Issue 13, 1977

Pattern of incorporation of leucine samples asymmetrically labelled with 13C in the isopropyl unit into the C5-isoprenoid units of echinuline and flavoglaucine

Abstract

The labelling pattern of the C5-isoprenoid moieties of echinuline (18) and flavoglaucine (19) obtained in feeding experiments of Aspergillus amstelodami of 90% enriched (4R)[5-13C]leucine (11) and of the (4S)-isomer (12), determined by 13C-n.m.r. spectroscopy, appears in agreement with a preferential incorporation of the carbon atom of the pro-S methyl group of the stereospecifically labelled amino acid (12) into the C-3 methyl group of the intermediate mevalonic acid and of the carbon atom of the pro-R methyl group of (11) in position 4, respectively.

Article information

Article type
Paper

J. Chem. Soc., Chem. Commun., 1977, 474-476

Pattern of incorporation of leucine samples asymmetrically labelled with 13C in the isopropyl unit into the C5-isoprenoid units of echinuline and flavoglaucine

R. Cardillo, C. Fuganti, D. Ghiringhelli, P. Grasselli and G. Gatti, J. Chem. Soc., Chem. Commun., 1977, 474 DOI: 10.1039/C39770000474

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