2G6W

Suicide inhibition of a-Oxamine Synthase: Structures of the Covalent Adducts of 8-Amino-7-oxonanoate Synthase with trifluoroalanine

Summary for 2G6W

• Entry DOI: 10.2210/pdb2g6w/pdb
• Descriptor: 8-amino-7-oxononanoate synthase, (4-{(E)-[(2,2-DIFLUOROETHYL)IMINO]METHYL}-5-HYDROXY-6-METHYLPYRIDIN-3-YL)METHYL DIHYDROGEN PHOSPHATE (3 entities in total)
• Functional Keywords: biotin, 8-amino-7-oxonanoate, synthase, plp, fluoroalanine, transferase
• Biological source: Escherichia coli
• Total number of polymer chains: 1
• Total formula weight: 41951.36

Authors

Alexeev, D. (deposition date: 2006-02-26, release date: 2006-04-25, Last modification date: 2017-10-18)

Primary citation

Alexeev, D.,Baxter, R.L.,Campopiano, D.J.,Kerbarh, O.,Sawyer, L.,Tomczyk, N.,Watt, R.,Webster, S.P.
Suicide inhibition of alpha-oxamine synthases: structures of the covalent adducts of 8-amino-7-oxononanoate synthase with trifluoroalanine.
Org.Biomol.Chem., 4:1209-1212, 2006

PubMed Abstract: The irreversible inhibition of 8-amino-7-oxononanoate synthase by trifluoroalanine involves decarboxylative defluorination of the inhibitor-PLP aldimine followed by attack of the conjugated imine by the amino group of the active site lysine to afford a covalently bound difluorinated intermediate which can subsequently undergo further HF losses and hydrolysis to afford a 2-(pyridoximine phosphate) acetoyl protein adduct.

PubMed: 16557306
DOI: 10.1039/b517922j

Experimental method

X-RAY DIFFRACTION (2.14 Å)