Information on EC 3.4.17.1 - carboxypeptidase A

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The expected taxonomic range for this enzyme is: Eukaryota

EC NUMBER
COMMENTARY hide
3.4.17.1
-
RECOMMENDED NAME
GeneOntology No.
carboxypeptidase A
REACTION
REACTION DIAGRAM
COMMENTARY hide
ORGANISM
UNIPROT
LITERATURE
release of a C-terminal amino acid, but little or no action with -Asp, -Glu, -Arg, -Lys or -Pro
show the reaction diagram
REACTION TYPE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
hydrolysis
hydrolysis of peptide bond
CAS REGISTRY NUMBER
COMMENTARY hide
11075-17-5
-
9031-98-5
-
ORGANISM
COMMENTARY hide
LITERATURE
UNIPROT
SEQUENCE DB
SOURCE
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
Cephalopina titillator
-
-
-
Manually annotated by BRENDA team
banana weevil
-
-
Manually annotated by BRENDA team
cotton bollworm
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
C57B6 mice
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
preprocarboxypeptidase A1; Japanese flounder, female
SwissProt
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
rabbitfish
-
-
Manually annotated by BRENDA team
beta and gamma form
-
-
Manually annotated by BRENDA team
-
-
-
Manually annotated by BRENDA team
-
SwissProt
Manually annotated by BRENDA team
GENERAL INFORMATION
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
physiological function
SUBSTRATE
PRODUCT                       
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
Reversibility
r=reversible
ir=irreversible
?=not specified
(Ala)4 + H2O
(Ala)3 + L-Ala
show the reaction diagram
-
-
-
ir
(S)-hippuryl-alpha-MePhe + H2O
?
show the reaction diagram
-
-
-
?
(S)-hippuryl-alpha-methylphenyllactic acid + H2O
?
show the reaction diagram
-
-
-
?
(S)-hippuryl-OPhe + H2O
?
show the reaction diagram
-
-
-
?
3-(2-furyl)acryloyl-L-Phe-L-Ala + H2O
3-(2-furyl)acryloyl-L-Phe + L-Ala
show the reaction diagram
-
-
-
-
?
3-(2-furyl)acryloyl-L-Phe-L-Ile + H2O
3-(2-furyl)acryloyl-L-Phe + L-Ile
show the reaction diagram
-
-
-
-
?
3-(2-furyl)acryloyl-L-Phe-L-Leu + H2O
3-(2-furyl)acryloyl-L-Phe + L-Leu
show the reaction diagram
-
-
-
-
?
3-(2-furyl)acryloyl-L-Phe-L-Met + H2O
3-(2-furyl)acryloyl-L-Phe + L-Met
show the reaction diagram
-
-
-
-
?
3-(2-furyl)acryloyl-L-Phe-L-Phe + H2O
3-(2-furyl)acryloyl-L-Phe + L-Phe
show the reaction diagram
-
-
-
-
?
3-(2-furyl)acryloyl-L-Phe-L-Trp + H2O
3-(2-furyl)acryloyl-L-Phe + L-Trp
show the reaction diagram
-
-
-
-
?
3-(2-furyl)acryloyl-L-Phe-L-Val + H2O
3-(2-furyl)acryloyl-L-Phe + L-Val
show the reaction diagram
-
-
-
-
?
4-chlorocinnamoyl-L-beta-phenyllactate + H2O
4-chlorocinnamic acid + L-beta-phenyllactate
show the reaction diagram
-
-
-
-
?
5-dimethyl-aminonaphthalene-1-sulfonyl-Ala-Ala-L-beta-phenyllactate + H2O
5-dimethyl-aminonaphthalene-1-sulfonyl-Ala-Ala + L-beta-phenyllactate
show the reaction diagram
-
-
-
ir
5-dimethyl-aminonaphthalene-1-sulfonyl-Ala-Ala-Phe + H2O
5-dimethyl-aminonaphthalene-1-sulfonyl-Ala-Ala + L-Phe
show the reaction diagram
-
-
-
ir
Ac-Phe-ThiaPhe + H2O
Phe + ThiaPhe
show the reaction diagram
-
-
-
-
?
alpha-Tubulin + H2O
?
show the reaction diagram
Angiotensin I + H2O
?
show the reaction diagram
angiotensin I + H2O
angiotensin II + His-Leu
show the reaction diagram
angiotensin I + H2O
Asp-Arg-Val-Tyr-Ile-His-Pro-Phe-His + Leu
show the reaction diagram
-
-
-
ir
angiotensin I + H2O
des-Leu10 angiotensin I + Leu
show the reaction diagram
anisylazoformyl-L-Phe + H2O
anisylazoformic acid + L-Phe
show the reaction diagram
-
-
-
?
apoB-100 + H2O
?
show the reaction diagram
apolipoprotein B + H2O
?
show the reaction diagram
-
-
-
-
?
benzoyl-Gly-Gly-L-alpha-hydroxy-beta-phenyllactate + H2O
benzoyl-Gly-Gly-L-alpha-hydroxy-beta-phenyllactate + ?
show the reaction diagram
-
-
-
ir
benzoyl-Gly-Gly-L-Phe + H2O
benzoyl-Gly-Gly + L-Phe
show the reaction diagram
benzoyl-Gly-L-Phe + H2O
benzoyl-Gly + L-Phe
show the reaction diagram
benzoyl-Gly-phenyllactate + H2O
benzoyl-Gly-phenyllactate + ?
show the reaction diagram
-
-
-
ir
Benzyloxycarbonyl-Ala-Phe + H2O
Benzyloxycarbonyl-Ala + Phe
show the reaction diagram
-
-
-
ir
Benzyloxycarbonyl-Gly-Phe + H2O
Benzyloxycarbonyl-Gly + Phe
show the reaction diagram
-
-
-
ir
benzyloxycarbonyl-Phe-Leu + H2O
benzyloxycarbonyl-Phe + Leu
show the reaction diagram
-
-
-
ir
beta-actin (169-177) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
big SAAS + H2O
?
show the reaction diagram
-
good substrate
-
-
?
carbobenzoxy-Gly-Gly-L-Tyr + H2O
carbobenzoxy-Gly-Gly + L-Tyr
show the reaction diagram
-
-
-
ir
carbobenzoxy-Gly-Gly-Leu + H2O
carbobenzoxy-Gly-Gly + Leu
show the reaction diagram
-
-
-
ir
carbobenzoxy-Gly-Gly-Phe + H2O
carbobenzoxy-Gly-Gly + Phe
show the reaction diagram
-
-
-
ir
carbobenzoxy-Gly-Gly-Val + H2O
carbobenzoxy-Gly-Gly + Val
show the reaction diagram
-
-
-
ir
carbobenzoxy-Gly-L-Leu + H2O
carbobenzoxy-Gly + L-Leu
show the reaction diagram
carbobenzoxy-Gly-L-Phe + H2O
carbobenzoxy-Gly + L-Phe
show the reaction diagram
carbobenzoxy-Gly-L-Trp + H2O
carbobenzoxy-Gly + L-Trp
show the reaction diagram
carbobenzyloxy-Gly-hippuryl-L-Phe + H2O
carbobenzyloxy-Gly-hippuric acid + L-Phe
show the reaction diagram
-
-
-
ir
carboxypeptidase A5 C-terminus + H2O
?
show the reaction diagram
-
requires an overnight incubation for a partial digestion by CPA4
-
-
?
cathepsin D (138-155) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
chromogranin A (374-388) + H2O
?
show the reaction diagram
-
good substrate
-
-
?
chromogranin A (374-390) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
chromogranin B + H2O
?
show the reaction diagram
-
good substrate
-
-
?
cinnamoyl-L-phenyllactate + H2O
cinnamic acid + L-phenyllactate
show the reaction diagram
-
-
-
ir
clathrin light chain A C-terminus + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
dansylglycylglycyl-L-tryptophan + H2O
?
show the reaction diagram
-
assay substrate
-
-
?
des-Asp1-angiotensin + H2O
?
show the reaction diagram
-
partially cleaved in 2 h
-
-
?
dynorphin A8 + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
elongation factor 1 beta 2 N-terminus + H2O
?
show the reaction diagram
-
good substrate
-
-
?
endothelin + H2O
?
show the reaction diagram
-
removal of the C-terminal tryptophan
-
-
?
endothelin-1 + H2O
?
show the reaction diagram
-
-
-
-
?
