ExplorEnz: EC 4.2.3.5

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4.2.3.5

Accepted name:

chorismate synthase

Reaction:

5-O-(1-carboxyvinyl)-3-phosphoshikimate = chorismate + phosphate

For diagram of shikimate and chorismate biosynthesis, click here and for mechanism of reaction, click here

Other name(s):

5-O-(1-carboxyvinyl)-3-phosphoshikimate phosphate-lyase

Systematic name:

5-O-(1-carboxyvinyl)-3-phosphoshikimate phosphate-lyase (chorismate-forming)

Comments:

Requires FMN. The reaction goes via a radical mechanism that involves reduced FMN and its semiquinone (FMNH·). Shikimate is numbered so that the double-bond is between C-1 and C-2, but some earlier papers numbered the ring in the reverse direction.

Links to other databases:

BRENDA, EXPASY, KEGG, MetaCyc, PDB, CAS registry number: 9077-07-0

References:

1.	Gaertner, F.H. and Cole, K.W. Properties of chorismate synthase in Neurospora crassa. J. Biol. Chem. 248 (1973) 4602–4609. [PMID: 4146266]
2.	Morell, H., Clark, M.J., Knowles, P.F. and Sprinson, D.B. The enzymic synthesis of chorismic and prephenic acids from 3-enolpyruvylshikimic acid 5-phosphate. J. Biol. Chem. 242 (1967) 82–90. [PMID: 4289188]
3.	Welch, G.R., Cole, K.W. and Gaertner, F.H. Chorismate synthase of Neurospora crassa: a flavoprotein. Arch. Biochem. Biophys. 165 (1974) 505–518. [DOI] [PMID: 4155270]
4.	Bornemann, S., Lowe, D.J. and Thorneley, R.N. The transient kinetics of Escherichia coli chorismate synthase: substrate consumption, product formation, phosphate dissociation, and characterization of a flavin intermediate. Biochemistry 35 (1996) 9907–9916. [DOI] [PMID: 8703965]
5.	Bornemann, S., Theoclitou, M.E., Brune, M., Webb, M.R., Thorneley, R.N. and Abell, C. A secondary β deuterium kinetic isotope effect in the chorismate synthase reaction. Bioorg. Chem. 28 (2000) 191–204. [DOI] [PMID: 11034781]
6.	Osborne, A., Thorneley, R.N., Abell, C. and Bornemann, S. Studies with substrate and cofactor analogues provide evidence for a radical mechanism in the chorismate synthase reaction. J. Biol. Chem. 275 (2000) 35825–35830. [DOI] [PMID: 10956653]

[EC 4.2.3.5 created 1978 as EC 4.6.1.4, modified 1983, transferred 2000 to EC 4.2.3.5, modified 2002]