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On the stereochemistry of 2-hydroxyethylphosphonate dioxygenase
Authors:Whitteck John T  Malova Petra  Peck Spencer C  Cicchillo Robert M  Hammerschmidt Friedrich  van der Donk Wilfred A
Institution:Howard Hughes Medical Institute and Roger Adams Laboratory, Department of Chemistry, University of Illinois at Urbana-Champaign, 600 South Mathews Avenue, Urbana, Illinois 61801, USA.
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.
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