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Communication | Special issue | Vol 13, No. 1, 1979, pp.247-253
Published online, 1st January, 1970
DOI: 10.3987/S-1979-01-0247
Utilization of 13C -13C Coupling in Structural and Biosynthetic Studies. XII. Biosynthesis of 2-(But-1,3-dienyl)-3-hydro-4-(penta-1,3-dienyl)-tetrahydrofuran, A Metabolite of Chaetomium coarctaum

Haruo Seto,* Mariko Saito, Jun Uzawa, and Hiroshi Yonehara

*Institute of Applied Microbiology, The University of Tokyo, 1-1-1 Yayoi, Bunkyo-ku, Tokyo 113-8567, Japan

Abstract

The titled metabolite of Chaetomium coarctatum was proved to derive from seven acetate units. The labeling pattern obtained by the use of 13C-labeled precursors implies the involvement of epoxide rearrangement to give a tetrahydrofuran ring. Incorporation of C2H3CO2Na was also investigated by 2H-nmr spectrometry.