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Literature summary for 3.4.21.1 extracted from

  • Pietrusewicz, E.; Sienczyk, M.; Oleksyszyn, J.
    Novel diphenyl esters of peptidyl alpha-aminoalkylphosphonates as inhibitors of chymotrypsin and subtilisin (2009), J. Enzyme Inhib. Med. Chem., 24, 1229-1236.
    View publication on PubMed
Search for more literature for 3.4.21.1

Inhibitors

Inhibitors Comment Organism Structure
2,2'-[[(1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphoryl]bis(oxybenzene-4,1-diyl)]diacetic acid one of the most potent inhibitors of chymotrypsin within phosphonic analogs of phenylalanine Bos taurus
2,2'-[[(1-[[1-(tert-butoxycarbonyl)-L-prolyl]amino]-3-methylbutyl)phosphoryl]bis(oxybenzene-3,1-diyl)]diacetic acid
-
 Bos taurus
bis(2,3-dimethylphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate one of the most potent inhibitors of chymotrypsin within phosphonic analogs of phenylalanine Bos taurus
bis(2-methylphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate one of the most potent inhibitors of chymotrypsin within phosphonic analogs of phenylalanine Bos taurus
bis(3,4,5-trimethylphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate
-
 Bos taurus
bis(3,4-dimethylphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate
-
 Bos taurus
bis(3-chlorophenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate
-
 Bos taurus
bis(4-chlorophenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate one of the most potent inhibitors of chymotrypsin within phosphonic analogs of phenylalanine Bos taurus
bis(4-methoxyphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate one of the most potent inhibitors of chymotrypsin within phosphonic analogs of phenylalanine Bos taurus
bis(4-tert-butylphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate one of the most potent inhibitors of chymotrypsin within phosphonic analogs of phenylalanine Bos taurus
bis[4-(propan-2-yl)phenyl] (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate one of the most potent inhibitors of chymotrypsin within phosphonic analogs of phenylalanine Bos taurus
bis[4-(sulfanylmethyl)phenyl] (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate
-
 Bos taurus
diphenyl (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate
-
 Bos taurus
additional information substitution of the phosphonate diphenyl ester rings by a variety of different substituents at different positions does not significantly improve inhibitory activity Bos taurus
N-(tert-butoxycarbonyl)-L-valyl-N-(1-[bis[4-(sulfanylmethyl)phenoxy]phosphoryl]-2-phenylethyl)-L-prolinamide tripeptide containing leucine-related phosphonates, which is a relatively weak chymotrypsin inhibitor Bos taurus
N-(tert-butoxycarbonyl)-L-valyl-N-[1-(diphenoxyphosphoryl)-2-phenylethyl]-L-prolinamide tripeptide containing leucine-related phosphonates, which is a relatively weak chymotrypsin inhibitor Bos taurus
N-(tert-butoxycarbonyl)-L-valyl-N-[1-[bis(3,4,5-trimethylphenoxy)phosphoryl]-3-methylbutyl]-L-prolinamide tripeptide containing leucine-related phosphonates, which is a relatively weak chymotrypsin inhibitor Bos taurus
N-(tert-butoxycarbonyl)-L-valyl-N-[1-[bis(4-methoxyphenoxy)phosphoryl]-3-methylbutyl]-L-prolinamide tripeptide containing leucine-related phosphonates, which is a relatively weak chymotrypsin inhibitor Bos taurus
N-(tert-butoxycarbonyl)-L-valyl-N-[1-[bis(4-tert-butylphenoxy)phosphoryl]-3-methylbutyl]-L-prolinamide tripeptide containing leucine-related phosphonates, which is a relatively weak chymotrypsin inhibitor Bos taurus
Suc-Val-Pro-PheP(OPh)2 most potent phosphonate chymotrypsin inhibitor Bos taurus
tert-butyl (2S)-2-([1-[bis(2-methylphenoxy)phosphoryl]-3-methylbutyl]carbamoyl)pyrrolidine-1-carboxylate
-
 Bos taurus
tert-butyl (2S)-2-([1-[bis(3,4,5-trimethylphenoxy)phosphoryl]-3-methylbutyl]carbamoyl)pyrrolidine-1-carboxylate
-
 Bos taurus
tert-butyl (2S)-2-([1-[bis(3,4-dimethylphenoxy)phosphoryl]-3-methylbutyl]carbamoyl)pyrrolidine-1-carboxylate
-
 Bos taurus
tert-butyl (2S)-2-([1-[bis(4-methoxyphenoxy)phosphoryl]-3-methylbutyl]carbamoyl)pyrrolidine-1-carboxylate
-
 Bos taurus
tert-butyl (2S)-2-([1-[bis(4-methylphenoxy)phosphoryl]-3-methylbutyl]carbamoyl)pyrrolidine-1-carboxylate
-
 Bos taurus
tert-butyl (2S)-2-[(1-[bis[4-(sulfanylmethyl)phenoxy]phosphoryl]-2-phenylethyl)carbamoyl]pyrrolidine-1-carboxylate
-
 Bos taurus
tert-butyl (2S)-2-[[1-(diphenoxyphosphoryl)-2-phenylethyl]carbamoyl]pyrrolidine-1-carboxylate
-
 Bos taurus

