PMID: 18722442DOI: 10.1021/ja804162dAug 30, 2008Paper
Hock cleavage of cholesterol 5alpha-hydroperoxide: an ozone-free pathway to the cholesterol ozonolysis products identified in arterial plaque and brain tissue
Journal of the American Chemical Society
Johan BrinkhorstDerek A Pratt
Abstract
Cholesterol 5alpha-hydroperoxide, the major product of 1O2-oxidation of cholesterol, readily undergoes acid-catalyzed (Hock) cleavage of the C5-C6 bond to yield the 5,6-secosterol ketoaldehyde and the product of its intramolecular aldolization. These cholesterol oxidation products have long been thought to arise solely from ozonolysis of cholesterol, prompting the recent suggestion that ozone is produced in humans following their identification in arterial and brain tissue extracts.
Citations
Aug 25, 2011·Chemical Reviews·Huiyong YinNed A Porter
Jul 3, 2013·Chemical Reviews·Janez Cerkovnik, Božo Plesničar
Oct 15, 2013·Organic Letters·Xiaojian ZhengZhiping Li
Sep 26, 2013·Chemical Research in Toxicology·Thiago C Genaro-MattosSayuri Miyamoto
May 23, 2009·Chemical Communications : Chem Comm·Anita D WentworthPaul Wentworth
Oct 6, 2010·Journal of Lipid Research·Susumu TomonoHiroshi Ohshima
Feb 8, 2011·Journal of Clinical Biochemistry and Nutrition·Junji TeraoNoriko Bando
Jan 17, 2012·Journal of Clinical Biochemistry and Nutrition·Ying-Ling LaiHiroshi Ohshima
Feb 22, 2014·Steroids·Jacek W Morzycki
Mar 9, 2013·Bioscience, Biotechnology, and Biochemistry·Susumu TomonoHiroshi Ohshima
Apr 5, 2016·Oxidative Medicine and Cellular Longevity·Arnold N Onyango
Oct 15, 2014·Free Radical Research·Etsuo Niki
Nov 11, 2014·Free Radical Research·L Xu, N A Porter
Feb 12, 2013·Free Radical Biology & Medicine·Noriyuki MiyoshiHiroshi Ohshima
Jun 10, 2009·Biochemical and Biophysical Research Communications·Achuthan C RaghavamenonRao M Uppu
May 24, 2016·Journal of the American Chemical Society·Zosia A M Zielinski, Derek A Pratt
May 30, 2009·Free Radical Biology & Medicine·K SathishkumarRao M Uppu
Jun 9, 2009·Free Radical Biology & Medicine·Etsuo Niki
Mar 2, 2017·The Journal of Organic Chemistry·Zosia A M Zielinski, Derek A Pratt
Nov 17, 2015·Chemical Communications : Chem Comm·Younseok NamInjae Shin
Oct 26, 2018·Organic & Biomolecular Chemistry·Fenja L DueckerPhilipp Heretsch
Sep 5, 2015·Chemistry, an Asian Journal·Shū Kobayashi
May 16, 2015·Beilstein Journal of Organic Chemistry·Jacek W Morzycki, Andrzej Sobkowiak
Aug 26, 2016·Beilstein Journal of Organic Chemistry·Ivan A YaremenkoAlexander O Terent'ev
Dec 4, 2019·Angewandte Chemie·Emily L SchaeferDerek A Pratt
Sep 1, 2017·Scientific Reports·Junya ItoKiyotaka Nakagawa
Feb 9, 2016·Journal of Chemical Biology·Arnold N Onyango
Mar 1, 2014·Biophysics Reviews·Rosangela ItriMaurício S Baptista
Jan 27, 2021·Free Radical Research·Sayuri MiyamotoLucas G Viviani
Apr 11, 2009·Chemical Research in Toxicology·Miriam UemiPaolo Di Mascio
Nov 20, 2020·Chemical Reviews·Morgan K ForetGonzalo Cosa
Jun 16, 2021·Cell Biochemistry and Biophysics·Xueli GaoRao M Uppu
Aug 5, 2010·Analytical Chemistry·Graziella E RonseinPaolo Di Mascio
Aug 14, 2010·Analytical Chemistry·Fernando V MansanoSayuri Miyamoto
Jan 1, 2020·ACS Omega·Isabel O L Bacellar, Mauricio S Baptista
The Rearrangement of Peroxides for the Construction of Fluorophoric 1,4-Benzoxazin-3-one Derivatives
Feb 23, 2019·Organic Letters·Moreshwar B ChaudhariBoopathy Gnanaprakasam
Jan 31, 2020·The Journal of Organic Chemistry·Moreshwar B ChaudhariBoopathy Gnanaprakasam
Jan 10, 2019·Journal of the American Chemical Society·Zosia A M Zielinski, Derek A Pratt
Nov 25, 2020·The Journal of Organic Chemistry·Fu YeHaijun Chen
Aug 22, 2021·Redox Biology·Albert W Girotti, Witold Korytowski
Feb 6, 2019·Chemical Reviews·Paolo Di MascioJean Cadet
Jun 30, 2009·Journal of Chromatography. B, Analytical Technologies in the Biomedical and Life Sciences·William J Griffiths, Yuqin Wang
Jun 16, 2021·American Journal of Respiratory Cell and Molecular Biology·Alexia PerrymanIlona Jaspers
Jun 28, 2011·Chemistry and Physics of Lipids·Luigi Iuliano
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