STEREO CHEMISTRY OF HYDROGEN INTRODUCTION AT C-25 DURING CHOLESTEROL BIOSYNTHESIS IN HIGHER PLANTS

Abstract

Feeding of [26-¹³]desmosterol and [26-¹³C]Δ²⁵⁽²⁶⁾-cholesterol to cultured cells of Oryza sativa and hairy roots of Ajuga reptans var. atropurpurea followed by ¹³C-NMR analysis of the resulting ¹³C-labeled cholesteroldemonstrated that hydrogen introduction at C-25 occurs on the Si-face of desmosterol and on the Re-face of Δ²⁵⁽²⁶⁾-cholesterol.