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University of Illinois at Urbana-Champaign

Stereochemistry, isotope effects, and inhibition of terpene biosynthesis: I. Stereospecificity and mechanism of monoterpene cyclases. II. Inhibition by heteroatom analogs of carbocation intermediates

Abstract

dc:description

Stereospecificity and mechanism of monoterpene cyclases have been investigated by use of deuterium and tritium labeled substrates. The stereochemistry of the terminating deprotonation in limonene biosynthesis was elucidated by radiochemical degradation of ($\sp3$H) carvoximes. Limonene cyclases extracted from Citrus sinensis and Perilla frutescens effected regiospecific deprotonation, but pinene cyclases I and II from Salvia officinalis deprotonate non-regiospecifically. Deuterium isotope effects on the monoterpene product distribution from incubations of (1-$\sp3$H;8,9-$\sp2$H$\sb6$) GPP with the pinene cyclases are too small to explain by isotopically sensitive branching between limonene and the bicyclic monoterpenes.

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
2011

Author and committee

dc:creator, dc:contributor.*
Author dc:creator
  • Pyun, Hyung-Jung
Contributors dc:contributor
  • Coates, Robert M.

Subjects

dc:subject × 2

Rights

dc:rights
Statement dc:rights
  • Copyright 1992 Pyun, Hyung-Jung
Language dc:language
eng

Identifiers

dc:identifier.*
Identifier
AAI9215873
(UMI)AAI9215873
OAI identifier oai:identifier
oai:www.ideals.illinois.edu:2142/19639

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

Pyun, Hyung-Jung. Stereochemistry, isotope effects, and inhibition of terpene biosynthesis: I. Stereospecificity and mechanism of monoterpene cyclases. II. Inhibition by heteroatom analogs of carbocation intermediates. Dissertation thesis, University of Illinois at Urbana-Champaign, 2011. http://hdl.handle.net/2142/19639