ET-1 + H2O
?
show the reaction diagram
gamma-actin + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
Gly-L-Tyr + H2O
Gly + L-Tyr
show the reaction diagram
glycyl-L-serylglycyl-L-seryl-N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycyl-L-seryl-L-tryptophan + H2O
glycyl-L-serylglycyl-L-seryl-N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycyl-L-serine + L-tryptophan
show the reaction diagram
-
2,3-diazabicyclo[2.2.2]oct-2-ene-labeled asparagine as a fluorescent amino acid
-
-
?
hippuryl-DL-beta-phenyllactate + H2O
?
show the reaction diagram
-
-
-
?
hippuryl-DL-beta-phenyllactic acid + H2O
hippuric acid + 3-phenyllactic acid
show the reaction diagram
-
-
-
ir
hippuryl-DL-phenylacetic acid + H2O
hippuric acid + DL-phenyllactic acid
show the reaction diagram
-
-
-
ir
hippuryl-DL-phenylalanine + H2O
hippuric acid + DL-phenylalanine
show the reaction diagram
-
-
-
-
?
hippuryl-DL-phenyllactate + H2O
hippuric acid + DL-phenyllactate
show the reaction diagram
hippuryl-DL-phenyllactic acid + H2O
hippuric acid + DL-phenyllactic acid
show the reaction diagram
-
-
-
-
?
Hippuryl-L-Arg + H2O
Hippuric acid + L-Arg
show the reaction diagram
-
-
-
ir
hippuryl-L-Phe + H2O
hippuric acid + L-Phe
show the reaction diagram
hippuryl-L-Phe + H2O
hippuric acid + L-phenylalanine
show the reaction diagram
-
the hydrolysis of the hippuryl-L-Phe molecule by carboxypeptidase A is investigated using both density functional theory and a hybrid quantum mechanical/molecular mechanical approach. The enzymatic reaction is found to proceed via a promoted water pathway with Glu270 serving as the general base and general acid. Free-energy calculations indicate that the first nucleophilic addition step is rate-limiting, with a barrier of 17.9 kcal/mol. Besides activating the zinc-bound water nucleophile, the zinc cofactor also serves as an electrophilic catalyst that stabilizes the substrate carbonyl oxygen during the formation of the tetrahedral intermediate. In the Michaelis complex, Arg127, rather than Zn(II), is responsible for the polarization of the substrate carbonyl and it also serves as the oxyanion hole
-
-
?
hippuryl-L-Phe + H2O
hippuric acid + Phe
show the reaction diagram
hippuryl-L-phenylalanine + H2O
?
show the reaction diagram
-
-
-
-
?
hippuryl-L-phenylalanine + H2O
hippuric acid + L-phenylalanine
show the reaction diagram
hippuryl-Phe + H2O
hippuric acid + Phe
show the reaction diagram
kinetensin + H2O
?
show the reaction diagram
-
-
-
-
?
L-beta-phenyllactate-alpha-((2-naphthoyl)amino)-cinnamoyl ester + H2O
L-beta-phenyllactate + alpha-((2-naphthoyl)amino) cinnamate
show the reaction diagram
-
-
-
ir
L-beta-phenyllactate-alpha-(acetylamino)-cinnamoyl ester + H2O
L-beta-phenyllactate + alpha-(acetylamino)cinnamate
show the reaction diagram
-
-
-
ir
L-beta-phenyllactate-alpha-(benzoylylamino)-cinnamoyl ester + H2O
L-beta-phenyllactate + alpha-(benzoylamino)-cinnamate
show the reaction diagram
-
-
-
ir
Leu-enkephalin + H2O
?
show the reaction diagram
-
partially cleaved in 2 h
-
-
?
Leu5-enkephalin + H2O
?
show the reaction diagram
little SAAS + H2O
?
show the reaction diagram
-
small percentage of cleavage
-
-
?
Met-enkephalin + H2O
?
show the reaction diagram
-
requires an overnight incubation for a partial digestion by CPA4
-
-
?
Met-enkephalin-L-Arg-L-Phe + H2O
Met-enkephalin-L-Arg + L-Phe
show the reaction diagram
-
-
-
-
?
methotrexate-alpha-(1-naphthyl)alanine + H2O
methotrexate + (1-naphthyl)alanine
show the reaction diagram
-
low activity
-
-
?
methotrexate-alpha-phenylalanine + H2O
methotrexate + phenylalanine
show the reaction diagram
-
high activity
-
-
?
methotrexate-phenylalanine + H2O
methotrexate + phenylalanine
show the reaction diagram
N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycyl-L-tryptophan + H2O
N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycine + L-tryptophan
show the reaction diagram
-
2,3-diazabicyclo[2.2.2]oct-2-ene-labeled asparagine as a fluorescent amino acid
-
-
?
N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycylglycyl-L-tryptophan + H2O
N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginylglycylglycine + L-tryptophan
show the reaction diagram
-
2,3-diazabicyclo[2.2.2]oct-2-ene-labeled asparagine as a fluorescent amino acid
-
-
?
N-(2-furanacryoyl)-Phe-Phe + H2O
N-(2-furanacryoyl)-Phe + Phe
show the reaction diagram
-
-
-
ir
N-(3-[2-furyl]acryloyl)-L-Phe-L-Phe + H2O
N-(3-[2-furyl]acryloyl)-L-Phe + L-Phe
show the reaction diagram
-
-
-
-
?
N-(3-[2-furyl]acryloyl)-Phe-Phe
?
show the reaction diagram
-
-
-
?
N-(3-[2-furyl]acryloyl)-Phe-Phe + H2O
?
show the reaction diagram
substrate of carboxypeptidase activity assay
-
-
?
N-(3-[2-furyl]acryloyl)-Phe-Phe + H2O
N-(3-[2-furyl]acryloyl)-Phe + Phe
show the reaction diagram
-
-
-
-
?
N-(4-methoxyphenyl-azoformyl)-L-Phe + H2O
?
show the reaction diagram
-
-
-
?
N-(4-methoxyphenylazoformyl)-L-phenylalanine + H2O
?
show the reaction diagram
-
-
-
-
?
N-(4-methoxyphenylazoformyl)-Phe-OH + H2O
?
show the reaction diagram
-
substrate for inhibition assay
-
-
?
N-(methoxyphenyl-azoformyl)-Phe-OH + H2O
?
show the reaction diagram
-
-
-
-
?
N-acetyl-Gly-L-phenyllactic acid + H2O
N-acetyl-Gly + L-phenyllactic acid
show the reaction diagram
-
-
-
ir
N-acetyl-L-aspartate
acetate + L-aspartate
show the reaction diagram
-
-
-
-
?
N-acetyl-phenylalanyl-L-3-thiaphenylalanine + H2O
?
show the reaction diagram
-
assay substrate
-
-
?
N-carbobenzoxy-Gly-Gly-L-Leu + H2O
N-carbobenzoxy-Gly-Gly + L-Leu
show the reaction diagram
-
-
-
ir
N-carbobenzoxy-Gly-Gly-L-Phe + H2O
N-carbobenzoxy-Gly-Gly + L-Phe
show the reaction diagram
-
-
-
ir
N-carbobenzoxy-Gly-L-Phe + H2O
N-carbobenzoxy-Gly + L-Phe
show the reaction diagram
-
-
-
ir
N-carbobenzoxy-Gly-L-Tyr + H2O
N-carbobenzoxy-Gly + L-Tyr
show the reaction diagram
-
-
-
ir
N-trans-3-(-3-indoleacryloyl)-L-Phe + H2O
N-trans-3-indoleacrylate + L-Phe
show the reaction diagram
-
-
-
ir
N-[3-(2-furyl)acryloyl]-Phe-Phe + H2O
?
show the reaction diagram
-
-
-
-
?
