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Biosynthesis of tritium, deuterium and carbon-13 labeled cycloheximide

✍ Scribed by Richard S. P. Hsi; Dennis F. Witz; Wayne T. Stolle; Lubomir Baczynskyj; Terrence A. Scahill

Publisher
John Wiley and Sons
Year
1980
Tongue
French
Weight
498 KB
Volume
17
Category
Article
ISSN
0022-2135

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✦ Synopsis

Abstract

Tritium, deuterium, and carbon‐13 labeled cycloheximide were prepared through fermentation of Streptomyces griseus in the presence of S‐methyl labeled L‐methionine. Cycloheximide‐^3^H of specific activity 4.96 mCi/mg (1.40 Ci/mmol) was obtained in 25% overall radiochemical yield. Nuclear magnetic resonance and mass spectral analyses of the deuterium and carbon‐13 labeled products showed that isotope incorporation occurred virtually exclusively in the two methyl groups in cycloheximide, with negligible (<5%) incorporation in the rest of the molecule. Furthermore, deuterated species contained either three or six deuterium atoms, indicating that the methyl groups were transferred intact from L‐methionine. Also, the two methyl groups in cycloheximide were of equal isotope enrichment. The overall enrichment achieved in the methyl groups was 55% and 45%, respectively, in the deuterium and carbon‐13 labeled compounds.

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