On the stereochemistry of 2-hydroxyethylphosphonate dioxygenase |
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Authors: | Whitteck John T Malova Petra Peck Spencer C Cicchillo Robert M Hammerschmidt Friedrich van der Donk Wilfred A |
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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. |
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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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