N-[3-(2-furyl)acryloyl]-Phe-Phe + H2O
N-[3-(2-furyl)acryloyl]-Phe + Phe
show the reaction diagram
-
-
-
?
N-[3-(2-furyl)]acryloyl-L-Phe-L-Phe + H2O
N-[3-(2-furyl)]acryloyl-L-Phe + L-Phe
show the reaction diagram
-
-
-
?
N-[4-methoxyphenylazoformyl]-Phe-OH + H2O
?
show the reaction diagram
N2acetyl-N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparaginyl-L-tryptophan + H2O
N2-acetyl-N-(2,3-diazabicyclo[2.2.2]oct-2-en-1-ylmethyl)-L-asparagine + L-tryptophan
show the reaction diagram
-
2,3-diazabicyclo[2.2.2]oct-2-ene-labeled asparagine as a fluorescent amino acid
-
-
?
neuromedin N + H2O
?
show the reaction diagram
neurotensin + H2O
?
show the reaction diagram
O-(trans-4-chlorocinnamoyl)-L-beta-phenyllactate + H2O
trans-4-chlorocinnamic acid + L-phenyllactic acid
show the reaction diagram
-
-
-
-
?
O-(trans-4-chlorocinnamoyl)-L-phenyllactic acid + H2O
trans-4-chlorocinnamic acid + L-phenyllactic acid
show the reaction diagram
-
-
-
-
?
O-(trans-p-chlorocinnamoyl)-L-beta-phenyllactate + H2O
?
show the reaction diagram
O-(trans-p-chlorocinnamoyl)-L-phenylacetic acid + H2O
?
show the reaction diagram
-
-
-
?
O-(trans-p-chlorocinnamoyl)-L-phenyllactic acid + H2O
?
show the reaction diagram
-
-
-
?
O-(trans-p-chlorocinnamyl)-L-beta-phenyllactate + H2O
?
show the reaction diagram
-
-
-
?
ochratoxin A + H2O
ochratoxin alpha + L-beta-phenylalanine
show the reaction diagram
p-nitrophenyl acetate + H2O
nitrophenolate + acetate
show the reaction diagram
-
-
-
-
?
peptidyl-L-amino acid + H2O
?
show the reaction diagram
-
rapid release: Tyr, Phe, Trp, Leu, Ile, Thr, Gln, His, Ala, Val, homoserine, slow release: Asn, Ser, Lys, MetSO2, very slow release: Gly, Asp, Glu, CysSO3, S-carboxymethylcysteine, not released: Pro, hydroxyproline, Arg, enzyme generally releases C-terminal amino acids, with the exception of C-terminal arginine, lysine and proline
-
-
-
peptidylprolyl isomerase A (118-129) + H2O
?
show the reaction diagram
-
good substrate
-
-
?
peptidylprolyl isomerase A (23-39) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
peptidylprolyl isomerase A (26-39) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
peptidylprolyl isomerase A (84-100) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
peptidylprolyl isomerase A (84-92) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
peroxiredoxin V N-terminus + H2O
?
show the reaction diagram
-
good substrate
-
-
?
Phe-Asn-Arg-Pro-Val + H2O
?
show the reaction diagram
used as substrate in the activity assay
-
-
?
Phe-Asn-Arg-Pro-Val-Asp + H2O
?
show the reaction diagram
used as substrate in the activity assay
-
-
?
Phe-Asn-Arg-Pro-Val-Val + H2O
?
show the reaction diagram
used as substrate in the activity assay
-
-
?
procholecystokinin (46-62) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
procholecystokinin (46-63) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
proenkenphalin octapeptide + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
proenkephalin + H2O
?
show the reaction diagram
-
good substrate
-
-
?
propeptidyl-amidating monooxygenase + H2O
?
show the reaction diagram
-
good substrate
-
-
?
proteasome subunit beta type 6 (34-41) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
protein PEN + H2O
?
show the reaction diagram
-
good substrate
-
-
?
protein PEN-20 + H2O
?
show the reaction diagram
-
good substrate
-
-
?
provasopressin (151-end) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
ribosomal protein S21 C-terminus + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
sarafotoxin + H2O
?
show the reaction diagram
sarafotoxin 6b + H2O
?
show the reaction diagram
-
-
-
-
?
sarafoxin 6b + H2O
?
show the reaction diagram
-
-
-
-
?
secretogranin (287-316) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
secretogranin (300-316) + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
snake venomtoxin + H2O
?
show the reaction diagram
-
-
-
-
?
synaptosomal-associated protein C-terminus + H2O
?
show the reaction diagram
-
good substrate
-
-
?
thioredoxin N-terminus + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
vacuolar ATP synthase subunit 2 C-terminus + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
vasoconstrictive factor endothelin 1 + H2O
?
show the reaction diagram
-
-
-
-
?
voltage-dependent anion channel protein 1 C-terminus + H2O
?
show the reaction diagram
-
weak substrate
-
-
?
xenopsin + H2O
?
show the reaction diagram
-
-
-
-
?
additional information
?
-
NATURAL SUBSTRATES
NATURAL PRODUCTS
REACTION DIAGRAM
ORGANISM
UNIPROT
COMMENTARY
(Substrate) hide
LITERATURE
(Substrate)
COMMENTARY
(Product) hide
LITERATURE
(Product)
REVERSIBILITY
r=reversible
ir=irreversible
?=not specified
Angiotensin I + H2O
?
show the reaction diagram
-
-
-
-
?
apolipoprotein B + H2O
?
show the reaction diagram
-
-
-
-
?
endothelin-1 + H2O
?
show the reaction diagram
-
-
-
-
?
hippuryl-L-phenylalanine + H2O
?
show the reaction diagram
-
-
-
-
?
kinetensin + H2O
?
show the reaction diagram
-
-
-
-
?
methotrexate-phenylalanine + H2O
methotrexate + phenylalanine
show the reaction diagram
-
prodrug activation in SW122 cells
-
-
?
neuromedin N + H2O
?
show the reaction diagram
-
-
-
-
?
neurotensin + H2O
?
show the reaction diagram
-
-
-
-
?
peptidyl-L-amino acid + H2O
?
show the reaction diagram
-
rapid release: Tyr, Phe, Trp, Leu, Ile, Thr, Gln, His, Ala, Val, homoserine, slow release: Asn, Ser, Lys, MetSO2, very slow release: Gly, Asp, Glu, CysSO3, S-carboxymethylcysteine, not released: Pro, hydroxyproline, Arg, enzyme generally releases C-terminal amino acids, with the exception of C-terminal arginine, lysine and proline
-
-
-
sarafoxin 6b + H2O
?
show the reaction diagram
-
-
-
-
?
snake venomtoxin + H2O
?
show the reaction diagram
-
-
-
-
?
vasoconstrictive factor endothelin 1 + H2O
?
show the reaction diagram
-
-
-
-
?
xenopsin + H2O
?
show the reaction diagram
-
-
-
-
?
additional information
?
