2.3.1.47 additional information no inhibition by HgCl2, EDTA, 2,2'-dipyridyl, oxalate, KCN, various amino acids 2 2.3.1.47 additional information inhibition mechanism; no inhibition by 8-amino-7-oxo-8-phosphonononanoic acid 2 2.3.1.47 additional information concentration above 10 mM of Ca2+, Mg2+, and Mn2+ cause slow precipitation of the enzyme 2 2.3.1.47 additional information no inhibition by D-alanine 2 2.3.1.47 additional information triazolyl phenyl disulfides as 8-amino-7-oxononanoate synthase inhibitors, overview 2 2.3.1.47 Zn2+ weak 14 2.3.1.47 Cu2+ - 19 2.3.1.47 Co2+ - 23 2.3.1.47 pyridoxal 5'-phosphate high concentrations 32 2.3.1.47 Ni2+ - 38 2.3.1.47 Cd2+ weak 52 2.3.1.47 1,10-phenanthroline to some extent 62 2.3.1.47 glycine - 72 2.3.1.47 L-cysteine - 74 2.3.1.47 L-cysteine strong 74 2.3.1.47 Ag+ - 75 2.3.1.47 hydroxylamine - 85 2.3.1.47 L-serine - 95 2.3.1.47 citrate to some extent 131 2.3.1.47 biotin - 143 2.3.1.47 D-alanine - 164 2.3.1.47 D-alanine competitive; Schiff base formation between D- or L-alanine and pyridoxal-5'-phophate in the active site 164 2.3.1.47 diisopropyl fluorophosphate to some extent 244 2.3.1.47 L-histidine - 349 2.3.1.47 Semicarbazide - 382 2.3.1.47 phenylhydrazine - 398 2.3.1.47 D-cycloserine - 874 2.3.1.47 8-Amino-7-oxononanoate product inhibition in vivo 1494 2.3.1.47 Pyruvic acid - 1725 2.3.1.47 Plumbagin - 2580 2.3.1.47 D-penicillamine L-enantiomer not as effective 2733 2.3.1.47 D-histidine - 3068 2.3.1.47 (R)-8-amino-7-oxononanoic acid no inhibition up to 15 microM with 94.6% ee (S)-enantiomer as substrate, beyond that strong inhibitor of both enzyme forms, binding to active site 5854 2.3.1.47 D/L-histidine - 6510 2.3.1.47 isoniazide to some extent 10677 2.3.1.47 8-amino-7-oxooctanoic acid achiral analog of substrate, strong inhibitor of both enzyme forms, binding to active site 19108 2.3.1.47 naphthalene-1,2-dione - 20431 2.3.1.47 2-amino-3-hydroxy-2-methylnonadioic acid competitive, transition state analogue 50484 2.3.1.47 4-carboxybutyl(1-amino-1-carboxyethyl)phosphonate competitive, transition state analogue 50523 2.3.1.47 8-amino-7-oxo-8-phosphonononanoic acid strong inhibition 50594 2.3.1.47 D-KAPA product inhibition 62427 2.3.1.47 5-hydroxynaphthalene-1,4-dione - 87358 2.3.1.47 5,8-dihydroxynaphthalene-1,4-dione - 87359 2.3.1.47 methyl 3-[8-(1H-inden-3-yl)-5,6-dioxo-5,6-dihydronaphthalen-2-yl]propanoate - 87360 2.3.1.47 4-(1H-inden-3-yl)naphthalene-1,2-dione - 87361 2.3.1.47 5,8-dihydronaphthalene-1,4-dione - 87362 2.3.1.47 2-(furan-2-yl)-1H-benzimidazole - 87364 2.3.1.47 2,3-dichloronaphthalene-1,4-dione - 87366 2.3.1.47 5-hydroxy-2-methylnaphthalene-1,4-dione - 87380 2.3.1.47 methyl 3-(5,6-dioxo-5,6-dihydronaphthalen-2-yl)propanoate - 87382 2.3.1.47 methyl 3-[8-[(4-methylphenyl)amino]-5,6-dioxo-5,6-dihydronaphthalen-2-yl]propanoate - 87383 2.3.1.47 methyl 3-[8-[(4-fluorophenyl)amino]-5,6-dioxo-5,6-dihydronaphthalen-2-yl]propanoate - 87384 2.3.1.47 2-[(1,1,2,2-tetrachloroethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione - 87385 2.3.1.47 2-[(trichloromethyl)sulfanyl]-3a,4,7,7a-tetrahydro-1H-isoindole-1,3(2H)-dione - 87386 2.3.1.47 N-[dichloro(fluoro)-l4-sulfanyl]-N',N'-dimethyl-N-phenylsulfuric diamide - 87387 2.3.1.47 N-[dichloro(fluoromethyl)-lambda4-sulfanyl]-N',N'-dimethyl-N-(4-methylphenyl)sulfuric diamide - 87388 2.3.1.47 5,10-dioxo-5,10-dihydronaphtho[2,3-b][1,4]dithiine-2,3-dicarbonitrile - 87389 2.3.1.47 triphenyltin acetate herbicidal activity (foliar treatment) under greenhouse conditions 87742 2.3.1.47 triphenyltin acetate - 87742 2.3.1.47 trifluoroalanine binding structure, irreversible suicide inhibition of the enzyme, involves decarboxylative defluorination of the inhibitor-PLP aldimine followed by attack of the conjugated imine by the amino group of the active site lysine to afford a covalently bound difluorinated intermediate, which can subsequently undergo further HF losses and hydrolysis to afford a 2-(pyridoximine phosphate) acetoyl protein adduct 135410 2.3.1.47 N-(2-fluorophenyl)-3-(phenyldisulphanyl)-1H-1,2,4-triazole-1-carboxamide i.e. KHG23844, induces 2.3fold higher L-alanine accumulation in the treated Arabidopsis thaliana plants. 45-day old Arabidopsis thaliana plants are completely killed by the compound. Foliar supplement of 1 mM biotin at 1 and 2 days before KHG23844 application effectively recovers the growth inhibition of plants treated with the inhibitor 210118 2.3.1.47 3-[[4-(benzylamino)phenyl]disulfanyl]-1H-1,2,4-triazole-1-carboxamide - 210119 2.3.1.47 3-([4-[(3,4-difluorophenyl)amino]phenyl]disulfanyl)-1H-1,2,4-triazole-1-carboxamide - 210120 2.3.1.47 3-([4-[(3,5-difluorophenyl)amino]phenyl]disulfanyl)-1H-1,2,4-triazole-1-carboxamide - 210121 2.3.1.47 3-([4-[(4-nitrophenyl)amino]phenyl]disulfanyl)-1H-1,2,4-triazole-1-carboxamide - 210122 2.3.1.47 3-([4-[(4-fluorophenyl)amino]phenyl]disulfanyl)-1H-1,2,4-triazole-1-carboxamide - 210123 2.3.1.47 3-([4-[(2-fluorophenyl)amino]phenyl]disulfanyl)-1H-1,2,4-triazole-1-carboxamide - 210124