MetaCyc Reaction:

Superclasses: Reactions Classified By Conversion TypeSimple ReactionsChemical Reactions
Reactions Classified By SubstrateSmall-Molecule Reactions

EC Number:

Enzymes and Genes:

Pseudomonas fluorescens 2-79: 2-amino-4-deoxychorismate synthaseInferred from experiment: phzE

In Pathway: phenazine-1-carboxylate biosynthesis

The direction shown, i.e. which substrates are on the left and right sides, is in accordance with the direction in which it was curated.

Mass balance status: Balanced.

Enzyme Commission Primary Name: 2-amino-4-deoxychorismate synthase

Enzyme Commission Synonyms: ADIC synthase, 2-amino-2-deoxyisochorismate synthase, SgcD

Standard Gibbs Free Energy (ΔrG in kcal/mol): -2.0558853Inferred by computational analysis [Latendresse13]

Enzyme Commission Summary:
Requires Mg2+. The reaction occurs in the reverse direction to that shown above. In contrast to most anthranilate-synthase I (ASI) homologues, this enzyme is not inhibited by tryptophan. The sequential action of this enzyme and EC, 2-amino-4-deoxychorismate dehydrogenase, leads to the formation of the benzoxazolinate moiety of the enediyne antitumour antibiotic C-1027, which is essential for both binding and intercalating the minor groove of DNA [Van08, Yu95]

Citations: [McDonald01, Laursen04]

Gene-Reaction Schematic

Gene-Reaction Schematic

Unification Links: KEGG:R08956, Rhea:25515

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


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

Laursen04: Laursen JB, Nielsen J (2004). "Phenazine natural products: biosynthesis, synthetic analogues, and biological activity." Chem Rev 104(3);1663-86. PMID: 15008629

McDonald01: McDonald M, Mavrodi DV, Thomashow LS, Floss HG (2001). "Phenazine biosynthesis in Pseudomonas fluorescens: branchpoint from the primary shikimate biosynthetic pathway and role of phenazine-1,6-dicarboxylic acid." J Am Chem Soc 123(38);9459-60. PMID: 11562236

Van08: Van Lanen SG, Lin S, Shen B (2008). "Biosynthesis of the enediyne antitumor antibiotic C-1027 involves a new branching point in chorismate metabolism." Proc Natl Acad Sci U S A 105(2);494-9. PMID: 18182490

Yu95: Yu, L., Mah, S., Otani, T., Dedon, P. (1995). "The benzoxazolinate of C-1027 confers intercalative DNA binding." J. Am. Chem. Soc. 117:8877-8878.

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
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