-
METALS and IONS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
Ca2+
-
enhances activation
Cu2+
-
-
additional information
INHIBITORS
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
(+-)-2-benzylsuccinic acid
-
-
(2E)-2-mercapto-3-phenylacrylic acid
-
-
(2E)-2-mercapto-4-phenylbut-2-enoic acid
-
-
(2E)-2-mercapto-5-phenylpent-2-enoic acid
-
-
(2R,3S)-2-benzyl-2-methyl-3,4-epoxybutanoic acid
-
-
(2R,3S)-2-benzyl-3,4-epoxybutanoic acid
-
-
(2R,4S)-2-benzyl-3-methanesulfinylpropanoic acid
-
-
(2S)-2-([hydroxy[(1R)-1-[[1-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-prolyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
i.e. IPro2
(2S)-2-([hydroxy[(1R)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-b-alanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
i.e. I-beta-Ala2
(2S)-2-([hydroxy[(1R)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-alanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
i.e. IAla2
(2S)-2-([hydroxy[(1R)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-phenylalanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
i.e. IPhe2
(2S)-2-([hydroxy[(1R)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)glycyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
i.e. IGly2
(2S)-2-([hydroxy[(1S)-1-[[1-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-prolyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
i.e. IPro1
(2S)-2-([hydroxy[(1S)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-b-alanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
i.e. I-beta-Ala1
(2S)-2-([hydroxy[(1S)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-alanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
i.e. IAla1
(2S)-2-([hydroxy[(1S)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-phenylalanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
i.e. IPhe1
(2S)-2-([hydroxy[(1S)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)glycyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
i.e. IGly1
(2S)-2-[(hydroxy[(1R)-1-[(1,4,7,10-tetraazacyclododecan-1-ylacetyl)amino]ethyl]phosphoryl)oxy]-3-phenylpropanoic acid
-
i.e. I2
(2S,3R)-2-benzyl-2-methyl-3,4-epoxybutanoic acid
-
-
(2S,3R)-2-benzyl-3,4-epoxybutanoic acid
-
-
(2S,4R)-2-benzyl-3-methanesulfinylpropanoic acid
-
-
(2S,4S)-2-benzyl-3-methanesulfinylpropanoic acid
-
-
(R)-2-benzyl-3-(4-methoxybenzoyl)propanoic acid
-
a ketoester substrate analogue
(R)-2-benzyl-3-(methylthio)propanoic acid
-
-
(R)-2-benzyl-3-(N-sulfamoyl)aminopropanoic acid
-
-
(R)-2-benzyl-3-nitropropanoic acid
-
; X-ray crystallography discloses that the nitro group well mimics the transition state occurred in the hydrolysis catalyzed by CPA, that is, an O,O'-bidentate coordination to the zinc ion and the two respective hydrogen bonds with Glu-270 and Arg-127. Because the nitro group is a planar species, (R)-2-benzyl-3-nitropropanoic acid is as a pseudo-transition-state analog inhibitor against CPA
(R)-2-benzyl-5-nitro-4-oxopentanoic acid
-
-
(R)-2-mercaptomethyl-2-methyl-3-phenylpropanoic acid
-
-
(R)-hippuryl-alpha-MePhe
-
-
(R)-N-(2-chloroethyl)-N-methylphenylalanine
-
-
(R)-N-(N-hydroxysulfamoyl)phenylalanine
(R)-N-benzylcysteine
-
-
(R)-N-cyclohexylcysteine
-
-
(R)-N-formyl-N-hydroxyphenylalanine
-
-
(R)-N-hydroxy-N-sulfamoyl-beta-phenylalanine
(R)-N-isopropylcysteine
-
-
(R)-N-phenethylcysteine
-
-
(R)-N-sulfamoylphenylalanine
(R,S)-2-benzyl-5-nitro-4-oxopentanoic acid
-
-
-
(R,S)-3-phenyl-2-sulfamoyloxypropionic acid
-
competitive
(R,S)-N-(hydroxyaminocarbonyl)-phenylalanine
-
competitive
(R,S)-N-(N-hydroxysulfamoyl)phenylalanine
-
competitive
(R,S)-N-sulfamoylphenylalanine
-
competitive
(RS)-2-benzyl-3-(methylthio)propanoic acid
-
-
(RS)-2-benzyl-3-nitropropanoic acid
-
-
(RS)-2-benzyl-3-sulfamoylpropionic acid
-
-
(RS)-2-isobutyl-3-nitropropanoic acid
-
-
(RS)-2-mercaptomethyl-2-methyl-3-phenylpropanoic acid
-
-
(RS)-2-mercaptomethyl-2-methylbutanoic acid
-
-
(RS)-2-mercaptomethylbutyric acid
-
-
(RS)-3-phenyl-2-sulfamoyloxypropionic acid
-
competitive
(RS)-N-(hydroxyaminocarbonyl)-phenylalanine
-
-
(RS)-N-formyl-N-hydroxyphenylalanine
-
-
(RS)-N-sulfamoylphenylalanine
-
-
(S)-2-(Hydroxy-[(S)-1-[(S)-3-methyl-2-(2-1,4,7,10tetraaza-cyclododec-1-yl-acetylamino)-pentanoylamino]-ethyl]-phosphinoyloxy)-3-phenyl-propionic acid
-
i.e. IIle1; i.e. IIle2
(S)-2-benzyl-3-(methylthio)propanoic acid
-
-
(S)-2-benzyl-3-(N-sulfamoyl)aminopropanoic acid
-
-
(S)-2-benzyl-3-nitropropanoic acid
-
-
(S)-2-benzyl-5-nitro-4-oxopentanoic acid
-
-
(S)-N-(2-chloroethyl)-N-methylphenylalanine
-
-
(S)-N-(N-benzylsulfamoyl)phenylalanine
-
-
(S)-N-(N-hydroxysulfamoyl)phenylalanine
(S)-N-(N-isopropylsulfamoyl)phenylalanine
-
-
(S)-N-(N-methylsulfamoiyl)phenylalanine
-
-
(S)-N-(N-phenylethylsulfamoyl)phenylalanine
-
-
(S)-N-benzylcysteine
-
-
(S)-N-cyclohexylcysteine
-
-
(S)-N-formyl-N-hydroxyphenylalanine
-
-
(S)-N-hydroxy-N-sulfamoyl-beta-phenylalanine
(S)-N-isopropylcysteine
-
-
(S)-N-methyl-N-sulfamoylphenylalanine
-
-
(S)-N-phenethylcysteine
-
-
(S)-N-sulfamoylphenylalanine
(S)-N-sulfamoylphenylalanine benzyl ester
-
pH 7.5
1,10-phenanthroline
2-(1-Carboxy-2-phenyl ethyl)-4,6-dichlorophenol
-
-
2-(1-Carboxy-2-phenylethyl)-4-phenylazophenol
-
-
2-(1-Carboxy-2-phenylethyl)phenol
-
-
2-(1-hydroxy-5-oxopyrrolidin-2-yl)-3-phenylpropanoic acid
-
-
2-benzyl-3,4-epithiobutanoic acid
-
-
2-benzyl-3,4-epoxybutanoic acid
-
-
2-benzyl-3-iodo-propanoic acid
-
mechanisms elucidated from complex with inactivator
2-benzyl-3-mecaptopropionate
-
Ki: 11 nM
2-benzyl-3-[(difluoroacetyl)(hydroxy)amino]propanoic acid
-
-
2-benzyl-3-[(fluoroacetyl)(hydroxy)amino]propanoic acid
-
-
2-benzyl-3-[formyl(hydroxy)amino]propanoic acid
-
-
2-benzyl-3-[hydroxy(methoxyacetyl)amino]propanoic acid
-
-
