Antibiotic origami: selective formation of spirotetronates in abyssomicin biosynthesis

Author:

Mbatha Sbusisiwe Z.1ORCID,Back Catherine R.2,Devine Andrew J.1ORCID,Mulliner Hannah M.1,Johns Samuel T.2,Lewin Harry2,Cheung Kaiman A.1ORCID,Zorn Katja3,Stach James E. M.4,Hayes Martin A.3ORCID,van der Kamp Marc W.2ORCID,Race Paul R.24ORCID,Willis Christine L.1ORCID

Affiliation:

1. School of Chemistry, University of Bristol, Bristol, BS8 1TS, UK

2. School of Biochemistry, University of Bristol, Bristol, BS8 1TD, UK

3. Compound Synthesis and Management, Discovery Sciences, Biopharmaceuticals R&D, AstraZeneca, Pepparedsleden 1, 431 83, Mölndal, Sweden

4. School of Natural and Environmental Sciences, Newcastle University, Newcastle Upon Tyne, NE1 7RU, UK

Abstract

The molecular origins of stereoselectivity in enzyme catalysed Diels–Alder reactions in abyssomicin biosynthesis are determined and spirotetronates prepared with the creation of 3 new stereocentres.

Funder

Biotechnology and Biological Sciences Research Council

Engineering and Physical Sciences Research Council

EPSRC Centre for Doctoral Training in Technology Enhanced Chemical Synthesis

AstraZeneca

Publisher

Royal Society of Chemistry (RSC)

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