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Evidence for a Stereoelectronic Effect in Human Oxygen Sensing
Author(s) -
Loenarz Christoph,
Mecinović Jasmin,
Chowdhury Rasheduzzaman,
McNeill Luke A.,
Flashman Emily,
Schofield Christopher J.
Publication year - 2009
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200805427
Subject(s) - hydroxylation , chemistry , transcription factor , suppressor , substrate specificity , stereochemistry , substrate (aquarium) , oxygen , transcription (linguistics) , biochemistry , biology , gene , enzyme , philosophy , organic chemistry , ecology , linguistics
How PHDs achieve specificity : trans ‐4‐prolyl hydroxylation of the transcription factor HIF occurs with stereochemical retention. Substrate‐analogue studies show how the von Hippel Lindau tumor suppressor protein (pVHL) and the oxygen‐sensing hydroxylases (PHDs) achieve specificity for hydroxyprolyl/prolyl residues for the C 4 ‐ exo / endo prolyl conformations, respectively.