Stereochemical Course in Water Addition during LUP1-Catalyzed Triterpene Cyclization
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https://figshare.com/articles/dataset/Stereochemical_Course_in_Water_Addition_during_LUP1_Catalyzed_Triterpene_Cyclization/3046444
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资源简介:
Arabidopsis thaliana LUP1 (At1g78970) catalyzes the cyclization of oxidosqualene into lupeol and 3β,20-dihydroxylupane (lupanediol). The
stereochemical course of water addition to the lupanyl cation was studied. The X-ray crystal structure of lupanylepoxide 3,5-dinitrobenzoate
established the configuration of epoxide as 20S. LiAlD4 reduction of the epoxide enabled the chemical shift assignment of prochiral methyl
groups at C20 of lupanediol. Correlation of these methyl groups with biosynthetic lupanediol from [1,2-13C2] acetate established the stereochemical
course of water addition.
创建时间:
2006-11-23