KM Value [mM]

KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
0.07
-
 succinyl-Ala-Ala-Pro-Phe-7-amido-4-methylcoumarin in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus

Organism

Organism UniProt Comment Textmining
Bos taurus
-
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
succinyl-Ala-Ala-Pro-Phe-7-amido-4-methylcoumarin + H2O
-
 Bos taurus succinyl-Ala-Ala-Pro-Phe + 7-amino-4-methylcoumarin
-
 ?

Synonyms

Synonyms Comment Organism
chymotrypsin
-
 Bos taurus

Ki Value [mM]

Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
0.00001
-
 2,2'-[[(1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphoryl]bis(oxybenzene-4,1-diyl)]diacetic acid in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.00002
-
 bis(2,3-dimethylphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.000045
-
 bis(4-methoxyphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.00005
-
 N-(tert-butoxycarbonyl)-L-valyl-N-(1-[bis[4-(sulfanylmethyl)phenoxy]phosphoryl]-2-phenylethyl)-L-prolinamide in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.000074
-
 Suc-Val-Pro-PheP(OPh)2 in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.00014
-
 bis(3-chlorophenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.00033
-
 N-(tert-butoxycarbonyl)-L-valyl-N-[1-[bis(3,4,5-trimethylphenoxy)phosphoryl]-3-methylbutyl]-L-prolinamide in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.00036
-
 N-(tert-butoxycarbonyl)-L-valyl-N-[1-(diphenoxyphosphoryl)-2-phenylethyl]-L-prolinamide in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.0005
-
 tert-butyl (2S)-2-([1-[bis(2-methylphenoxy)phosphoryl]-3-methylbutyl]carbamoyl)pyrrolidine-1-carboxylate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.00065
-
 bis[4-(sulfanylmethyl)phenyl] (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.00075
-
 N-(tert-butoxycarbonyl)-L-valyl-N-[1-[bis(4-tert-butylphenoxy)phosphoryl]-3-methylbutyl]-L-prolinamide in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.0013
-
 bis(4-tert-butylphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.0015
-
 bis(4-chlorophenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.00179
-
 N-(tert-butoxycarbonyl)-L-valyl-N-[1-[bis(4-methoxyphenoxy)phosphoryl]-3-methylbutyl]-L-prolinamide in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.0027
-
 2,2'-[[(1-[[1-(tert-butoxycarbonyl)-L-prolyl]amino]-3-methylbutyl)phosphoryl]bis(oxybenzene-3,1-diyl)]diacetic acid in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.0033
-
 bis[4-(propan-2-yl)phenyl] (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.0046
-
 tert-butyl (2S)-2-([1-[bis(3,4,5-trimethylphenoxy)phosphoryl]-3-methylbutyl]carbamoyl)pyrrolidine-1-carboxylate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.0047
-
 diphenyl (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.0062
-
 bis(3,4-dimethylphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.0104
-
 tert-butyl (2S)-2-[[1-(diphenoxyphosphoryl)-2-phenylethyl]carbamoyl]pyrrolidine-1-carboxylate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.0108
-
 tert-butyl (2S)-2-([1-[bis(3,4-dimethylphenoxy)phosphoryl]-3-methylbutyl]carbamoyl)pyrrolidine-1-carboxylate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.015
-
 bis(3,4,5-trimethylphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.02
-
 bis(2-methylphenyl) (1-[[(benzyloxy)carbonyl]amino]-2-phenylethyl)phosphonate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.02
-
 tert-butyl (2S)-2-([1-[bis(4-methylphenoxy)phosphoryl]-3-methylbutyl]carbamoyl)pyrrolidine-1-carboxylate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.02
-
 tert-butyl (2S)-2-([1-[bis(4-methoxyphenoxy)phosphoryl]-3-methylbutyl]carbamoyl)pyrrolidine-1-carboxylate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus
0.073
-
 tert-butyl (2S)-2-[(1-[bis[4-(sulfanylmethyl)phenoxy]phosphoryl]-2-phenylethyl)carbamoyl]pyrrolidine-1-carboxylate in 100 mM HEPES buffer, 500 mM NaCl, pH 7.5, 9% dimethyl sulfoxide Bos taurus