Simple Method to Determine the Absolute Configuration of the Glycerol Moiety in Glycosyl Glycerols Based on ORD and CD |
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Authors: | Hirotaka Uzawa Yoshihiro Nishida Hiroshi Ohrui Hiroshi Meguro |
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Affiliation: | Department of Food Chemistry, Faculty of Agriculture, Tohoku University, Tsutsumidori-Amamiyamachi 1—1, Sendai 980, Japan |
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Abstract: | A general method to determine the absolute configuration of the glycerol moiety in glycopyranosyl glycerols is presented, which involves per-O-benzylation and acid hydrolysis of the glycosyl glycerol to give optically active 1,2- or 2,3-di-O-benzylated sn-glycerol (III). ORD and CD measurements of III and its benzoylated derivatives gave intensive optical rotations or Cotton effects to determine the absolute configuration at C2. |
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