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Synthesis of spin‐labeled neutral lipids: Nitroxyl derivatives of triglycerides and sterol esters
Author(s) -
Morrisett Joel D.
Publication year - 1974
Publication title -
lipids
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.601
H-Index - 120
eISSN - 1558-9307
pISSN - 0024-4201
DOI - 10.1007/bf02532183
Subject(s) - stearic acid , chemistry , nitroxyl , acyl group , organic chemistry , acylation , fatty acid , steroid , sterol , triglyceride , cholesteryl ester , derivative (finance) , trifluoroacetic anhydride , cholesterol , biochemistry , group (periodic table) , catalysis , lipoprotein , hormone , financial economics , economics
Methods for the preparation of useful spin‐labeled neutral lipids are described. A spin‐labeled triglyceride has been prepared by acylation of 1,3‐distearoylglycerol with stearic acid anhydride bearing the 4′,4′‐dimethyloxazolidine‐N‐oxyl ring at carbon‐12. The same fatty acid anhydride has been used to acylate the 3‐hydroxy group of cholesterol to obtain a cholesteryl ester with the nitroxyl function in the fatty acyl chain. The 4′,4′‐dimethyloxazolidinyl‐1‐oxyl derivative of 5α‐an drostan‐3‐one‐17β‐ol has been esterified with stearic acid anhydride to obtain a steroid ester with the paramagnetic center in the steroid nucleus.

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