title: (+)-Thalianatriene and (-)-Retigeranin B Catalyzed by Sesterterpene Synthases from Arabidopsis thaliana.
abstract: Two GFPPS linked (+)-thalianatriene (1) and (-)-retigeranin B (2) sesterterpene synthase genes were identified from the genome of Arabidopsis thaliana. 1 possesses an unprecedented 11-6-5 tricyclic ring system, while 2 contains a characteristic 5-5-5-6-5 pentacyclic ring system. Their structures were determined by extensive NMR spectroscopy, chemical derivatization, and X-ray crystallography. The variable-temp NMR measurement of 3, a diepoxy-bearing derivative of 1, enables us to completely assign the NMR signals of the two conformers as 3a (67%, UUU) and 3b (33%, UUD). A plausible biosynthesis mechanism of 1 was proposed.
authors.affiliation: Key Laboratory of Synthetic Biology, CAS Center for Excellence in Molecular Plant Sciences, Institute of Plant Physiology and Ecology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences , Shanghai 200032, China.|University of Chinese Academy of Sciences , Beijing 100039, China.
authors.forename: Jie
authors.initials: J
authors.lastname: Shao
authors.affiliation: State Key Laboratory of Plant Genomics, Institute of Genetics and Developmental Biology, Chinese Academy of Sciences , Beijing 100101, China.|University of Chinese Academy of Sciences , Beijing 100039, China.
authors.forename: Qing-Wen
authors.initials: QW
authors.lastname: Chen
authors.affiliation: Key Laboratory of Synthetic Biology, CAS Center for Excellence in Molecular Plant Sciences, Institute of Plant Physiology and Ecology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences , Shanghai 200032, China.|University of Chinese Academy of Sciences , Beijing 100039, China.
authors.forename: Hua-Jun
authors.initials: HJ
authors.lastname: Lv
authors.affiliation: State Key Laboratory of Plant Genomics, Institute of Genetics and Developmental Biology, Chinese Academy of Sciences , Beijing 100101, China.|University of Chinese Academy of Sciences , Beijing 100039, China.
authors.forename: Juan
authors.initials: J
authors.lastname: He
authors.affiliation: Key Laboratory of Synthetic Biology, CAS Center for Excellence in Molecular Plant Sciences, Institute of Plant Physiology and Ecology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences , Shanghai 200032, China.|University of Chinese Academy of Sciences , Beijing 100039, China.
authors.forename: Zhi-Feng
authors.initials: ZF
authors.lastname: Liu
authors.affiliation: Key Laboratory of Synthetic Biology, CAS Center for Excellence in Molecular Plant Sciences, Institute of Plant Physiology and Ecology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences , Shanghai 200032, China.
authors.forename: Yan-Na
authors.initials: YN
authors.lastname: Lu
authors.affiliation: Key Laboratory of Synthetic Biology, CAS Center for Excellence in Molecular Plant Sciences, Institute of Plant Physiology and Ecology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences , Shanghai 200032, China.
authors.forename: Hai-Li
authors.initials: HL
authors.lastname: Liu
authors.affiliation: State Key Laboratory of Plant Genomics, Institute of Genetics and Developmental Biology, Chinese Academy of Sciences , Beijing 100101, China.
authors.forename: Guo-Dong
authors.identifier: 0000-0001-9917-0656
authors.initials: GD
authors.lastname: Wang
authors.affiliation: Key Laboratory of Synthetic Biology, CAS Center for Excellence in Molecular Plant Sciences, Institute of Plant Physiology and Ecology, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences , Shanghai 200032, China.
authors.forename: Yong
authors.identifier: 0000-0001-5541-3978
authors.initials: Y
authors.lastname: Wang
mesh_terms: D017360:Arabidopsis; D018360:Crystallography, X-Ray; D009682:Magnetic Resonance Spectroscopy; D015394:Molecular Structure; D054830:Sesterterpenes
chemical_list: D054830:Sesterterpenes