Title
Product Rearrangement from Altering a Single Residue in the Rice syn-Copalyl Diphosphate Synthase
Campus Units
Biochemistry, Biophysics and Molecular Biology
Document Type
Article
Publication Version
Published Version
Publication Date
2016
Journal or Book Title
Organic Letters
Volume
18
Issue
5
First Page
1060
Last Page
1063
DOI
10.1021/acs.orglett.6b00181
Abstract
Through site-directed mutagenesis targeted at identification of the catalytic base in the rice (Oryza sativa) syn-copalyl diphosphate synthase OsCPS4, changes to a single residue (H501) were found to induce rearrangement rather than immediate deprotonation of the initially formed bicycle, leading to production of the novel compound syn-halimadienyl diphosphate. These mutational results are combined with quantum chemical calculations to provide insight into the underlying reaction mechanism.
Rights
This is an open access article published under an ACS AuthorChoice License, which permits copying and redistribution of the article or any adaptations for non-commercial purposes.
Copyright Owner
American Chemical Society
Copyright Date
2016
Language
en
File Format
application/pdf
Recommended Citation
Potter, Kevin C.; Jia, Meirong; Hong, Young J.; Tantillo, Dean; and Peters, Reuben J., "Product Rearrangement from Altering a Single Residue in the Rice syn-Copalyl Diphosphate Synthase" (2016). Biochemistry, Biophysics and Molecular Biology Publications. 93.
https://lib.dr.iastate.edu/bbmb_ag_pubs/93
Included in
Biochemistry Commons, Molecular Biology Commons, Plant Breeding and Genetics Commons, Structural Biology Commons
Comments
This article is published as Product Rearrangement from Altering a Single Residue in the Rice syn-Copalyl Diphosphate Synthase, Kevin C. Potter, Meirong Jia, Young J. Hong, Dean Tantillo, and Reuben J. Peters, Organic Letters 2016 18 (5), 1060-1063, DOI: 10.1021/acs.orglett.6b00181. Posted with permission.