On the Stereochemistry of 2-Hydroxyethylphosphonate Dioxygenase

[Image: see text] 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 previou...

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Autores principales: Whitteck, John T., Malova, Petra, Peck, Spencer C., Cicchillo, Robert M., Hammerschmidt, Friedrich, van der Donk, Wilfred A.
Formato: Texto
Lenguaje:English
Publicado: American Chemical Society 2011
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3069692/
https://www.ncbi.nlm.nih.gov/pubmed/21381767
http://dx.doi.org/10.1021/ja1113326
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author Whitteck, John T.
Malova, Petra
Peck, Spencer C.
Cicchillo, Robert M.
Hammerschmidt, Friedrich
van der Donk, Wilfred A.
author_facet Whitteck, John T.
Malova, Petra
Peck, Spencer C.
Cicchillo, Robert M.
Hammerschmidt, Friedrich
van der Donk, Wilfred A.
author_sort Whitteck, John T.
collection PubMed
description [Image: see text] 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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spelling pubmed-30696922011-04-04 On the Stereochemistry of 2-Hydroxyethylphosphonate Dioxygenase Whitteck, John T. Malova, Petra Peck, Spencer C. Cicchillo, Robert M. Hammerschmidt, Friedrich van der Donk, Wilfred A. J Am Chem Soc [Image: see text] 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. American Chemical Society 2011-03-07 2011-03-30 /pmc/articles/PMC3069692/ /pubmed/21381767 http://dx.doi.org/10.1021/ja1113326 Text en Copyright © 2011 American Chemical Society http://pubs.acs.org This is an open-access article distributed under the ACS AuthorChoice Terms & Conditions. Any use of this article, must conform to the terms of that license which are available at http://pubs.acs.org.
spellingShingle Whitteck, John T.
Malova, Petra
Peck, Spencer C.
Cicchillo, Robert M.
Hammerschmidt, Friedrich
van der Donk, Wilfred A.
On the Stereochemistry of 2-Hydroxyethylphosphonate Dioxygenase
title On the Stereochemistry of 2-Hydroxyethylphosphonate Dioxygenase
title_full On the Stereochemistry of 2-Hydroxyethylphosphonate Dioxygenase
title_fullStr On the Stereochemistry of 2-Hydroxyethylphosphonate Dioxygenase
title_full_unstemmed On the Stereochemistry of 2-Hydroxyethylphosphonate Dioxygenase
title_short On the Stereochemistry of 2-Hydroxyethylphosphonate Dioxygenase
title_sort on the stereochemistry of 2-hydroxyethylphosphonate dioxygenase
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3069692/
https://www.ncbi.nlm.nih.gov/pubmed/21381767
http://dx.doi.org/10.1021/ja1113326
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