2-benzyl-3-[hydroxy(methoxycarbonyl)amino]propanoic acid
-
-
2-benzyl-3-[hydroxy(trifluoroacetyl)amino]propanoic acid
-
-
2-benzyl-4-oxopentanoic acid
-
-
2-benzyl-5,5,5-trifluoro-4-oxopentanoic acid
-
-
2-benzyl-5-bromo-4-oxopentanoic acid
-
-
2-benzylsuccinic acid
-
potent inhibitor
3-hydroxyaminocarbonyl-2-benzylpropanoic acid
-
-
3-Phenylpropionic acid
3-[acetyl(hydroxy)amino]-2-benzylpropanoic acid
-
-
4-Phenylbutyric acid
-
Ki: 0.118 mM
8-hydroxyquinoline
-
-
alpha-benzyl-2-oxo-1,3-oxazolidine-4-acetic acid
-
all four stereoisomers inhibit in a time dependent manner, inhibited enzyme does not regain its enzymatic activity upon dialysis, inactivation is prevented by 2-benzylsuccinic acid
-
alpha-benzyl-2-oxo-1,3-oxazolidine-5-acetic acid
-
irreversible
-
aminobenzylsuccinic acid
-
Ki: 0.039 mM
-
anilino(mercapto)acetic acid
-
-
Ascaris carboxypeptidase inhibitor
-
-
-
benzylsuccinate
-
-
Benzylsuccinic acid
Carbobenzoxyglycine
CBZ-Ala-Gly-PSI[P(O2)O]-Phe
-
crystallographic study of structure Ki: 0.710 nM
CBZ-Phe-Val-PSI[P(O2)O]-Phe
-
crystallographic study of structure Ki: 0.000011 nM
CdCl2
-
55% inhibition at 1 mM
Chelating agents
chitosan citrate
chitosan hydrochloride
cinnamate
-
Ki: 5 mM
citrate
-
-
CN-
-
-
Co(II)-cyclen complex
-
-
Cu(II)-cyclen complex
-
-
Cu2+
-
-
CuCl2
-
complete inhibition at 1 mM
Cys
-
-
D-His
-
Ki: 20 mM
D-N-(hydroxyaminocarbonyl)phenylalanine
-
-
D-N-hydroxyaminocarbonyl phenylalanine
-
-
D-penicillamine
D-Trp
-
Ki: 0.014 mM
DL-benzylsuccinic acid
-
-
DTT
-
52% inhibition at 1 mM
endoglycosidase H
-
lowers CPVL expression in monocyte-derived macrophages
-
Fe3+
-
-
Gly-Asn-Arg-Pro-Thr
-
Gly-Asn-Arg-Pro-Val-Thr
-
Gly-L-Tyr
HgCl2
-
80% inhibition at 10 mM
hydroxyalkylphosphinyl L-beta-phenyllactate ester
-
binds to the active site
Hydroxyquinoline sulfonate
imidazole
-
Zn2+ enhances kinetic inhibition by imidazole 560fold due to formation of ternary complexes with enzyme
indole acetic acid
L-beta-Phenyllactate
-
product inhibtion
L-Lys-L-tyrosineamide
-
-
L-N-(aminocarbonyl)phenylalanine
-
-
L-N-(hydroxyaminocarbonyl)phenylalanine
-
-
L-N-hydroxyaminocarbonyl phenylalanine
-
-
L-Penicillamine
-
-
L-Phe
-
-
L-Phe-phosphoramidate-phenylester
-
Ki: 0.0021 mM
L-Phenyllactate
-
Ki: 0.058 mM
latexin
leech carboxypeptidase inhibitor
mercapto(methylamino)acetic acid
-
-
mercaptoacetyl-D-Phe
-
Ki: 220 nM
N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)glycyl-N-[(1R)-1-[[(1S)-1-carboxy-2-phenylethoxy](hydroxy)phosphoryl]ethyl]glycinamide
-
i.e. IGlyGly2
N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)glycyl-N-[(1S)-1-[[(1S)-1-carboxy-2-phenylethoxy](hydroxy)phosphoryl]ethyl]glycinamide
-
i.e. IGlyGly1
N-(2-chloroethyl)-N-methylphenylalanine
-
both enantiomers, computational analysis of the mechanism for reactive inhibition, quantum mechanical and molecular mechanical methods, the inhibitor enantiomers both bind at the active site and perform nucleophilic deactivation involving cofactor Zn2+, overview
N-(3-chloropropionyl)-L-phenylalanine
-
-
N-(hydroxyacetyl)-Phe
-
irreversible inactivation, Kinact/Ki: 71 M-1s-1
-
N-Bromoacetyl-N-methyl-L-phenylalanine
-
rapid inactivation
N-glycosidase
-
lowers CPVL expression in monocyte-derived macrophages
-
N-phenylphosphoryl-L-phenylalanine
-
Ki: 0.0021 mM
O-(hydroxyacetyl)-beta-phenyllactate
-
irreversible inactivation, Kinact/Ki: 57 M-1s-1
o-phenanthroline
1 mM strongly inhibits
O-[[(1R)-(N-phenylmethoxycarbonyl)-L-alanyl]aminoethyl]hydroxyphosphinyl-L-3-phenyllactate
-
-
p-iodo-beta-phenylpropionate
-
-
p-Nitrophenylacetic acid
-
Ki: 2.5 mM
P2O74-
-
-
Pb2+
-
-
Phe phosphonate
-
Ki: 0.001 mM
Phe-Asn-Arg-Ala-Val-Asp
-
Phe-Asn-Arg-Ala-Val-Val
-
Phe-Asn-Arg-Pro-Val
-
Phe-Asn-Arg-Pro-Val-Asp
-
Phe-Asn-Arg-Pro-Val-Val
-
phenylacetic acid
PO43-
-
-
polypeptide inhibitor
-
molecular weight 10000, Ki: 1 nM
-
Potato carboxypeptidase inhibitor
potato carboxypeptidase inhibitor mutant DELTA37-39
-
-
-
potato carboxypeptidase inhibitor mutant DELTA38-39
-
-
-
potato carboxypeptidase inhibitor mutant DELTA39
-
-
-
potato carboxypeptidase inhibitor mutant G39F
-
-
-
potato carboxypeptidase inhibitor mutant P36G
-
-
-
potato carboxypeptidase inhibitor mutant V38G
-
-
-
potato carboxypeptidase inhibitor mutant Y37F
-
-
-
potato carboxypeptidase inhibitor mutant Y37G
-
-
-
potato tuber carboxypeptidase inhibitor
-
95% inhibition at 0.001 mM
-
Proteins from Ascaris lumbricoides
-
molecular weight 7600, Ki in nM range, extensive structural analysis of inhibitors
-
rac-2-(mercaptomethyl)-3-cyclohexylpropanoic acid
-
-
rac-2-(mercaptomethyl)-4-methylpentanoic acid
-
-
rac-2-(mercaptomethyl)-6-phenylhexanoic acid
-
-
rac-2-benzyl-3-mercaptopropanoic acid
-
-
rac-2-benzyl-5-chloropentanoic acid
-
-
rac-N-(1-naphthylmethyl)cysteine
-
-
rac-N-(aminocarbonyl)phenylalanine
-
-
rac-N-(cyclohexylmethyl)cysteine
-
-
rac-N-(hydroxyaminocarbonyl)phenylalanine
-
-
rac-N-(p-methoxy)benzylcysteine
-
-
rac-N-benzyl-N-methylcysteine
-
-
rac-N-benzylcysteine
-
-
rac-N-cyclohexylcysteine
-
-
rac-N-ethylcysteine
-
-
rac-N-isobutylcysteine
-
-
rac-N-isopropylcysteine
-
-
rac-N-phenethylcysteine
-
-
rac-N-phenylpropylcysteine
-
-
rac-N-propylcysteine
-
-
SH-
-
-
SR48692
-
-
thioglycolate
-
-
thiolactate
-
-
-
threo-2-benzyl-2-methyl-3,4-epoxybutanoic acid
-
-
tick carboxypeptidase inhibitor
additional information
ACTIVATING COMPOUND
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
carbobenzoxy-Gly-L-Phe
-
substrate inhibition
Chymotrypsin
-
activates
-
Co2+
stimulates, at 1 mM 168% activity relative to control
phorbol myristate acetate
-
-
proteoglycan
Soybean trypsin inhibitor
-
leads to increased carboxypeptidase activity in larval midgut
-
Trypsin
additional information
KM VALUE [mM]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.313
