Article
Product Rearrangement from Altering a Single Residue in the Rice syn-Copalyl Diphosphate Synthase
Organic Letters
Document Type
Article
Disciplines
Publication Version
Published Version
Publication Date
1-1-2016
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
Citation Information
Kevin C. Potter, Meirong Jia, Young J. Hong, Dean Tantillo, et al.. "Product Rearrangement from Altering a Single Residue in the Rice syn-Copalyl Diphosphate Synthase" Organic Letters Vol. 18 Iss. 5 (2016) p. 1060 - 1063 Available at: http://works.bepress.com/reuben_peters/33/
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.