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Literature summary extracted from

  • Ping, D.; Mounier, C.E.; May, S.W.
    Reaction versus subsite stereospecificity of peptidylglycine alpha-monooxygenase and peptidylamidoglycolate lyase, the two enzymes involved in peptide amidation (1995), J. Biol. Chem., 270, 29250-29255.
    View publication on PubMed

Inhibitors

EC Number Inhibitors Comment Organism Structure
1.14.17.3 acetyl-D-Leu-OCH2COOH
-
Bos taurus
1.14.17.3 acetyl-D-Phe-Gly
-
Bos taurus
1.14.17.3 acetyl-D-Phe-OCH2COOH
-
Bos taurus
1.14.17.3 acetyl-DL-Phe-OCH2COOH
-
Bos taurus
1.14.17.3 acetyl-Gly-OCH2COOH
-
Bos taurus
1.14.17.3 acetyl-L-Leu-OCH2COOH
-
Bos taurus
1.14.17.3 acetyl-L-Phe-D-Phe-Gly
-
Bos taurus
1.14.17.3 acetyl-L-Phe-Gly only substrate for alpha-hydroxylation Bos taurus
1.14.17.3 acetyl-L-Phe-OCH2COOH
-
Bos taurus
4.3.2.5 (R)-2-phenylbutyl-alpha-hydroxy-Gly
-
Bos taurus
4.3.2.5 (S)-2-phenylbutyl-alpha-hydroxy-Gly
-
Bos taurus
4.3.2.5 phenylacetyl-alpha-hydroxy-Gly competitive inhibition Bos taurus

KM Value [mM]

EC Number KM Value [mM] KM Value Maximum [mM] Substrate Comment Organism Structure
1.14.17.3 additional information
-
additional information
-
Bos taurus
4.3.2.5 0.027
-
trinitrophenyl-D-Tyr-L-Val-alpha-hydroxy-Gly 37°C, pH 6.5 Bos taurus
4.3.2.5 0.23
-
acetyl-L-Phe-alpha-hydroxyglycine 37°C, pH 6.5 Bos taurus
4.3.2.5 0.3
-
(R)-2-phenylbutyl-alpha-hydroxy-Gly 37°C, pH 6.5 Bos taurus
4.3.2.5 0.33
-
(S)-2-phenylbutyl-alpha-hydroxy-Gly 37°C, pH 6.5 Bos taurus
4.3.2.5 0.46
-
N-benzoyl-alpha-hydroxy-Gly 37°C, pH 6.5 Bos taurus
4.3.2.5 0.5
-
acetyl-D-Phe-alpha-hydroxyglycine 37°C, pH 6.5 Bos taurus
4.3.2.5 0.56
-
(S)-O-acetyl-mandelyl-alpha-hydroxyglycine 37°C, pH 6.5 Bos taurus
4.3.2.5 2.6
-
(R)-O-acetyl-mandelyl-alpha-hydroxyglycine 37°C, pH 6.5 Bos taurus

Natural Substrates/ Products (Substrates)

EC Number Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
1.14.17.3 peptidylglycine + ascorbate + O2 Bos taurus
-
peptidyl(2-hydroxyglycine) + dehydroascorbate + H2O
-
?

Organism

EC Number Organism UniProt Comment Textmining
1.14.17.3 Bos taurus
-
-
-
4.3.2.5 Bos taurus
-
-
-

Purification (Commentary)

EC Number Purification (Comment) Organism
1.14.17.3
-
Bos taurus
4.3.2.5
-
Bos taurus

Source Tissue

EC Number Source Tissue Comment Organism Textmining
1.14.17.3 pituitary gland
-
Bos taurus
-
4.3.2.5 pituitary gland
-
Bos taurus
-

Substrates and Products (Substrate)

