Title of article :
Mechanism of the second methylation in sitosterol side-chain biosynthesis in higher plants: metabolic fate of 28-hydrogens of 24-methylenecholesterol in Morus alba cell cultures
Author/Authors :
Okuzumi، نويسنده , , Tatsuya and Kaji، نويسنده , , Yuko and Hamada، نويسنده , , Hiroki and Fujimoto، نويسنده , , Yoshinori، نويسنده ,
Issue Information :
هفته نامه با شماره پیاپی سال 2000
Pages :
4
From page :
3623
To page :
3626
Abstract :
Biosynthesis of the side-chain of sitosterol in higher plants involves two methylation steps by attack of S-adenosylmethionine. The stereochemical features of the second methylation, namely, of the conversion from 24-methylenecholesterol to isofucosterol in higher plants has been investigated. Feeding studies of synthesized [28E-2H]- and [28Z-2H]-24-methylenecholesterols to cultured cells of Morus alba followed by 2H NMR analysis of the resulting isofucosterol established that the second methylation proceeded in such a manner that addition of the methyl group and proton loss occur on opposite faces of the original Δ24(28)-double bond.
Keywords :
steroids and sterols , NMR , Stereochemistry , Biosynthesis
Journal title :
Tetrahedron Letters
Serial Year :
2000
Journal title :
Tetrahedron Letters
Record number :
1637534
Link To Document :
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