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PredicateObject
rdf:type
lifeskim:mentions
pubmed:issue
2
pubmed:dateCreated
1978-9-1
pubmed:abstractText
The color reaction of cholesterol with trichloracetic acid and antimony trichloride was examined to elucidate its reaction mechanism. 3,5-Cholestadiene, 3,3'bis(3,5-cholestadiene), 3,3'bis(2,4-cholestadiene), and cholesteryl trichloroacetate were isolated as the reaction products from the colored reaction mixture of cholesterol, and the first three compounds were found to be responsible for the coloration. It was assumed that cholesterol was dehydrated to 3,5-cholestadiene and 2,4-cholestadiene, which were dimerized to 3,3'-bis(3,5-cholestadiene) and 3,3'-bis(2,4-cholestadiene), respectively, and 3,3'-bis(2,4-cholestadiene) was in part converted to 3,3'-bis(3,5-cholestadiene) in trichloroacetic acid and antimony trichloride. The free radicals were detected in the colored solutions of choelsterol, 3,5-cholestadiene, 3,3'-bis(3,5-cholestadiene), and 3,3'-bis(2,4-cholestadiene), and inferred to be the radical cations of the steroids. The radical cation was postulated to be responsible with respect to the mechanism of the coloration. The relationship between the color reagent and the formation of dimeric steroids was described.
pubmed:language
eng
pubmed:journal
pubmed:citationSubset
IM
pubmed:chemical
pubmed:status
MEDLINE
pubmed:month
Feb
pubmed:issn
0039-128X
pubmed:author
pubmed:issnType
Print
pubmed:volume
31
pubmed:owner
NLM
pubmed:authorsComplete
Y
pubmed:pagination
163-74
pubmed:dateRevised
2008-11-21
pubmed:meshHeading
pubmed:year
1978
pubmed:articleTitle
Color reaction of cholesterol with trichloracetic acid and antimony trichloride. On the reaction mechanism.
pubmed:publicationType
Journal Article