A new triterpene synthase from Arabidopsis thaliana produces a tricyclic triterpene with two hydroxyl groups

[structure: see text] Thirteen oxidosqualene cyclase homologues exist in the genome of Arabidopsis thaliana. One of these genes, At4g15340, was amplified by PCR and expressed in yeast. The yeast transformant accumulated tricyclic triterpene, (3S,13R)-malabarica-17,21-dien-3,14-diol (arabidiol), whos...

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Veröffentlicht in:	Organic letters 2006-06, Vol.8 (13), p.2835-2838
Hauptverfasser:	Xiang, Ting, Shibuya, Masaaki, Katsube, Yuji, Tsutsumi, Takehiko, Otsuka, Miyuki, Zhang, Hong, Masuda, Kazuo, Ebizuka, Yutaka
Format:	Artikel
Sprache:	eng
Schlagworte:	Arabidopsis - enzymology Catalysis Intramolecular Transferases - metabolism Molecular Structure Nuclear Magnetic Resonance, Biomolecular Saccharomyces cerevisiae - genetics Saccharomyces cerevisiae - metabolism Triterpenes - chemical synthesis Triterpenes - chemistry Triterpenes - metabolism
Online-Zugang:	Volltext
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Zusammenfassung:	[structure: see text] Thirteen oxidosqualene cyclase homologues exist in the genome of Arabidopsis thaliana. One of these genes, At4g15340, was amplified by PCR and expressed in yeast. The yeast transformant accumulated tricyclic triterpene, (3S,13R)-malabarica-17,21-dien-3,14-diol (arabidiol), whose structure was determined by NMR and MS analyses. Its epoxide analogue, (3S,13R,21S)-malabarica-17-en-20,21-epoxy-3,14-diol (arabidiol 20,21-epoxide), was also isolated from the transformed yeast. This is the first example of a triterpene synthase that yields a tricyclic triterpene with two hydroxyl groups.
ISSN:	1523-7060
DOI:	10.1021/ol060973p