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University of Illinois at Urbana-Champaign

Stereochemistry and Mechanism of the Enzyme-Catalyzed Cyclization of Geranylgeranyl Diphosphate to (-)-Abietadiene

Abstract

dc:description

"A novel double labelling experiment involving (15S,17 E)-[15-3H1,17-2H1] CPP gave [16-3H1,16-2H1] abietadiene where the stereochemistry of the methyl was established as R by degradation and enzymatic analysis of the generated chiral methyl acetic acid. This indicated a surprising syn facial relationship of the ""intramolecular"" proton transfer and methyl migration on the si face of the terminal olefin affected by rAS."

Degree

thesis:*
Name thesis:degree_name
Ph.D.
Level thesis:degree_level
Dissertation
Discipline thesis:degree_discipline
Chemistry
Grantor
University of Illinois at Urbana-Champaign
Year dc:date
2015

Author and committee

dc:creator, dc:contributor.*
Author dc:creator
  • Ravn, Matthew M.
Contributors dc:contributor
  • Coates, Robert M.

Subjects

dc:subject × 1

Rights

Language dc:language
eng

Identifiers

dc:identifier.*
Identifier
(MiAaPQ)AAI9955661
OAI identifier oai:identifier
oai:www.ideals.illinois.edu:2142/84469

Chain of custody

source
Harvested from
University of Illinois - Urbana-Champaign
Base URL
www.ideals.illinois.edu/oai-pmh
Last updated
2026-07-22
Source record
OAI-PMH GetRecord
citation

Ravn, Matthew M.. Stereochemistry and Mechanism of the Enzyme-Catalyzed Cyclization of Geranylgeranyl Diphosphate to (-)-Abietadiene. Dissertation thesis, University of Illinois at Urbana-Champaign, 2015. http://hdl.handle.net/2142/84469