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Literature summary for 3.4.17.1 extracted from

  • Xu, D.; Guo, H.
    Quantum mechanical/molecular mechanical and density functional theory studies of a prototypical zinc peptidase (carboxypeptidase A) suggest a general acid-general base mechanism (2009), J. Am. Chem. Soc., 131, 9780-9788.
    View publication on PubMedView publication on EuropePMC
Search for more literature for 3.4.17.1

Inhibitors

Inhibitors Comment Organism Structure
O-[[(1R)-(N-phenylmethoxycarbonyl)-L-alanyl]aminoethyl]hydroxyphosphinyl-L-3-phenyllactate
-
 Bos taurus

Metals/Ions

Metals/Ions Comment Organism Structure
Zn2+
-
 Bos taurus
Zn2+ carboxypeptidase A is a zinc-containing enzyme Bos taurus

Natural Substrates/ Products (Substrates)

Natural Substrates Organism Comment (Nat. Sub.) Natural Products Comment (Nat. Pro.) Rev. Reac.
additional information Bos taurus CPA catalyzes the elimination of the C-terminal amino acid via hydrolysis, with a preference toward residues with hydrophobic side chains ?
-
 ?

Organism

Organism UniProt Comment Textmining
Bos taurus
-
-
-
Bos taurus P00730
-
-

Substrates and Products (Substrate)

Substrates Comment Substrates Organism Products Comment (Products) Rev. Reac.
hippuryl-L-Phe + H2O
-
 Bos taurus hippuric acid + L-Phe
-
 ?
hippuryl-L-Phe + H2O 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 Bos taurus hippuric acid + L-phenylalanine
-
 ?
additional information CPA catalyzes the elimination of the C-terminal amino acid via hydrolysis, with a preference toward residues with hydrophobic side chains Bos taurus ?
-
 ?

Synonyms

Synonyms Comment Organism
carboxypeptidase a
-
 Bos taurus
CPA
-
 Bos taurus

Turnover Number [1/s]

Turnover Number Minimum [1/s] Turnover Number Maximum [1/s] Substrate Comment Organism Structure
17.7
-
 hippuryl-L-Phe
-
 Bos taurus