Biosynthetic incorporation of [β-14C; 3,5-2H2; 4-3H]cinnamic acid into capsaicin and norpluviine: lack of an apparent isotope effect following an NIH shift
- 1 January 1969
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society D: Chemical Communications
- No. 18,p. 1075b-1077
- https://doi.org/10.1039/c2969001075b
Abstract
Biosynthetic experiments with [4-3H]-, [4-3H; 3,5-2H2]- and [3-3H]cinnamic acid, using Capsicum annuum and “Texas” daffodils, have shown that hydroxylation at C-4 involves migration of hydrogen to the neighbouring carbon (the “NIH shift”) and that the aromatisation step following migration involves no apparent isotope effect and is presumably stereospecific and enzymically controlled.Keywords
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