University of Illinois Urbana-Champaign

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

Ravn, Matthew M.

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Description

Title
Stereochemistry and Mechanism of the Enzyme-Catalyzed Cyclization of Geranylgeranyl Diphosphate to (-)-Abietadiene
Author(s)
Ravn, Matthew M.
Issue Date
2000
Doctoral Committee Chair(s)
Coates, Robert M.
Department of Study
Chemistry
Discipline
Chemistry
Degree Granting Institution
University of Illinois at Urbana-Champaign
Degree Name
Ph.D.
Degree Level
Dissertation
Keyword(s)
Chemistry, Biochemistry
Language
eng
Abstract
"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."
Graduation Semester
2000
Type of Resource
text
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http://hdl.handle.net/2142/84469

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