MetaCyc Reaction:

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

EC Number:

Enzymes and Genes:

Arabidopsis thaliana col : 8-amino-7-oxononanoate synthase Inferred from experiment : bioF
Bacillus subtilis : 8-amino-7-oxononanoate synthase Inferred from experiment : bioF
Escherichia coli K-12 substr. MG1655 : 8-amino-7-oxononanoate synthase Inferred from experiment : bioF
Lysinibacillus sphaericus : 8-amino-7-oxononanoate synthase Inferred from experiment : bioF

In Pathway: 8-amino-7-oxononanoate biosynthesis III

Note that this reaction equation differs from the official Enzyme Commission reaction equation for this EC number, which can be found here .

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: 8-amino-7-oxononanoate synthase

Enzyme Commission Synonyms: 7-keto-8-aminopelargonic acid synθse, 7-keto-8-aminopelargonic synθse, 8-amino-7-oxopelargonate synthase, bioF (gene name)

Standard Gibbs Free Energy (ΔrG in kcal/mol): 6.0306396 Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
A pyridoxal-phosphate protein. The enzyme catalyses the decarboxylative condensation of L-alanine and pimeloyl-[acyl-carrier protein], a key step in the pathway for biotin biosynthesis. Pimeloyl-CoA can be used with lower efficiency [[Lin10].

Citations: [Eisenberg68, Alexeev98, Ploux99, Webster00]

Gene-Reaction Schematic: ?

Gene-Reaction Schematic

Unification Links: KEGG:R03210 , Rhea:20712

Relationship Links: BRENDA:EC: , ENZYME:EC: , IUBMB-ExplorEnz:EC: , UniProt:RELATED-TO:O25320 , UniProt:RELATED-TO:O66875 , UniProt:RELATED-TO:O84782 , UniProt:RELATED-TO:P0A4X4 , UniProt:RELATED-TO:P12998 , UniProt:RELATED-TO:P22806 , UniProt:RELATED-TO:P44422 , UniProt:RELATED-TO:P45487 , UniProt:RELATED-TO:P53556 , UniProt:RELATED-TO:P74770 , UniProt:RELATED-TO:Q9JT28 , UniProt:RELATED-TO:Q9K0U0 , UniProt:RELATED-TO:Q9PIJ3 , UniProt:RELATED-TO:Q9PLE6 , UniProt:RELATED-TO:Q9Z6L6 , UniProt:RELATED-TO:Q9Z6Y3 , UniProt:RELATED-TO:Q9ZLN3 , UniProt:RELATED-TO:Q58694


Alexeev98: Alexeev D, Alexeeva M, Baxter RL, Campopiano DJ, Webster SP, Sawyer L (1998). "The crystal structure of 8-amino-7-oxononanoate synthase: a bacterial PLP-dependent, acyl-CoA-condensing enzyme." J Mol Biol 1998;284(2);401-19. PMID: 9813126

Eisenberg68: Eisenberg MA, Star C (1968). "Synthesis of 7-oxo-8-aminopelargonic acid, a biotin vitamer, in cell-free extracts of Escherichia coli biotin auxotrophs." J Bacteriol 1968;96(4);1291-7. PMID: 4879561

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

Lin10: Lin S, Hanson RE, Cronan JE (2010). "Biotin synthesis begins by hijacking the fatty acid synthetic pathway." Nat Chem Biol 6(9);682-8. PMID: 20693992

Ploux99: Ploux O, Breyne O, Carillon S, Marquet A (1999). "Slow-binding and competitive inhibition of 8-amino-7-oxopelargonate synthase, a pyridoxal-5'-phosphate-dependent enzyme involved in biotin biosynthesis, by substrate and intermediate analogs. Kinetic and binding studies." Eur J Biochem 259(1-2);63-70. PMID: 9914476

Webster00: Webster SP, Alexeev D, Campopiano DJ, Watt RM, Alexeeva M, Sawyer L, Baxter RL (2000). "Mechanism of 8-amino-7-oxononanoate synthase: spectroscopic, kinetic, and crystallographic studies." Biochemistry 39(3);516-28. PMID: 10642176

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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 6, 2015, biocyc14.