Physcomitrella PpORS, basal to plant type iii polyketide synthases in phylogenetic trees, is a very long chain 2'-oxoalkylresorcinol synthase

17Citations
Citations of this article
43Readers
Mendeley users who have this article in their library.

This article is free to access.

Abstract

The plant type III polyketide synthases (PKSs), which produce diverse secondary metabolites with different biological activities, have successfully co-evolved with land plants.To gain insight into the roles that ancestral type III PKSs played during the early evolution of land plants, we cloned and characterized PpORS from the moss Physcomitrella. PpORS has been proposed to closely resemble the most recent common ancestor of the plant type III PKSs.PpORScondenses a very long chain fatty acyl-CoA with four molecules of malonyl-CoA and catalyzes decarboxylative aldol cyclization to yield the pentaketide 2'-oxoalkylresorcinol. Therefore, PpORS is a 2'-oxoalkylresorcinol synthase. Structure modeling and sequence alignments identified a unique set of amino acid residues (Gln218, Val277, and Ala 286) at the putative PpORS active site. Substitution of the Ala 286 to Phe apparently constricted the active site cavity, and the A286F mutant instead produced triketide alkylpyrones from fatty acyl-CoA substrates with shorter chain lengths. Phylogenetic analysis and comparison of the active sites of PpORS and alkylresorcinol synthases from sorghum and rice suggested that the gramineous enzymes evolved independently from PpORS to have similar functions but with distinct active site architecture. Microarray analysis revealed that PpORS is exclusively expressed in nonprotonemal moss cells. The in planta function of PpORS, therefore, is probably related to a nonprotonemal structure, such as the cuticle. © 2013 by The American Society for Biochemistry and Molecular Biology, Inc.

References Powered by Scopus

MrBayes 3: Bayesian phylogenetic inference under mixed models

27250Citations
N/AReaders
Get full text

MEGA4: Molecular Evolutionary Genetics Analysis (MEGA) software version 4.0

26050Citations
N/AReaders
Get full text

Scalable molecular dynamics with NAMD

14505Citations
N/AReaders
Get full text

Cited by Powered by Scopus

Type III Polyketide Synthases: Functional Classification and Phylogenomics

93Citations
N/AReaders
Get full text

How structural subtleties lead to molecular diversity for the type III polyketide synthases

60Citations
N/AReaders
Get full text

Evolution and function of red pigmentation in land plants

41Citations
N/AReaders
Get full text

Register to see more suggestions

Mendeley helps you to discover research relevant for your work.

Already have an account?

Cite

CITATION STYLE

APA

Kim, S. Y., Colpitts, C. C., Wiedemann, G., Jepson, C., Rahimi, M., Rothwell, J. R., … Suh, D. Y. (2013). Physcomitrella PpORS, basal to plant type iii polyketide synthases in phylogenetic trees, is a very long chain 2’-oxoalkylresorcinol synthase. Journal of Biological Chemistry, 288(4), 2767–2777. https://doi.org/10.1074/jbc.M112.430686

Readers' Seniority

Tooltip

PhD / Post grad / Masters / Doc 16

50%

Researcher 12

38%

Professor / Associate Prof. 3

9%

Lecturer / Post doc 1

3%

Readers' Discipline

Tooltip

Agricultural and Biological Sciences 16

47%

Biochemistry, Genetics and Molecular Bi... 15

44%

Chemistry 2

6%

Chemical Engineering 1

3%

Save time finding and organizing research with Mendeley

Sign up for free