Genome Mining To Identify New Plant Triterpenoids
- 17 April 2004
- journal article
- research article
- Published by American Chemical Society (ACS) in Journal of the American Chemical Society
- Vol. 126 (18) , 5678-5679
- https://doi.org/10.1021/ja0318784
Abstract
Arabidopsis thaliana is a well-established model organism for plant genetics, and its recently sequenced genome reveals a wealth of enzymes similar to known examples that biosynthesize secondary metabolites. We describe experiments that exploit this genomic information to identify novel terpenoids. A predicted open reading frame with high similarity to known oxidosqualene cyclases was shown to convert 3(S)-oxidosqualene to the previously unknown triterpene alcohol (3S,13S,14R)-malabarica-8,17,21-trien-3-ol, which we named thalianol. Genome mining offers a systematic approach to exhaustively characterize the biosynthetic potential of an organism, and is considerably more sensitive than classical approaches. Because even rare transcripts can be heterologously expressed at high levels, genome mining coupled to heterologous expression may be more sensitive than classical extraction approaches for isolating and characterizing trace metabolites.Keywords
This publication has 14 references indexed in Scilit:
- New Dammarane and Malabaricane Triterpenes from Caloncoba echinataJournal of Natural Products, 2002
- A novel multifunctional triterpene synthase from Arabidopsis thalianaTetrahedron Letters, 2000
- Molecular Cloning of aSchizosaccharomyces pombecDNA Encoding Lanosterol Synthase and Investigation of Conserved Tryptophan ResiduesBiochemical and Biophysical Research Communications, 1996
- Malabaricane triterpene glucosides from Adesmia aconcaguensisPhytochemistry, 1995
- Triterpenoids from gum mastic, the resin ofPistacia lentiscusPhytochemistry, 1991
- Chemotaxonomy of Ferns, 3. Triterpenoids from Polypodium polypodioidesJournal of Natural Products, 1990
- Fern constituents: Six tetracyclic triterpenoid hydrocarbons having different carbon skeletons, isolated from Lemmaphyllum microphyllum var. obovatum.CHEMICAL & PHARMACEUTICAL BULLETIN, 1983
- Isolation of 2,3;22,23-dioxidosqualene and 24,25-oxidolanosterol from yeastArchives of Biochemistry and Biophysics, 1977
- The enzymic conversion of squalene, 2(3),22(23)-diepoxide to α-onocerin by a cell-free extract ofOnonis spinosaFEBS Letters, 1971
- Structure of illudol, a sesquiterpenoid triol from Clitocybe illudensJournal of the American Chemical Society, 1967