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A New Triterpene Synthase from Arabidopsis t haliana Produces a Tricyclic Triterpene with Two Hydroxyl Groups

2006; American Chemical Society; Volume: 8; Issue: 13 Linguagem: Inglês

10.1021/ol060973p

1523-7060

Ting Xiang, Masaaki Shibuya, Yuji Katsube, Takehiko Tsutsumi, Miyuki Otsuka, Hong Zhang, Kazuo Masuda, Yutaka Ebizuka,

Antioxidant Activity and Oxidative Stress

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.