Reaction: L-phenylalanine = D-β-phenylalanine
Glossary: D-β-phenylalanine = (S)-3-amino-3-phenylpropanoate
Other name(s): admH (gene name); L-phenylalanine 2,3-aminomutase [(S)-3-amino-3-phenylpropanoate]
Systematic name: L-phenylalanine 2,3-aminomutase [(S)-3-amino-3-phenylpropanoate forming]
Comments: The enzyme from the bacterium Pantoea agglomerans produces D-β-phenylalanine, an intermediate in the biosynthesis of the polyketide non-ribosomal antibiotic andrimid. The enzyme contains the cofactor 3,5-dihydro-5-methylidene-4H-imidazol-4-one (MIO), which is formed autocatalytically by cyclization and dehydration of the three amino-acid residues alanine, serine and glycine. cf. EC 18.104.22.168, phenylalanine aminomutase (L-β-phenylalanine forming).
Links to other databases: BRENDA, EXPASY, KEGG, Metacyc, CAS registry number:
1. Ratnayake, N.D., Wanninayake, U., Geiger, J.H. and Walker, K.D. Stereochemistry and mechanism of a microbial phenylalanine aminomutase. J. Am. Chem. Soc. 133 (2011) 8531-8533. [PMID: 21561099]