Use of deuterium as a tracer with 13C nuclear magnetic resonance spectroscopy in following deuteride migration in terpenoid biosynthesis: mechanism of geranylgeranyl pyrophosphate cyclisation in fusicoccin biosynthesis
- 1 January 1978
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Chemical Communications
- No. 19,p. 843-845
- https://doi.org/10.1039/c39780000843
Abstract
Three of the four (4R) mevalonoid atoms retained in fusicoccin (1a) have been located at C-7, C-15, and C-23 by 13C n.m.r. spectroscopy, following the incorporation of [3-13C, 4-2H2]mevalonolactone; a 1,2-deuteride shift is demonstrated in the formation of the bicyclic intermediate (3), whilst two consecutive 1,2-deuteride shifts are established during the further cyclisation of (3) to (1a).Keywords
This publication has 1 reference indexed in Scilit:
- Deuterium as a tracer in polyketide biosynthesis: a new method for the detection of chain starter unitsJournal of the Chemical Society, Chemical Communications, 1977