NDLI: Recognition of extended linear and cyclised polyketide mimics by a type II acyl carrier protein

Content Provider	Royal Society of Chemistry (RSC)
Author	Simpson, Thomas J. Willis, Christine L. Williams, Christopher Crosby, John Crump, Matthew P. Dong, Xu Bailey, Christopher D.
Copyright Year	2016
Abstract	Polyketides are secondary metabolites which display both valuable pharmaceutical and agrochemical properties. Biosynthesis is performed by polyketide synthases (PKSs), and the acyl carrier protein (ACP), a small acidic protein, that transports the growing polyketide chain and is essential for activity. Here we report the synthesis of two aromatic probes and a linear octaketide mimic that have been tethered to actinorhodin ACP. These experiments were aimed at probing the ACP's capacity to sequester a non-polar versus a phenolic aromatic ring (that more closely mimics a polyketide intermediate) as well as investigations with extended polyketide chain surrogates. The binding of these mimics has been assessed using high-resolution solution NMR studies and high-resolution structure determination. These results reveal that surprisingly a PKS ACP is able to bind and sequester a bulky non-polar substrate containing an aromatic ring in a fatty acid type binding mode, but the introduction of even a small degree of polarity favours a markedly different association at a surface site that is distinct from that employed by fatty acid ACPs.
Starting Page	1779
Ending Page	1785
Page Count	7
File Format	HTM / HTML PDF
ISSN	20416520
Volume Number	7
Issue Number	3
Journal	Chemical Science
DOI	10.1039/c5sc03864b
Language	English
Publisher	Royal Society of Chemistry
Access Restriction	Subscribed
Subject Keyword	Polyketide Agrochemical Fatty acid Acyl carrier protein Actinorhodin Nuclear magnetic resonance ACP Protein
Content Type	Text
Resource Type	Article
Subject	Chemistry

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Unusual Acylation Properties Of Type II Fatty Acid Biosynthesis Acyl Carrier Proteins

A GX₂GX₃G motif facilitates acyl chain sequestration by Saccharomyces cerevisiae acyl carrier protein.

Preliminary kinetic analysis of acyl carrier protein–ketoacylsynthase interactions in the actinorhodin minimal polyketide synthase

Probing the structure and function of acyl carrier proteins to unlock the strategic redesign of type II polyketide biosynthetic pathways.

Loading of malonyl-CoA onto tandem acyl carrier protein domains of polyunsaturated fatty acid synthases

Insights into the function of trans-acyl transferase polyketide synthases from the SAXS structure of a complete module

A combination of polyunsaturated fatty acid, nonribosomal peptide and polyketide biosynthetic machinery is used to assemble the zeamine antibiotics

Chemoenzymatic exchange of phosphopantetheine on protein and peptide

Backbone and side chain $^{1}$H, $^{15}$N & $^{13}$C chemical shift assignments of the holo-acyl carrier protein (ACP) of Leishmania major

Recognition of extended linear and cyclised polyketide mimics by a type II acyl carrier protein

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