Enzymatic mechanisms for catalysis of enolization: ketosteroid isomerase

Bioorganic Chemistry
R M Pollack

Abstract

Breaking a carbon-hydrogen bond adjacent to a carbonyl is a slow step in a large number of chemical reactions. However, many enzymes are capable of catalyzing this reaction with great efficiency. One of the most proficient of these enzymes is 3-oxo-Delta5-steroid isomerase (KSI), which catalyzes the isomerization of a wide variety of 3-oxo-Delta5-steroids to their Delta4-conjugated isomers. In this review, the mechanism of KSI is discussed, with particular emphasis on energetic considerations. Both experimental and theoretical approaches are considered to explain the mechanistic details of the reaction.

References

Dec 14, 1976·Biochemistry·W J Albery, J R Knowles
Dec 14, 1976·Biochemistry·W J Albery, J R Knowles
May 1, 1992·Archives of Biochemistry and Biophysics·A S MildvanA Kuliopulos
Feb 1, 1970·European Journal of Biochemistry·H Weintraub, E E Baulieu
Jan 6, 1995·Science·A Radzicka, R Wolfenden
Aug 6, 1996·Proceedings of the National Academy of Sciences of the United States of America·Q ZhaoA S Mildvan
Dec 10, 1996·Proceedings of the National Academy of Sciences of the United States of America·S O Shan, D Herschlag
Apr 18, 1997·Science·Z R WuM F Summers
Jan 1, 1997·Annual Review of Physical Chemistry·C L Perrin, J B Nielson
Jul 22, 1998·Biochemistry·L D ThornburgR M Pollack
Sep 25, 1998·The Journal of Biological Chemistry·W W ClelandJ A Gerlt
Oct 3, 1998·The Journal of Biological Chemistry·W R Cannon, S J Benkovic
Sep 25, 1999·Archives of Biochemistry and Biophysics·R M PollackM F Summers
Oct 5, 2001·Journal of the American Chemical Society·L D ThornburgR M Pollack
Dec 27, 2002·Biochemistry·Isabella Feierberg, Johan Aqvist
Jun 19, 2003·Journal of the American Chemical Society·Devleena MazumderThomas C Bruice
Aug 21, 2003·Journal of the American Chemical Society·G Andrés CisnerosWeitao Yang
Oct 1, 1955·Biochimica Et Biophysica Acta·P TALALAY, V S WANG
Mar 3, 2004·Biochemistry·Martin St Maurice, Stephen L Bearne

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Citations

Dec 4, 2014·Phytochemistry·Nadine MeitingerWolfgang Kreis
May 28, 2009·Biochemistry·Paul A SigalaDaniel Herschlag
Aug 27, 2009·Proceedings of the National Academy of Sciences of the United States of America·Jason P SchwansDaniel Herschlag
Oct 23, 2009·Proceedings of the National Academy of Sciences of the United States of America·Erik W DeblerIan A Wilson
Feb 11, 2010·Biochemistry·William Childs, Steven G Boxer
Apr 20, 2010·Journal of the American Chemical Society·William Childs, Steven G Boxer
Jun 30, 2011·Biochemistry·Philip Hanoian, Sharon Hammes-Schiffer
Sep 29, 2011·Proceedings of the National Academy of Sciences of the United States of America·Santosh Kumar JhaSteven G Boxer
Nov 8, 2011·Journal of the American Chemical Society·Jason P SchwansDaniel Herschlag
Dec 6, 2012·Journal of the American Chemical Society·Joshua P Layfield, Sharon Hammes-Schiffer
Jan 19, 2013·Biochemistry·Tina L Amyes, John P Richard
Apr 30, 2008·Journal of Biochemistry·Hyeong Ju LeeHee Cheon Lee
Jun 7, 2013·Molecules and Cells·Hyung Jin ChaKwan Yong Choi
Dec 17, 2014·Proceedings of the National Academy of Sciences of the United States of America·Lu WangThomas E Markland
Jan 8, 2015·Frontiers in Genetics·Luis Sanchez-Pulido, Chris P Ponting
Jul 5, 2016·Biochimica Et Biophysica Acta·Hyung Jin ChaKwan Yong Choi
Aug 25, 2016·The Journal of Physical Chemistry Letters·Ralph WelschThomas F Miller
Aug 23, 2016·Journal of the American Chemical Society·Yufan Wu, Steven G Boxer
Jul 11, 2013·Proceedings of the National Academy of Sciences of the United States of America·Stephen D Fried, Steven G Boxer
Jan 4, 2017·Biochemistry·Vandana LambaMarcello Forconi
Feb 7, 2017·Journal of Agricultural and Food Chemistry·Suellen F MotaElaine A Souza
Apr 5, 2017·Annual Review of Biochemistry·Stephen D Fried, Steven G Boxer
Jan 13, 2015·Angewandte Chemie·Irene FelkerBenjamin List
Jan 7, 2020·Chemphyschem : a European Journal of Chemical Physics and Physical Chemistry·José M Saa, Antonio Frontera

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