Stereochemical features of C-methylations on the path to Delta 24(28)-methylene and Delta(24(28))-ethylidene sterols: Studies on the recombinant phytosterol methyl transferase from Arabidopsis thaliana

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作者
Tong, Y [1 ]
McCourt, BS [1 ]
Guo, DA [1 ]
Mangla, AT [1 ]
Zhou, WX [1 ]
Jenkins, MD [1 ]
Zhou, W [1 ]
Lopez, M [1 ]
Nes, WD [1 ]
机构
[1] TEXAS TECH UNIV,DEPT CHEM & BIOCHEM,LUBBOCK,TX 79409
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中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
Using a homogenate prepared from Escherichia coli cells that express the sterol methyl transferase (Sh IT) gene of Arabidopsis thaliana, migration of the hydrogen atom at C-24 to C-25 from the Re-face of the double bond was demonstrated in the biosynthesis of [27-C-13] 24(28)-methylenezymosterol (fecosterol) from [27-C-13]zymosterol and the chirality of the C-25 stereocenter (25R) was found to be retained after the stereospecific conversion of [27-C-13]24(28)-methylenezymosterol to [27-C-13](24(28)Z) -ethylidenecholest-8-en-3 beta-ol. (C) 1997 Elsevier Science Ltd.
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页码:6115 / 6118
页数:4
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