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A unified mechanism for plant polyketide biosynthesis derived from in silico modeling.

Abstract：

:The polyketide synthases found in a variety of plants and fungi provide a varied source of biologically active compounds of pharmacological and medicinal interest. Stilbene synthase and chalcone synthase catalyze the formation of a common tetraketide intermediate, but use different cyclization mechanisms to produce distinct and separate natural products. While key structural differences have been identified to explain this functional diversity, a fuller explication of the factors responsible for this mechanistic disparity is required. Based on the energetics of our models of the bound tetraketides, and our structural analysis of the active sites we propose that a key tautomeric conversion provides a mechanistic framework common to both cyclizations. A previously unidentified active water molecule facilitates cyclization in chalcone synthase through a Claisen mechanism. Such a "Claisen switch" is comparable to the previously characterized "aldol switch" mechanism proposed for the biosynthesis of resveratrol in stilbene synthase.

journal_name

Biochem Biophys Res Commun

journal_title

Biochemical and biophysical research communications

authors

Healy EF,Cervantes L,Nabona B,Williams J

doi

10.1016/j.bbrc.2018.02.190

subject

Has Abstract

pub_date

2018-03-18 00:00:00

pages

1123-1128

issue

4

eissn

0006-291X

issn

1090-2104

pii

S0006-291X(18)30436-4

journal_volume

497

pub_type

杂志文章

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