title: Conformational Analysis of (+)-Germacrene A by Variable Temperature NMR and NOE Spectroscopy.
abstract: (+)-Germacrene A, an important intermediate in sesquiterpene biosynthesis, was isolated in pure form from a genetically engineered yeast and was characterized by chromatographic properties (TLC, GC), MS, optical rotation, UV, IR, (1)H NMR and (13)C NMR data. Variable-temperature 500 MHz (1)H NMR spectra in CDCl(3) showed that this flexible cyclodecadiene ring exists as three NMR-distinguishable conformational isomers in a ratio of about 5:3:2 at or below ordinary probe temperature (25° C). The conformer structures were assigned by (1)H NMR data comparisons, NOE experiments, and vicinal couplings as follows: 1a (52%, UU), 1b (29% UD), and 1c (19%, DU).
authors.affiliation: Department of Chemistry, University of Illinois, 600 South Mathews Avenue, Urbana, IL 61801, USA.
authors.forename: Juan A
authors.initials: JA
authors.lastname: Faraldos
authors.forename: Shuiqin
authors.initials: S
authors.lastname: Wu
authors.forename: Joe
authors.initials: J
authors.lastname: Chappell
authors.forename: Robert M
authors.initials: RM
authors.lastname: Coates