(S)-hippuryl-alpha-MePhe
-
pH 7.5
0.344
(S)-hippuryl-alpha-methylphenyllactic acid
-
pH 7.5
0.072
(S)-hippuryl-OPhe
-
pH 7.5
0.372
3-(2-furyl)acryloyl-L-Phe-L-Ala
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.0233
3-(2-furyl)acryloyl-L-Phe-L-Ile
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.0194
3-(2-furyl)acryloyl-L-Phe-L-Leu
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.04
3-(2-furyl)acryloyl-L-Phe-L-Met
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.0556
3-(2-furyl)acryloyl-L-Phe-L-Phe
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.0615
3-(2-furyl)acryloyl-L-Phe-L-Trp
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.0573
3-(2-furyl)acryloyl-L-Phe-L-Val
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.0135
5-dimethyl-aminonaphthalene-1-sulfonyl-Ala-Ala-Phe
-
-
-
0.0016
5-dimethyl-aminonaphthalene-1-sulfonyl-Ala-AlaL-beta-phenyllactate
-
-
-
0.22
Ac-Phe-ThiaPhe
-
-
0.227 - 0.78
angiotensin I
0.1
benzoyl-Gly-Gly-L-alpha-hydroxy-beta-phenyllactate
-
-
-
1
benzoyl-Gly-Gly-Phe
-
-
0.2
benzoyl-Gly-L-alpha-hydroxy-beta-phenyllactate
-
-
-
0.23 - 11
benzoyl-Gly-L-Phe
0.051 - 0.088
benzoyl-Gly-phenyllactate
-
-
0.14
Benzyloxycarbonyl-Ala-Phe
-
-
0.31
Benzyloxycarbonyl-Gly-Phe
-
-
0.23
Benzyloxycarbonyl-Phe-Leu
-
-
0.74
Carbobenzoxy-Gly-Gly-Leu
-
-
1.34
Carbobenzoxy-Gly-Gly-Phe
-
-
2.11
carbobenzoxy-Gly-Gly-Val
-
-
0.16 - 33
carbobenzoxy-Gly-L-Leu
0.21 - 37
carbobenzoxy-Gly-L-Phe
6.1 - 14.3
carbobenzoxy-Gly-L-Trp
0.15 - 0.19
cinnamoyl-L-phenyllactate
-
-
0.7
Gly-L-Tyr
-
-
0.02
hippuryl-DL-beta-phenylacetic acid
-
-
780 - 1300
hippuryl-DL-beta-phenyllactate
0.15
hippuryl-DL-phenyllactate
-
-
0.2
hippuryl-L-Arg
-
-
0.33 - 60
hippuryl-L-Phe
0.075
hippuryl-L-phenylalanine
-
pH 7.4, 25C, recombinant enzyme
0.062 - 0.11
hippuryl-L-phenyllactate
0.7
hippuryl-Phe
-
pH 7.5
0.000124
L-beta-phenyllactate-alpha-((2-naphthoyl)amino)-cinnamoyl ester
-
-
0.0124
L-beta-phenyllactate-alpha-(acetylamino)-cinnamoyl ester
-
-
0.000223
L-beta-phenyllactate-alpha-(benzoylylamino)-cinnamoyl ester
-
-
0.165
Leu-enkephalin
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.55
Met-enkephalin
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.00923
Met-enkephalin-L-Arg-L-Phe
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.065
methotrexate-alpha-(1-naphthyl)alanine
-
pH 7.4, 25C, recombinant enzyme
0.0043
methotrexate-alpha-phenylalanine
-
pH 7.4, 25C, recombinant enzyme
0.1
N-(2-furanacryoyl)-Phe-Phe
-
-
-
0.024 - 0.034
N-(3-[2-furyl]acryloyl)-Phe-Phe
0.44
N-acetyl-Gly-L-phenyllactic acid
-
-
0.74 - 6.53
N-carbobenzoxy-Gly-Gly-L-Leu
0.0346 - 0.314
N-carbobenzoxy-Gly-Gly-L-Phe
0.0449 - 0.985
N-carbobenzoxy-Gly-L-Phe
0.143 - 0.145
N-carbobenzoxy-Gly-L-Tyr
0.05
N-trans-3-(-3-indoleacryloyl)-L-Phe
-
-
27 - 340
N-[3-(2-furyl)acryloyl]-Phe-Phe
0.000329
neurotensin
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.49 - 120
O-(trans-p-chlorocinnamoyl)-L-beta-phenyllactate
0.5 - 1.1
ochratoxin A
additional information
additional information
TURNOVER NUMBER [1/s]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
100
(Ala)4
Bos taurus
-
-
0.33
(S)-hippuryl-alpha-MePhe
Bos taurus
-
pH 7.5
477
(S)-hippuryl-alpha-methylphenyllactic acid
Bos taurus
-
pH 7.5
682
(S)-hippuryl-OPhe
Bos taurus
-
pH 7.5
24.3
3-(2-furyl)acryloyl-L-Phe-L-Ala
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
12.4
3-(2-furyl)acryloyl-L-Phe-L-Ile
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
13.4
3-(2-furyl)acryloyl-L-Phe-L-Leu
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
23.9
3-(2-furyl)acryloyl-L-Phe-L-Met
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
44.3
3-(2-furyl)acryloyl-L-Phe-L-Phe
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
57.3
3-(2-furyl)acryloyl-L-Phe-L-Trp
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
19.4
3-(2-furyl)acryloyl-L-Phe-L-Val
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.062
5-dimethyl-aminonaphthalene-1-sulfonyl-Ala-Ala-L-beta-phenyllactate
Bos taurus
-
-
-
1.18
5-dimethyl-aminonaphthalene-1-sulfonyl-Ala-Ala-Phe
Bos taurus
-
-
-
8.23
angiotensin I
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
767
benzoyl-Gly-Gly-L-alpha-hydroxy-beta-phenyllactate
Homo sapiens
-
-
-
13.3
benzoyl-Gly-Gly-L-Phe
Homo sapiens
-
-
20
benzoyl-Gly-Gly-Phe
Bos taurus
-
-
505
benzoyl-Gly-L-alpha-hydroxy-betaphenyllactate
Homo sapiens
-
-
-
11.7 - 183
benzoyl-Gly-L-Phe
467 - 583
benzoyl-Gly-phenyllactate
Bos taurus
-
-
89
Benzyloxycarbonyl-Ala-Phe
Rattus norvegicus
-
-
4.2
Benzyloxycarbonyl-Gly-Phe
Rattus norvegicus
-
-
66
Benzyloxycarbonyl-Phe-Leu
Rattus norvegicus
-
-
85
carbobenzoxy-Gly-Gly-L-Tyr
Bos taurus
-
-
5.02
Carbobenzoxy-Gly-Gly-Leu
Struthio camelus
-
-
11.9
Carbobenzoxy-Gly-Gly-Phe
Struthio camelus
-
-
6.13
carbobenzoxy-Gly-Gly-Val
Struthio camelus
-
-
29
carbobenzoxy-Gly-L-Leu
Sus scrofa
-
mixture of isoenzyme 2 and 3
14.7 - 200
carbobenzoxy-Gly-L-Phe
29.8 - 90.5
carbobenzoxy-Gly-L-Trp
1.28
Carbobenzoxy-Gly-Leu
Struthio camelus
-
-
5.85
Carbobenzoxy-Gly-Phe
Struthio camelus
-
-
76.7
cinnamoyl-L-phenyllactate
Bos taurus
-
-
0.015
Gly-L-Tyr
Bos taurus
-
-
0.1 - 0.39
hippuryl-DL-beta-phenyllactate
635
hippuryl-DL-phenylacetic acid
Squalus acanthias
-
-
-
0.081
hippuryl-DL-phenyllactate
Struthio camelus
-
-
0.88 - 40
hippuryl-L-Phe
4.3
hippuryl-L-phenylalanine
Homo sapiens
-
pH 7.4, 25C, recombinant enzyme
454 - 1000
hippuryl-L-phenyllactate
5.98 - 81
hippuryl-Phe
0.276
L-beta-phenyllactate-alpha-((2-naphthoyl)amino)-cinnamoyl ester
Bos taurus
-
-
0.725
L-beta-phenyllactate-alpha-(acetylamino)-cinnamoyl ester
Bos taurus
-
-
0.46
L-beta-phenyllactate-alpha-(benzoylylamino)-cinnamoyl ester
Bos taurus
-
-
2.33
Leu-enkephalin
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
3.43
Met-enkephalin