EC Number Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
1.14.17.3 additional information EC 1.14.17.3 is often called peptidylglycine alpha-amidating monooxygenase (PAM) and the alpha-amidated product is mentioned as the product of the reaction, but the alpha-amidation of glycine-extended peptides is a two-step process catalyzed by 2 enzymes: 1. EC 1.14.17.3: production of peptidyl(2-hydroxyglycine) by a copper, molecular oxygen and ascorbate-dependent peptidyl-glycine alpha-hydroxylating monooxygenase (PMH) and 2. conversion of the peptidyl-alpha-hydroxyglycine derivative into an alpha-amidated product at physiological pH by peptidyl-alpha-hydroxyglycine alpha-amidating lyase Bos taurus ?
-
?
1.14.17.3 additional information acetyl-L-Phe-Gly, acetyl-L-Phe-L-Phe-Gly, or (S)-O-acetyl-mandelyl-Gly, and stereoisomers are alpha-hydroxylated but not alpha-amidated Bos taurus ?
-
?
1.14.17.3 peptidylglycine + ascorbate + O2
-
Bos taurus peptidyl(2-hydroxyglycine) + dehydroascorbate + H2O
-
?
1.14.17.3 peptidylglycine + ascorbate + O2 COOH-terminal glycine Bos taurus peptidyl(2-hydroxyglycine) + dehydroascorbate + H2O
-
?
4.3.2.5 (R)-2-phenylbutyl-alpha-hydroxy-Gly
-
Bos taurus (R)-2-phenylbutyl-NH2 + glyoxylate
-
?
4.3.2.5 (R)-O-acetyl-mandelyl-alpha-hydroxyglycine
-
Bos taurus (R)-O-acetyl-mandelyl-NH2 + glyoxylate
-
?
4.3.2.5 (S)-2-phenylbutyl-alpha-hydroxy-Gly
-
Bos taurus (S)-2-phenylbutyl-NH2 + glyoxylate
-
?
4.3.2.5 (S)-O-acetyl-mandelyl-alpha-hydroxyglycine
-
Bos taurus (S)-O-acetyl-mandelyl-NH2 + glyoxylate
-
?
4.3.2.5 acetyl-D-Phe-alpha-hydroxyglycine
-
Bos taurus acetyl-D-Phe-NH2 + glyoxylate
-
?
4.3.2.5 acetyl-L-Phe-alpha-hydroxyglycine
-
Bos taurus acetyl-L-Phe-NH2 + glyoxylate
-
?
4.3.2.5 N-benzoyl-alpha-hydroxy-Gly
-
Bos taurus benzamide + glyoxylate
-
?
4.3.2.5 trinitrophenyl-D-Tyr-L-Val-alpha-hydroxy-Gly
-
Bos taurus trinitrophenyl-D-Tyr-L-Val-NH2 + glyoxylate
-
?

Synonyms

EC Number Synonyms Comment Organism
1.14.17.3 More EC 1.14.17.3 is often called peptidylglycine alpha-amidating monooxygenase (PAM) and the alpha-amidated product is mentioned as the product of the reaction, but the alpha-amidation of glycine-extended peptides is a two-step process catalyzed by 2 enzymes: 1. EC 1.14.17.3: production of peptidyl(2-hydroxyglycine) by a copper, molecular oxygen and ascorbate-dependent peptidyl-glycine alpha-hydroxylating monooxygenase (PHM), 2. conversion of the peptidyl-alpha-hydroxyglycine derivative into an alpha-amidated product at physiological pH by peptidyl-alpha-hydroxyglycine alpha-amidating lyase (PHL) Bos taurus

Cofactor

EC Number Cofactor Comment Organism Structure
1.14.17.3 ascorbate
-
Bos taurus

Ki Value [mM]

EC Number Ki Value [mM] Ki Value maximum [mM] Inhibitor Comment Organism Structure
1.14.17.3 0.002
-
acetyl-L-Phe-Gly
-
Bos taurus
1.14.17.3 0.045
-
acetyl-L-Phe-OCH2COOH
-
Bos taurus
1.14.17.3 0.0598
-
acetyl-L-Leu-OCH2COOH
-
Bos taurus
1.14.17.3 0.522
-
acetyl-DL-Phe-OCH2COOH
-
Bos taurus
1.14.17.3 0.58
-
acetyl-L-Phe-D-Phe-Gly
-
Bos taurus
1.14.17.3 1.25
-
acetyl-Gly-OCH2COOH
-
Bos taurus
1.14.17.3 1.3
-
acetyl-D-Phe-Gly
-
Bos taurus
1.14.17.3 2.11
-
acetyl-D-Leu-OCH2COOH
-
Bos taurus
1.14.17.3 2.25
-
acetyl-D-Phe-OCH2COOH
-
Bos taurus
4.3.2.5 0.28
-
(S)-2-phenylbutyl-alpha-hydroxy-Gly 37°C, pH 6.5 Bos taurus
4.3.2.5 0.31
-
(R)-2-phenylbutyl-alpha-hydroxy-Gly 37°C, pH 6.5 Bos taurus
4.3.2.5 0.77
-
phenylacetyl-alpha-hydroxy-Gly 37°C, pH 6.5 Bos taurus