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On the stereochemistry of 2-hydroxyethylphosphonate dioxygenase.

ABSTRACT: Stereochemical investigations have shown that the conversion of 2-hydroxyethylphosphonate to hydroxymethylphosphonate by the enzyme HEPD involves removal of the pro-S hydrogen at C2 and, surprisingly, the loss of stereochemical information at C1. As a result, the mechanisms previously proposed for HEPD must be re-evaluated.

SUBMITTER: Whitteck JT

PROVIDER: S-EPMC3069692 | biostudies-literature | 2011 Mar

REPOSITORIES: biostudies-literature

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On the stereochemistry of 2-hydroxyethylphosphonate dioxygenase.

Whitteck John T JT Malova Petra P Peck Spencer C SC Cicchillo Robert M RM Hammerschmidt Friedrich F van der Donk Wilfred A WA

Journal of the American Chemical Society 20110307 12

Stereochemical investigations have shown that the conversion of 2-hydroxyethylphosphonate to hydroxymethylphosphonate by the enzyme HEPD involves removal of the pro-S hydrogen at C2 and, surprisingly, the loss of stereochemical information at C1. As a result, the mechanisms previously proposed for HEPD must be re-evaluated. ...[more]

PMID: 21381767

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