 Collagenase 215 Coproporphyrinogen 217 Corticosteroids 95 Corticosterone 4, 216 Cortisol 4, 95 Creatine 215 Creatine kinase 211, 215 Creatinine 4 Crufomate 247 CTP 102 Cyanide 4 Cyclic AMP 102 Cyclic formycin AMP 214 Cyclic GMP 102 Cyclic nucleotide phosphodiesterase 215 Cyclophosphamide 114 Cystathionine 4 Cysteamine 229, 233 Cysteic acid 194, 195 Cysteine 176, 178, 187, 191, 229-231, 233, 236, 238 Cystine 231 Cytidine 102 Cytosine 102 Dansyl amine 178 Dansylphenylalanine 75 7-Dehydrocholesterol 95, 96 3,4-Dehydroproline 195, 196 4”-Deoxy-4”-(epimethylamino)avermectin l-N-1-(1-Deoxyfructosyl)-L-lysine 221 Deoxy GDP 102 2-Deoxyglucose 97 Deoxy GMP 102 Deoxy GTP 102 Deoxyguanosine 102 e-N-l-( 1-Deoxylactulosyl)-L-lysine 221 Deoxypyridinoline 188 2-Deoxyribose 97 2-Deoxy sugars 96, 97 Dermatan sulfate 4 Desmosine 192, 197 Diacyl glycerol derivatives 69 Diacyl glycerols 71, 115 Dialkyldithiophosphates 247 Dialkylphosphates 247
B benzoate
247
Chromarographed
263
Dialkylthiophosphates 247 Diamine oxidase 215 LL-Diaminopimelate 215 Diaminopimelate decarboxylase 215 Diaminopimelate epimerase 215 Diaminopimelic acid 4, 60 Dibenz[a, jlacridine 69 Q -Dicarbonyls 6 2-(2,4-Dichlorophenoxy)propionic acid 252 2,4-Dichlorophenoxyacetic acid 252 2’,3’-Dideoxyinosine 101 Diethylphosphorocyanide 149 Dihydrobenzo[a]pyrene 112 Dihydrodiols 113 Dihydroepiandrosterone 216 Dihydrofolate reductase 215 D-erythro-Dihydroneopterin triphosphate 216 Dihydroorotase 215 [‘4C]Dihydroorotate 215 Dihydropyridine-based drug 122 2,2’-Dihydroxy-3,3’-dimethoxybiphenyl-5,5’-diacetic acid 215, 217 3,4-Dihydroxymandelic acid 160 3,4_Dihydroxyphenylacetic acid 160 L-Dihydroxyphenylalanine 217 2-[4-(2,3-Dihydroxypropoxy)phenyl]ethyl methyl-1,4-dihydro-2,6-dimethyl-4-(3-nitrophenyl)-3,5-pyridine dicarboxylate 69 1,25_Dihydroxyvitamin D, 216 1,2-Diketones 102 Diltiazem 113 (E)-2,4-Dimethoxy-8-aza-D-homo-9P,13a-gona-l,3,5(10)trien-12-one oxime 79 Dimethylamides 70 5-(N,N-Dimethylsulfamoyl)-6,7-dichloro-2,3dihydrobenzofuran-2-carboxylic acid 152, 153 N-[4,4-Di(3-methylthien-2-yl)but-3-enyl]nipecotic acid 71 Dinucleoside polyphosphate pyrophosphohydrolase 215 Diols 112 Dipeptidase 215 Dipeptide methyl esters 70 Dipropyllicum 114, 118 2,2’-Dipyridyl disulfide 152 Diquat 251, 253-254 Disulfides 227-241 Disulfiram 250 Dithianon 249, 250 6,6’-Dithiodinicotinic acid 229 Dityrosine 202 DNA 100 DNP-Pro-Gln-Gly 215 N-Dns-sphingosine 215 Docosahexaenoic acid 147 Dopamine 4, 89, 90, 160, 161, 214 Dopamine P-hydroxylase 215 Drug enantiomers 109-126 Drugs 39, 51-84, 180 Dynorphin A 100
List of Compounds
264
Eburnane alkaloids 77 < -E-L-Y-E-N-K-Dns-OH 215 Encainide 59 Encainide, metabolites 59 Endorphins 100 Endotoxins, Escherichia coli 5 Enkephalinase A 100 Enkephalinase B 100 Enkephalins 98 Enprosil 69 Enzymes 11, 209-225 Ephedrine 70, 72, 79 Epinephrine 60, 90, 160, 217 Epinine 4 Epoxides 65 Estriol 99 Estrogens 94 Estrone 3-sulfate 99 trans.2-Ethylcyclohexan-l-01 116 Ethylenebisdithiocarbamates 248-250 [Ethylenebis(dithiocarbamato)]manganese 248, 250 (Ethylenebis(dithiocarbamato)]zinc 248, 249 