Wentworth Anita D, Song Byeong-Doo, Nieva Jorge, Shafton Asher, Tripurenani Sangeetha, Wentworth Paul
Department of Chemistry and the Skaggs Institute for Chemical Biology, The Scripps Research Institute, La Jolla, CA 92037, USA.
Chem Commun (Camb). 2009 Jun 7(21):3098-100. doi: 10.1039/b821584g. Epub 2009 Apr 16.
Ongoing efforts to unravel the origins of the cholesterol 5,6-secosterols (1a and 1b) in biological systems have revealed that the two known chemical routes to these oxysterols, ozonolysis of cholesterol (3) and Hock-cleavage of 5-alpha-hydroperoxycholesterol (4a), are distinguishable based upon the ratio of the hydrazone derivatives (2a and 2b) formed in each case and this ratio offers an insight into the chemical origin of the secosterols in vivo.