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Australian Journal of Chemistry Australian Journal of Chemistry Society
An international journal for chemical science
RESEARCH ARTICLE

Sirodesmin Biosynthesis

JD Bulock and LE Clough

Australian Journal of Chemistry 45(1) 39 - 45
Published: 1992

Abstract

Using DL-[3,5-3H,U-14C]tyrosine it is shown that in the biosynthesis of sirodesmins all nine carbon atoms of tyrosine are incorporated into the rearranged structure. Using [13C21acetate it is confirmed that the biosynthesis proceeds by way of a type of Claisen rearrangement of an O-(3,3-dimethylallyl)tyrosine derivative, and the chirality of this rearrangement is established. The order and stereochemical implications of other steps in the biosynthesis are considered.

https://doi.org/10.1071/CH9920039

© CSIRO 1992

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