The biosynthesis of rubrofusarin, a polyketide naphthopyrone from Fusarium culmorum: 13C n.m.r. assignments and incorporation of 13C- and 2H-labelled acetates
- 1 January 1984
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Journal of the Chemical Society, Perkin Transactions 1
- No. 12,p. 2919-2925
- https://doi.org/10.1039/p19840002919
Abstract
The polyketide chain in rubrofusarin biosynthesis has been shown to adopt the folding pattern B by the incorporation of 13CH3 13CO2 Na and of CD3 13CO2 Na, with observation of the β-isotopic shifts in the 13C n.m.r. spectrum, in the rubrofusarin derivative (5). The extent of retention of deuterium at the various sites is interpreted in terms of an unusual sequence of biosynthetic steps. The assignment of the 13C n.m.r. spectrum of rubrofusarin dimethyl ether (2) was made with the aid of specific deuteriation and 1H–13C n.O.e.'s as well as more standard techniques.This publication has 3 references indexed in Scilit:
- Studies in relation to biosynthesis. Part 48. Phomazarin. Part 2. 13C n.m.r. Spectra and biosynthesis of phomazarinJournal of the Chemical Society, Perkin Transactions 1, 1979
- Carbon-13 nuclear magnetic resonance assignments of some fungal C20 anthraquinones; their biosynthesis in relation to that of aflatoxin B1Journal of the Chemical Society, Perkin Transactions 1, 1977
- Biosynthesis of citromycetin: incorporation of [1-13C]-, [2-13C]-, and [1,2-13C2]acetatesJournal of the Chemical Society, Chemical Communications, 1976