Ethylenediamine 249 Ethylene dibromide 28 Ethylenethiourea 249, 250 Ethyleneurea 249 Y-Ethylguanine 102 Fatty acids 4 Fenchlorphos 247 Fenitrothion 247 Fenthion 247 Flecainide 59, 60 Flunoxaprofen 64 9-Fluorenylacetic acid 42 Y-Fluorenylmethanol 42 9-Fluorenylmethyl chloroformate Flurbiprofen 58, 67, 73, 153 Flurbiprofen, metabolites 153 Folic acid-cleaving enzyme 215 Formaldehyde 4 Formycin 215 Formycin A 214 Formycin AMP 214 Formycin 5’-IMP 214 D-Fructose 97 Fructose-lysine 216, 221 L-Fucose 97 Fulvoxamine 4 Fumonisin 5 Fungicides 248-250 D-Galactose 97 /3-Galactose 221 P-Galactosidase 215, 221, 222 Galactosyl-hydroxylysine 189 Galactosyl-0-hydroxylysine 192
221
Chromarographed Galactosyltransferase 215 Gallopamil 5 GDP 102 Glucosaminidase 216 D-Glucose 97 Glucose-6-phosphatase 211 Glucosyl-galactosyl-hydroxylysine 189 Glucosyl-galactosyl-0-hydroxylysine 192 Glutamate 161, 188, 203, 216 Glutamate dehydrogenase 211 Glutamate synthase 215 Glutamic acid 187, 194, 198 L-Glutamic acid 215 Glutamine 161, 187, 194, 197, 198 Glutaminyl cyclase 215 Glutathione 5, 178, 228-231, 233, 236, 238 Glutathione S-transferase 216 Glycated amino acids 187-189 Glyceric acid 80 Glycerol ethers 71 Glycine 178, 198 Glycolic acid 147 Glycosylated amino acids 187, 188 Glycosylated proteins 221 Glyoxals 95, 102 Gly-Phe 75 Glyphosate 251, 252, 254 GMP 102 Gossypol 65, 153 GTP 102 Guanidino compounds 6, 8, 90 Guanine 102 Guanosine 102 GTP cyclohydrolase I 216 Heme 213 Hepatic microsomal testosterone hydroxylase Herbicides 251-254 HETE, see Hydroxyeicosatetraenoic acid Hexokinase 216 Hippuric acid 214, 215, 217 Hippuryllysyl(N-•-5’-phospho)adenosine 222 His-Leu 214 Histamine 5, 90, 91, 160 Histamine N-methyltransferase 216 Histidine 160, 187, 192, 197, 198, 200, 201 Histones 188 Homatropine 72, 79 Homocysteine 5, 219, 229, 233 Homovanillic acid 160 Hyaluronic acid 5 Hydrochloroquine 5 4-Hydroxyacetanilide 214 (Z)-10.Hydroxyamitriptyline 69 (E)-10.Hydroxyamitriptyline 69 2-Hydroxybutyric acid 80 3-Hydroxybutyric acid 80
216
List of Compounds
a-Hydroxycaprylic acid 147 3-Hydroxycarbofuran 248 18-Hydroxy-11-deoxycorticosterone 216 2-Hydroxyechinenone 71 Hydroxyeicosatetraenoic acid 114, 116 18-Hydroxyeicosatetranoate 71 19-Hydroxyeicosatetranoate 71 Hydroxy fatty acid methyl esters 119 2-Hydroxy fatty acid methyl ester 71 Hydroxy fatty acids, unsaturated 115 Hydroxyibuprofen 64 5-Hydroxyindoleacetic acid 160 5-Hydroxyindoleamines 90 a-Hydroxyisobutyric acid 147 a-hydroxyisocaproic acid 147 (BR)-3a-Hydroxy-B-isopropyl-laH,5oFf-tropanium 69 llp-Hydroxylase 216 18-Hydroxylase 216 Hydroxylated amino acids 188 Hydroxylated testosterone products 216 Hydroxylysine 188 5-Hydroxylysine 197 3-Hydroxymandelic acid 80 4-Hydroxymandelic acid 80 8-Hydroxy-6-(3.methylbut-2-enylamino)purine /3-Hydroxymyristic acid 147 cY-Hydroxynaphthoic acid 147 4-Hydroxy-3-nitrobenzophenone 58 (2R,4R)-2-(2-Hydroxyphenyl)-3-(3-mercaptopropionyl)-4thiazolidinecarboxylic acid 236 Hydroxyproline 12, 188, 194-196, 204 3-Hydroxyproline 194 4-Hydroxyproline 194 cu-Hydroxystearic acid 147 A5-3P-Hydroxysteroid