A new fluorescent cholesterol derivative: structure and blood plasma analysis.
A fluorescent cholesterol derivative produced by reaction with gaseous HCl and zinc chloride in ethyl acetate is shown to be a chlorine substituted B-ring diene. The species forms relatively rapidly via an i-steroid rearrangement, requiring a temperature around 70 degrees C. A weak, possibly dimeric pi-allyl zinc complex exists in solution, leading to a red shift in the fluorescence emission. The application of the derivative to the determination of cholesterol in bovine plasma provides good sensitivity and precision and requires notably small sample volumes.
Abubaker
M A
MA
Department of Chemistry, University of Idaho, Moscow 83843.
von Wandruszka
R
R
D000818:Animals; D002417:Cattle; D002712:Chlorides; D002784:Cholesterol / Q000031:analogs & derivatives* / Q000097:blood / Q000737:chemistry; D005456:Fluorescent Dyes / Q000138:chemical synthesis / Q000737:chemistry; D015394:Molecular Structure; D010777:Photochemistry; D013050:Spectrometry, Fluorescence; D013057:Spectrum Analysis; D015032:Zinc; D017967:Zinc Compounds
D002712:Chlorides; D005456:Fluorescent Dyes; D017967:Zinc Compounds; C016837:zinc chloride; D002784:Cholesterol; D015032:Zinc