MetaCyc Reaction:

Superclasses: Reactions Classified By Conversion Type Simple Reactions Chemical Reactions
Reactions Classified By Substrate Small-Molecule Reactions

EC Number:

Enzymes and Genes:

Penicillium chrysogenum : δ-(L-α-aminoadipyl)-L-cysteinyl-D-valine synthetase Inferred from experiment : PCBAB

In Pathway: isopenicillin N biosynthesis

The reaction direction shown, that is, A + B ↔ C + D versus C + D ↔ A + B, is in accordance with the direction in which it was curated.

Most BioCyc compounds have been protonated to a reference pH value of 7.3, and some reactions have been computationally balanced for hydrogen by adding free protons. Please see the PGDB Concepts Guide for more information.

Mass balance status: Balanced.

Enzyme Commission Primary Name: N-(5-amino-5-carboxypentanoyl)-L-cysteinyl-D-valine synthase

Enzyme Commission Synonyms: L-δ-(α-aminoadipoyl)-L-cysteinyl-D-valine synthetase, ACV synthetase, L-α-aminoadipyl-cysteinyl-valine synthetase

Standard Gibbs Free Energy (ΔrG in kcal/mol): -59.290527 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
This reaction is different from the one described by the Nomenclature Committee of the International Union of Biochemistry and Molecular Biology (NC-IUBMB). The reaction is different in that a water molecules has been added to the reactants. The water molecule was added based on the original article describing the enzyme catalyzing the reaction. The NC-IUBMB reaction does not contain a water molecule.

The enzyme contains 4'-phosphopantetheine, which may be involved in the mechanism of the reaction.

Citations: [Theilgaard97, Byford97]

Gene-Reaction Schematic: ?

Gene-Reaction Schematic

Unification Links: KEGG:R04870 , Rhea:23196

Relationship Links: BRENDA:EC: , ENZYME:EC: , IUBMB-ExplorEnz:EC:


Byford97: Byford MF, Baldwin JE, Shiau CY, Schofield CJ (1997). "The Mechanism of ACV Synthetase." Chem Rev 97(7);2631-2650. PMID: 11851475

Latendresse13: Latendresse M. (2013). "Computing Gibbs Free Energy of Compounds and Reactions in MetaCyc."

Theilgaard97: Theilgaard HB, Kristiansen KN, Henriksen CM, Nielsen J (1997). "Purification and characterization of delta-(L-alpha-aminoadipyl)-L-cysteinyl-D-valine synthetase from Penicillium chrysogenum." Biochem J 327 ( Pt 1);185-91. PMID: 9355751

Report Errors or Provide Feedback
Please cite the following article in publications resulting from the use of MetaCyc: Caspi et al, Nucleic Acids Research 42:D459-D471 2014
Page generated by SRI International Pathway Tools version 19.0 on Tue Oct 13, 2015, biocyc13.