dehydrogenase 216 Hydroxysteroids 94 5-Hydroxytryptamine 90, 161, 175 5-Hydroxytryptophan 160 L-5-Hydroxytryptophan 217 25-Hydroxyvitamin D,-lcu-hydroxylase 216 Hypoxanthine 102, 216 Hypoxanthine-guanine phosphoribosyltransferase Ibuprofen 58, 67, 68, 71, 150, 152, 153 Ibuprofen metabolites 67, 153 Ibutilide 71 2-Imidazoline 249, 250 Imides 6 IMP 214, 216 Indole 217 Indoleamine 90 Indoleamine Shydroxytryptamine 160 Indoleamines 175 Inosine 102, 214 Insecticides 244-248 Iodothyronines 5
Isocitrate dehydrogenase Isocyanates 62 Isodesmosine 192, 197 Isoleucine 198 Isoproterenol 90 Isothiocyanates 62 Ivermectin 247 Josamucin
bromide
217
216
265
Chromatographed
211
4
Kallidin 99 cu-Keto acids 7 2-Keto acids 217 2-Ketobutyrate 220 1,2-Ketols 102 Ketones 7, 28, 71 Ketoprofen 67, 153 Ketoximes 71 Kininase I 217 Kyotorphin 99 Labetalol 5, 60 j%Lactam antibiotics 218, 219 j3-Lactamase 216, 218, 219, 222 /3-Lactamase inhibitor 218, 219 Lactate dehydrogenase 211 Lactic acid 80, 147 Lactic acid ethyl ester 71 Lactose 97 PA-Lactose 217 Lactose-lysine 221 Lactose-lysine P-galactosidase 216 Laurie acid 144 Leucine 60, 198 Leucine-enkephalin 98, 99, 100 Leucine-enkephalin-Arg 100 Linoleic acid 145 Lipoic acid 228 Lipopolysaccharides 5 Lorazepam 72 Loxoprofen 153 Loxoprofen metabolites 153 Luteinizing hormone-releasing hormone,.s,6.,,,,., 216 Luteinizing hormone-releasing hormone peptidase 216 C,,.,,-lyase 216 Lysine 187, 188, 191, 192, 198, 200 t_-Lysine 215 Lysosomal enzymes 216 Macrolides 4 Malondialdehyde 4 Maltose 97 Mancozeb 248, 250 Mandelic acid 72 Maneb, see [Ethylenebis(dithiocarbamato)]manganese Margaric acid 144, 145, 147 P-Melanocyte-stimulating hormone 99
266
List of Compounds
a-Melibiose 97 Mercaptoacetate 230, 231 2-Mercaptoethanol 219. 231 3-Mercaptopropionic acid 191 2-Mercaptopropionylglycine 238 Methamphetamine 45 Methiocarb 248 Methionine 198, 216, 219, 220 Methionine-enkephalin 98-100, 161 Methionine-enkephalin-Arg-Gly-Leu 100 Methionine-enkephalin-Arg-Phe 100 Methionine synthase 216, 219, 220 Methixene 59 Methocarbamol 5, 114 Methomyl 245, 246, 248 1-(4-Methoxybenzyl)-lO-hydroxydecahydroisoquinoline 70 2-Methoxy-3,6-dichlorobenzoic acid 252 3-Methoxy-4-hydroxymandelic acid 161 3-Methoxy-4-hydroxyphenylacetic acid 160 6-Methoxy-2-naphthylpropionic acid 153 Methylamine 245, 246 a-Methylamino acids 60 Methylated amino acids 188 Methylbenz[c]acridine 69 Methyl-lH-benzimidazol-2-ylcarbamate 249, 250 N-Methylcarbamate pesticides 245 N-Methylcarbamates 245-247, 254, 255 N-Methyl-2,4_dinitroaniline 245 Methyl ethyl ketone 5 N-Methylglycine 196 N’-Methylhistamine 216 Methylhistidine 196, 197 1-Methylhistidine 197-199 3-Methylhistidine 5, 188, 197-201, 204 Methylparathion 247 (15R)-15-Methylprostaglandin E? 145 (15s)15-Methylprostaglandin Ez 145 16-Methylprostaglandin F, 94 NS-Methyltetrahydrofolate 219 N5-Methyltetrahydrofolate-homocysteine methyltransferase 219 4-Methylumbelliferone 216 Metoprolol 5, 59, 60 Mexiletine 5, 57, 59, 60, 70 Mildiomycin 249, 250-251 Misonidazole 115 Monoacylglycerols 71 Monoamine oxidase 160 Monoamines 163, 165, 167 Mycotoxins 127-137 Myokinase 214 Myosin 188, 196 Myristic acid 144 Nabam 248-250 NAD 102 NAD glycohydrolase 1-Naphthol 245
