Characterization and structure of DhpI, a phosphonate O-methyltransferase involved in dehydrophos biosynthesis.

ABSTRACT: Phosphonate natural products possess a range of biological activities as a consequence of their ability to mimic phosphate esters or tetrahedral intermediates formed in enzymatic reactions involved in carboxyl group metabolism. The dianionic form of these compounds at pH 7 poses a drawback with respect to their ability to mimic carboxylates and tetrahedral intermediates. Microorganisms producing phosphonates have evolved two solutions to overcome this hurdle: biosynthesis of monoanionic phosphinates containing two P-C bonds or esterification of the phosphonate group. The latter solution was first discovered for the antibiotic dehydrophos that contains a methyl ester of a phosphonodehydroalanine group. We report here the expression, purification, substrate scope, and structure of the O-meth

SUBMITTER: Lee JH 

PROVIDER: S-EPMC2955109 | biostudies-literature | 2010 Oct

REPOSITORIES: biostudies-literature