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Article
cis or trans with class II diterpene cyclases
Organic & Biomolecular Chemistry
  • Meirong Jia, Iowa State University
  • Reuben J. Peters, Iowa State University
Document Type
Article
Publication Version
Accepted Manuscript
Publication Date
1-1-2017
DOI
10.1039/C7OB00510E
Abstract

Isoprenoid precursors readily undergo (poly)cyclization in electrophilic reaction cascades, presumably as internal addition of the carbon–carbon double-bonds from neighboring isoprenyl repeats readily forms relatively stable cyclohexyl tertiary carbocation intermediates. This hypothesis is agnostic regarding alkene configuration (i.e., Z or E). Consistent with this, here it is shown that certain class II diterpene cyclases, which normally convert (E,E,E)-geranylgeranyl diphosphate to 13E-trans-decalin bicycles, will also act upon (Z,Z,Z)-nerylneryl diphosphate, producing novel 13Z-cis-decalin bicycles instead.

Comments

This is a manuscript of an article published as Jia, Meirong, and Reuben J. Peters. "cis or trans with class II diterpene cyclases." Organic & biomolecular chemistry 15, no. 15 (2017): 3158-3160. doi: 10.1039/C7OB00510E. Posted with permission.

Copyright Owner
The Royal Society of Chemistry
Language
en
File Format
application/pdf
Citation Information
Meirong Jia and Reuben J. Peters. "cis or trans with class II diterpene cyclases" Organic & Biomolecular Chemistry Vol. 15 Iss. 15 (2017) p. 3158 - 3160
Available at: http://works.bepress.com/reuben_peters/82/