Mechanistic insights into Diels-Alder reactions in natural product biosynthesis.

Abstract:

:Natural enzymes that catalyze Diels-Alder reactions have long been sought after, yet few enzymes have been experimentally confirmed to perform this reaction. In the past five years, several stand-alone enzymes that can catalyze the Diels-Alder reaction had been identified and characterized. Among which, the crystal structures of SpnF, PyrI4 and AbyU have been determined. The structures of PyrI4 and AbyU, which are involved in spirotetronate/spirotetramate biosynthesis, are particularly informative since they shed light on how a natural catalyst captures the flexible substrate and facilitates the intramolecular Diels-Alder reaction through stabilization of the transition state in catalysis. These pioneering studies will inspire the design of artificial catalysts for Diels-Alder reactions.

journal_name

Curr Opin Chem Biol

authors

Hashimoto T,Kuzuyama T

doi

10.1016/j.cbpa.2016.09.015

subject

Has Abstract

pub_date

2016-12-01 00:00:00

pages

117-123

eissn

1367-5931

issn

1879-0402

pii

S1367-5931(16)30150-8

journal_volume

35

pub_type

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