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
1.45
Met-enkephalin-L-Arg-L-Phe
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.09
methotrexate-alpha-(1-naphthyl)alanine
Homo sapiens
-
pH 7.4, 25C, recombinant enzyme
1.9
methotrexate-alpha-phenylalanine
Homo sapiens
-
pH 7.4, 25C, recombinant enzyme
667
N-(2-furanacryoyl)-Phe-Phe
Bos taurus
-
-
-
7.6 - 11
N-(3-[2-furyl]acryloyl)-Phe-Phe
86
N-acetyl-Gly-L-phenyllactic acid
Squalus acanthias
-
-
14 - 199
N-carbobenzoxy-Gly-Gly-L-Leu
57 - 97
N-carbobenzoxy-Gly-Gly-L-Phe
16.8 - 22.4
N-carbobenzoxy-Gly-L-Phe
14.4 - 26.2
N-carbobenzoxy-Gly-L-Tyr
0.05 - 1
N-[3-(2-furyl)acryloyl]-Phe-Phe
0.24
neurotensin
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
0.11 - 6.08
O-(trans-p-chlorocinnamoyl)-L-beta-phenyllactate
0.042
p-nitrophenyl acetate
Homo sapiens
-
-
additional information
additional information
kcat/KM VALUE [1/mMs-1]
SUBSTRATE
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
65
3-(2-furyl)acryloyl-L-Phe-L-Ala
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
40116
532
3-(2-furyl)acryloyl-L-Phe-L-Ile
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
40114
693
3-(2-furyl)acryloyl-L-Phe-L-Leu
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
40113
581
3-(2-furyl)acryloyl-L-Phe-L-Met
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
40115
797
3-(2-furyl)acryloyl-L-Phe-L-Phe
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
40111
93
3-(2-furyl)acryloyl-L-Phe-L-Trp
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
40112
338
3-(2-furyl)acryloyl-L-Phe-L-Val
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
40117
36
angiotensin I
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
690
14
Leu-enkephalin
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
3082
6.2
Met-enkephalin
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
2567
157
Met-enkephalin-L-Arg-L-Phe
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
40118
730
neurotensin
Homo sapiens
-
in 50 mM Tris-HCl, 100 mM NaCl, pH 7.5, at 37C
2209
Ki VALUE [mM]
INHIBITOR
ORGANISM
UNIPROT
COMMENTARY hide
LITERATURE
IMAGE
0.0011
(+-)-2-benzylsuccinic acid
-
-
0.00001
(2E)-2-mercapto-3-phenylacrylic acid
-
pH 7.5, 25C
0.0021
(2E)-2-mercapto-4-phenylbut-2-enoic acid
-
pH 7.5, 25C
0.00135
(2E)-2-mercapto-5-phenylpent-2-enoic acid
-
pH 7.5, 25C
5.4 - 5.7
(2R,3S)-2-benzyl-2-methyl-3,4-epoxybutanoic acid
0.3 - 1.1
(2R,3S)-2-benzyl-3,4-epoxybutanoic acid
2.79
(2R,4S)-2-benzyl-3-methanesulfinylpropanoic acid
-
pH 7.5
0.0000000048
(2S)-2-([hydroxy[(1R)-1-[[1-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-prolyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
pH 7.5, 25C
0.00000018
(2S)-2-([hydroxy[(1R)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-b-alanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
pH 7.5, 25C
0.0000000084
(2S)-2-([hydroxy[(1R)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-alanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
pH 7.5, 25C
0.000000059
(2S)-2-([hydroxy[(1R)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-phenylalanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
pH 7.5, 25C
0.000000082
(2S)-2-([hydroxy[(1R)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)glycyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
pH 7.5, 25C
0.000000077
(2S)-2-([hydroxy[(1S)-1-[[1-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-prolyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
pH 7.5, 25C
0.0000009
(2S)-2-([hydroxy[(1S)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-b-alanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
pH 7.5, 25C
0.00000009
(2S)-2-([hydroxy[(1S)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-alanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
pH 7.5, 25C
0.0000021
(2S)-2-([hydroxy[(1S)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)-L-phenylalanyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
pH 7.5, 25C
0.0000042
(2S)-2-([hydroxy[(1S)-1-[[N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)glycyl]amino]ethyl]phosphoryl]oxy)-3-phenylpropanoic acid
-
pH 7.5, 25C
0.0000009
(2S)-2-[(hydroxy[(1R)-1-[(1,4,7,10-tetraazacyclododecan-1-ylacetyl)amino]ethyl]phosphoryl)oxy]-3-phenylpropanoic acid
-
pH 7.5, 25C
1.1 - 2.2
(2S,3R)-2-benzyl-2-methyl-3,4-epoxybutanoic acid
0.19
(2S,3R)-2-benzyl-3,4-epoxybutanoic acid
-
pH 7.5, 25C, substrate: hippuryl-L-Phe
3.86
(2S,4R)-2-benzyl-3-methanesulfinylpropanoic acid
-
pH 7.5
0.56
(2S,4S)-2-benzyl-3-methanesulfinylpropanoic acid
-
pH 7.5
1.46
(R)-2-benzyl-3-(methylthio)propanoic acid
-
pH 7.5
1.4
(R)-2-benzyl-3-(N-sulfamoyl)aminopropanoic acid
-
pH 7.5
0.00015
(R)-2-benzyl-3-nitropropanoic acid
-
-
0.00043
(R)-2-benzyl-5-nitro-4-oxopentanoic acid
-
in 0.05 M Tris/0.5 M NaCl buffer, pH 7.5
0.405
(R)-hippuryl-alpha-MePhe
-
pH 7.5
0.00036
(R)-N-(2-chloroethyl)-N-methylphenylalanine
-
pH 7.5
0.072
(R)-N-(N-hydroxysulfamoyl)phenylalanine
0.033
(R)-N-benzylcysteine
-
pH 7.5, 25C
0.0079
(R)-N-cyclohexylcysteine
-
pH 7.5, 25C
0.00056
(R)-N-formyl-N-hydroxyphenylalanine
-
pH 7.5
0.039
(R)-N-hydroxy-N-sulfamoyl-beta-phenylalanine
0.0029
(R)-N-isopropylcysteine
-
pH 7.5, 25C
0.00061
(R)-N-phenethylcysteine
-
pH 7.5, 25C
0.47
(R)-N-sulfamoylphenylalanine
-
pH 7.5
0.031
(R,S)-2-benzyl-5-nitro-4-oxopentanoic acid
-
in 0.05 M Tris/0.5 M NaCl buffer, pH 7.5
-
0.00209
(R,S)-N-(hydroxyaminocarbonyl)-phenylalanine
-
pH 7.5
0.1
(RS)-2-benzyl-3-(methylthio)propanoic acid
-
pH 7.5
0.00079
(RS)-2-benzyl-3-nitropropanoic acid
-
-
0.00353
(RS)-2-benzyl-3-sulfamoylpropionic acid
-
pH 7.5
0.002
(RS)-2-isobutyl-3-nitropropanoic acid
-
-
0.00038
(RS)-2-mercaptomethyl-2-methyl-3-phenylpropanoic acid
-
pH 7.5
0.00011
(RS)-2-mercaptomethyl-2-methylbutanoic acid
-
pH 7.5
0.0001