216
Chromatographed a-Naphthol glucuronide 217 P-Naphthol sulfate 217 Naphthylcarbamoyl amino acids 193 d,l-Naphthylethylamine 37 IJ-Naphthylethylamine 37 l-(1-Naphthyl)-2,2,2-trifluoroethanol 114 Naproxen 58, 64, 67, 71, 72, 153 Nematicides 244-248 Neuramidase 217 Neuropeptides 98, 178 Neurotransmitters 157-183 NH, 217 Nicotinamide 216 Nicotinate mononucleotide 216 Nicotinate phosphoribosyltransferase 216 Nicotinic acid 151 Nipradilol 112 4-Nitroaniline 217 4-Nitrophenol glucuronide 217 2-Nitro-5sulfhydrylbenzoic acid 229 Nomifensine 79 Non-steroidal anti-inflammatory drugs 142 Noradrenaline 80, 215 N-6-(endo-2-NorbornyI)-9-methyladenine 59 Norephedrine 60, 70, 80 Norepinephrine 90, 160, 161 Norgestrel 75 Norvaline 198, 219, 220 Norverapamil 5 Nucleic acids 10 Nucleoside phosphorylase 216 Nucleosides 100-102, 216 5’-Nucleotidase 211, 216 Nucleotides 100, 101, 102
Octadecanoic acid 150 Octahedral metal complexes 76 Octopamine 215 Ofloxacin 67 Oleic acid 145, 147 Oligonucleotides 21, 101 Oligosaccharides 214 Opioid peptides 99, 100 Organic acids 91 Organophosphates 247 Ornithine 191, 198 Ornithine aminotransferase 216 Ornithine carbamoyltransferase 211 Ornithine decarboxylase 217 Oxalate oxidase 217 Oxamyl 245, 246, 248 Oxazepam 75, 114, 115, 118, 119 Oxazolidin-2-ones 179 Oxiranes 65 3-0~0 bile acids 95 3-Oxo-SP-cholanoic acid 95 17-Oxosteroids 94
List of Compounds Palmitic acid 144, 145, 147 Pancreatic RNase 220 Pantolactone 71 Pantothenic acid methyl ester 71 Papain esterase 217 Paraquat 251, 253-254 Penicillamine 72, 229-231, 236, 238 Penicillin G 5 Pentatluorobenzyl esters 247 Peptides 10, 21, 41, 42, 47, 60, 98, 162, 165-168, 176, 179, 199, 200, 221, 231 Peptides, arginine-containing 98 Peptides, cyclic 5 Peptides, thiol containing 230 Peptides, tryptophan-containing 100 Peptides, tyrosine-containing 99 cis-Permethrinic acid 67 Pesticides 243-257 Phenols 6, 7, 247 Phenoprop 252 Phenoxy acid herbicides 253 Phenoxy acids 251, 252-253 Phenylalanine 99, 187, 198 (Z)-Phenylalanine 67 o-Phenylalanine methyl ester 55 L-Phenylalanine methyl ester 55 ~Phenylbutanoic 2-isopropoxyphenylacetic acids 71 cr-Phenyl-n-butyric acid 153 Phenylethanolamine 80 Phenylethanolamine N-methyltransferase 217 Phenylpropanol 115 cY-Phenylpropionic acid 153 2-Phenylpropionic acid 57, 152, 153 Phenylpyruvic acid 99 Phenylthioproline 75 Phenylurea 251, 254 Phosphoamidase 222 Phosphoarginine 201 N-Phosphoarginine 201 N-Phosphohistidine 201 l-Phosphohistidine 210 3-Phosphohistidine 201 N-Phospholysine 210 Phosphorylated amino acids 188, 199 Phosphoserine 201-203 Phosphothreonine 200-203 Phosphotyrosine 200, 202, 203 Pindolol 70 Pirmenol 80 Pirprofen 153 Pirprofen pyrrol 153 Polyamines 5 Polycyclic hydrocarbons 213 Polyenoic fatty acid methyl esters, hydroxylated 71 Porphyrobilinogen 214 Primary amines 6-8 Progesterone 216
267
