Structural basis for cyclic terpene biosynthesis by tobacco 5-epi-aristolochene synthase
- Salk Institute for Biological Studies, La Jolla, CA (United States)
- Univ. of Kentucky, Lexington, KY (United States)
Terpene cyclases catalyze the synthesis of cyclic terpenes with 10-, 15-, and 20-carbon acyclic isoprenoid diphosphates as substrates. Plants have been a source of there natural products by providing a homologous set of terpene synthases. The crystal structures of 5-epi-aristolochene synthase, a sesquiterpene cyclase from tobacco, alone and complexed separately with two farnesyl diposphate analogs were analyzed. These structures reveal an unexpected enzymatic mechanism for the synthesis of the bicyclic product, 5-epi-aristolochene, and provide a basis for understanding the stereochemical selectivity displayed by other cyclases in the biosynthesis of pharmacologically important cyclic terpenes. As such, these structures provide templates for the engineering of novel terpene cyclases.
- OSTI ID:
- 569464
- Journal Information:
- Science, Journal Name: Science Journal Issue: 5333 Vol. 277; ISSN SCIEAS; ISSN 0036-8075
- Country of Publication:
- United States
- Language:
- English
Similar Records
X-ray Crystal Structure of Aristolochene Synthase from Aspergillus terreus and Evolution of Templates for the Cyclization of Farnesyl Diphosphate
Substitution of Aromatic Residues with Polar Residues in the Active Site Pocket of epi-Isozizaene Synthase Leads to the Generation of New Cyclic Sesquiterpenes
Crystal structure of F95Q epi-isozizaene synthase, an engineered sesquiterpene cyclase that generates biofuel precursors β- and γ-curcumene
Journal Article
·
Sun Dec 31 23:00:00 EST 2006
· Biochemistry
·
OSTI ID:930306
Substitution of Aromatic Residues with Polar Residues in the Active Site Pocket of epi-Isozizaene Synthase Leads to the Generation of New Cyclic Sesquiterpenes
Journal Article
·
Sun Oct 01 20:00:00 EDT 2017
· Biochemistry
·
OSTI ID:1426288
Crystal structure of F95Q epi-isozizaene synthase, an engineered sesquiterpene cyclase that generates biofuel precursors β- and γ-curcumene
Journal Article
·
Tue May 28 20:00:00 EDT 2019
· Journal of Structural Biology
·
OSTI ID:1544844