(RS)-2-mercaptomethylbutyric acid
-
pH 7.5
0.00198
(RS)-3-phenyl-2-sulfamoyloxypropionic acid
-
pH 7.5
0.00209
(RS)-N-(hydroxyaminocarbonyl)-phenylalanine
-
pH 7.5
0.067
(RS)-N-formyl-N-hydroxyphenylalanine
-
pH 7.5
0.00142
(RS)-N-sulfamoylphenylalanine
-
pH 7.5
0.000000015 - 0.00000026
(S)-2-(Hydroxy-[(S)-1-[(S)-3-methyl-2-(2-1,4,7,10tetraaza-cyclododec-1-yl-acetylamino)-pentanoylamino]-ethyl]-phosphinoyloxy)-3-phenyl-propionic acid
0.74
(S)-2-benzyl-3-(methylthio)propanoic acid
-
pH 7.5
2.9
(S)-2-benzyl-3-(N-sulfamoyl)aminopropanoic acid
-
pH 7.5
0.068
(S)-2-benzyl-3-nitropropanoic acid
-
-
0.00016
(S)-2-benzyl-5-nitro-4-oxopentanoic acid
-
in 0.05 M Tris/0.5 M NaCl buffer, pH 7.5
0.0025
(S)-N-(2-chloroethyl)-N-methylphenylalanine
-
pH 7.5
0.035
(S)-N-(N-benzylsulfamoyl)phenylalanine
-
pH 7.5
0.0032
(S)-N-(N-hydroxysulfamoyl)phenylalanine
0.61
(S)-N-(N-isopropylsulfamoyl)phenylalanine
-
pH 7.5
0.18
(S)-N-(N-methylsulfamoiyl)phenylalanine
0.00019
(S)-N-benzylcysteine
-
pH 7.5, 25C
0.0029
(S)-N-cyclohexylcysteine
-
pH 7.5, 25C
0.00495
(S)-N-formyl-N-hydroxyphenylalanine
-
pH 7.5
1.9
(S)-N-hydroxy-N-sulfamoyl-beta-phenylalanine
0.00056
(S)-N-isopropylcysteine
-
pH 7.5, 25C
3.5
(S)-N-methyl-N-sulfamoylphenylalanine
-
pH 7.5
0.000055
(S)-N-phenethylcysteine
-
pH 7.5, 25C
0.00065
(S)-N-sulfamoylphenylalanine
0.00529
2-(1-hydroxy-5-oxopyrrolidin-2-yl)-3-phenylpropanoic acid
-
25C, limiting value for Ki-value at intermediate pH
0.000011
2-benzyl-3-mecaptopropionate
-
-
0.00015
2-benzyl-3-nitropropanoic acid
-
-
0.00259
2-benzyl-3-[(difluoroacetyl)(hydroxy)amino]propanoic acid
-
25C, limiting value for Ki-value at intermediate pH
0.012
2-benzyl-3-[(fluoroacetyl)(hydroxy)amino]propanoic acid
-
25C, limiting value for Ki-value at intermediate pH
0.00139
2-benzyl-3-[formyl(hydroxy)amino]propanoic acid
-
25C, limiting value for Ki-value at intermediate pH
0.009
2-benzyl-3-[hydroxy(methoxyacetyl)amino]propanoic acid
-
25C, limiting value for Ki-value at intermediate pH
0.0994
2-benzyl-3-[hydroxy(methoxycarbonyl)amino]propanoic acid
-
25C, limiting value for Ki-value at intermediate pH
0.00942
2-benzyl-3-[hydroxy(trifluoroacetyl)amino]propanoic acid
-
25C, limiting value for Ki-value at intermediate pH
0.207
2-benzyl-4-oxopentanoic acid
-
in 0.05 M Tris/0.5 M NaCl buffer, pH 7.5
0.0002
2-benzyl-5,5,5-trifluoro-4-oxopentanoic acid
-
in 0.05 M Tris/0.5 M NaCl buffer, pH 7.5
0.015
2-benzyl-5-bromo-4-oxopentanoic acid
-
in 0.05 M Tris/0.5 M NaCl buffer, pH 7.5
0.0242
3-hydroxyaminocarbonyl-2-benzylpropanoic acid
-
pH 7.5, 25C
0.062 - 6.1
3-Phenylpropionic acid
0.00806
3-[acetyl(hydroxy)amino]-2-benzylpropanoic acid
-
25C, limiting value for Ki-value at intermediate pH
0.118
4-Phenylbutyric acid
-
-
0.039
aminobenzylsuccinic acid
-
-
-
0.0055
anilino(mercapto)acetic acid
-
-
0.0000239
Ascaris carboxypeptidase inhibitor
-
-
-
0.00000071
CBZ-Ala-Gly-PSI[P(O2)O]-Phe
-
crystallographic study of structure
5
cinnamate
-
-
0.0023
D-Cys
20
D-His
-
-
0.00154
D-N-(hydroxyaminocarbonyl)phenylalanine
-
pH 7.5, 25C
0.0015
D-N-hydroxyaminocarbonyl phenylalanine
-
-
1.2
D-penicillamine
-
zinc carboxypeptidase A
0.074 - 2
D-Phe
0.014
D-Trp
-
-
0.1
Gly-L-Tyr
-
-
0.078
indole acetic acid
-
-
0.35
L-Cys
0.01898
L-N-(aminocarbonyl)phenylalanine
-
pH 7.5, 25C
0.00456
L-N-(hydroxyaminocarbonyl)phenylalanine
-
pH 7.5, 25C
0.0046
L-N-hydroxyaminocarbonyl phenylalanine
-
-
1.7
L-Penicillamine
-
zinc carboxypeptidase A
0.0021
L-Phe-phosphoramidate-phenylester
-
-
0.058
L-Phenyllactate
-
-
0.000003
latexin
0.0000073
leech carboxypeptidase inhibitor
-
-
-
0.0024
mercapto(methylamino)acetic acid
-
pH 7.5, 25C
0.00022
mercaptoacetyl-D-Phe
-
-
0.000000026
N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)glycyl-N-[(1R)-1-[[(1S)-1-carboxy-2-phenylethoxy](hydroxy)phosphoryl]ethyl]glycinamide
-
pH 7.5, 25C
0.0000032
N-(1,4,7,10-tetraazacyclododecan-1-ylacetyl)glycyl-N-[(1S)-1-[[(1S)-1-carboxy-2-phenylethoxy](hydroxy)phosphoryl]ethyl]glycinamide
-
pH 7.5, 25C
0.0021
N-phenylphosphoryl-L-phenylalanine
-
-
2.5
p-Nitrophenylacetic acid
-
-
0.001
Phe phosphonate
-
-
0.39
phenylacetic acid
-
-
0.000001
polypeptide inhibitor
-
molecular weight 10000
-
0.0000013 - 0.000107
Potato carboxypeptidase inhibitor
0.0000069
potato carboxypeptidase inhibitor mutant DELTA39
-
-
-
0.0000185
potato carboxypeptidase inhibitor mutant F23A
-
pH 7.5
-
0.00044
potato carboxypeptidase inhibitor mutant F23A/W28A
-
pH 7.5
-
0.0000023
potato carboxypeptidase inhibitor mutant H15A
-
pH 7.5
-
0.0000015
potato carboxypeptidase inhibitor mutant N29A
-
pH 7.5
-
0.0000019
potato carboxypeptidase inhibitor mutant N29A/S30A
-
pH 7.5
-
0.0000035
potato carboxypeptidase inhibitor mutant N29G
-
pH 7.5
-
0.000125
potato carboxypeptidase inhibitor mutant P36G
-
-
-
0.0000014
potato carboxypeptidase inhibitor mutant S30A
-
pH 7.5
-
0.0000079
potato carboxypeptidase inhibitor mutant W22A
-
pH 7.5
-
0.0000132
potato carboxypeptidase inhibitor mutant W28A
-
pH 7.5
-
0.0000056
potato carboxypeptidase inhibitor mutant Y37G
-
-
-
0.000347
potato carboxypeptidase inhibitor mutant Y37G/DELTA39
-
-
-
0.00235
rac-2-(mercaptomethyl)-3-cyclohexylpropanoic acid
-
pH 7.5, 25C
0.00016
rac-2-(mercaptomethyl)-4-methylpentanoic acid
-
pH 7.5, 25C
0.000011
rac-2-benzyl-3-mercaptopropanoic acid
-
pH 7.5, pH 25C
0.0016
rac-2-benzyl-5-chloropentanoic acid
-
pH 7.5
0.00081
rac-N-(1-naphthylmethyl)cysteine
-
pH 7.5, 25C
0.0585
rac-N-(aminocarbonyl)phenylalanine
-
pH 7.5, 25C
0.0094
rac-N-(cyclohexylmethyl)cysteine
-
pH 7.5, 25C
0.00209
rac-N-(hydroxyaminocarbonyl)phenylalanine
-
pH 7.5, 25C
0.00085
rac-N-(p-methoxy)benzylcysteine
-
pH 7.5, 25C
0.012
rac-N-benzyl-N-methylcysteine
-
pH 7.5, 25C
0.00027
rac-N-benzylcysteine
-
pH 7.5, 25C
0.0096
rac-N-cyclohexylcysteine