Chromatographed Pro-Hyp 194 Proline 12, 178, 187, 188, 195, 196 Promethazine 59, 61, 79 Propafenone 59, 60, 79 Propineb, see [Propylenebis(dithiocarbamato)]zinc Propionic acid 99, 144 Propoxur 246, 248 Propranolol 57, 59, 69, 70, 75, 79, 114, 178, 180 n-Propylamides 70 l-(n-Propylcarbamoyl)-2-benzimidazolecarbamate 250 [Propylenebis(dithiocarbamato)]zinc 248 2-(N-Propyl-N-2-thienylamino)-5-hydroxytetralin 69 Prostaglandin E, 94 Prostaglandin E, 94 Prostaglandin F, 94 Prostaglandin F, 94 Prostaglandins 69, 94 Proteins 10 Proteolytic enzymes 220 Provitamin ,3 95 Proxyphylline 112 Pseudomonas aeruginosa exotoxin A 40 234 Pseudouridine 101 Pterins 213 Pterin-6-aldehyde 215 Purines 162, 166, 213 Putrescine 217 Pyridinoline 188 Pyrimidine nucleosides 102 Pyrimidines 6 Pyrophosphate 216 Pyrrolidinol 114 1-Pyrroline-5-carboxylic acid 216 Quinoneimine 1,2-Quinones
dye 67 102
Ramipril 67 Renin activity 98 Renin inhibitor 75 Rentiapril 230 L-Rhamnose 97 Ribose-l-phosphate Ribosomal proteins Rimantidine 60 RNA 100 Rodenticides 254 Rokitamycin 4
216 188
Salsolinol 59 Saturated fatty acids 150 Secondary alcohols 71 Secondary amines 6-8, 179 Secondary amino acids 195 Selenocysteine 5 Serine 187, 198-200 Serine dehydratase 217
268
List of Compounds
Serotonin 160, 161 Sialic acids 5, 96 Sialidase 217 Sialidase activity 5 Sorbic acid 99 Sotalol 5 Spermidine 217 Spermidine synthetase 217 Stearic acid 144, 145, 147 I-Stercobilin 5 Steroids 94, 213 Substance P 98, 99 Sulfanilic acid 245 Sulfate 214 Sulfated amino acids 201 Sulfotransferase 217 Taurine 5, 198, 217, 221 Taurodeoxycholate 221 Taurodeoxycholate hydrolase 217, 221 Terbutalin 75 Terfenadine 112 Tertiary amines 8 (2,3,4,6-Tetra-O-acetyl-l-thio-P_D-glucopyranosatoS)( triethylphosphine)gold 232 Tetrahydrofolate 219 Tetramethylthioperoxydicarbonic diamide 249, 250 Thiabendazole 249 Thiamphenicol 60 Thiols 6-8, 63, 227-241 Thioridazine 59 Thiouracil 238 Thiourea derivatives 62 Thiram, see Tetramethylthioperoxydicarbonic diamide Thiuram disulfides 248-250 Threonine 187, 198-200, 220 Threonine dehydratase 217, 220 Thromboxane antagonists 75 Thymidine 102 Thymine 102 Tiopronin 230, 232, 238 Tipredane 75 Tocainide 59, 60, 70 Tranylcypromine 5, 57, 59, 60 2.4,5-Trichlorophenoxyacetic acid 252 2-(2.4,5-Trichlorophenoxy)propionic acid 252 Trimethoquinol 60 Trimethyllysine 187
Chromatographed Tripeptide methyl esters 70 Triphenylphosphine 152 Tris(hydroxymethylaminomethane) 5 Trypsin 217 Trypsin(ogen) 211 Tryptamine 160 Tryptophan 76. 79, 89-91, 99, 176, 198 Tryptophanase 217 Tryptophan hydroxylase 217 Tyr 214 Tyr-Gly 214 Tyr-Gly-Gly 214 Tyrosine 59, 99, 160, 187, 192, 193, 198-200 Tyrosine hydroxylase 217
UDP 215 UDP-galNAc 214 UMP 102 Uracil 102 P-Ureidopropionase 217 Uricosuric diuretics 152 Uridine 102 Uridine diphosphate glucuronosyltransferase meso-Urobilin 5 Urokinase 217 Uranic acids 96 Uroporphyrinogen decarboxylase 217 UTP 102
Valerie acid 144 5-I.-Valinamide 63 Valine 198 Valproic acid 5, 149, 177 Verapamil 5 Vincamine 79 Vinpocetine 77 Vitamin B, 5 Warfarin
5, 69, 112, 114, 117, 254
Xanthine oxidase XMP 102 D-X$0X
217
97
Zhongshenjunsu 249, 251 Zineb see [Ethylenebis(dithiocarbamato)]zinc Ziram see Bis(dimethyldithiocarbamato)zinc
217