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An Arabidopsis Oxidosqualene Cyclase Catalyzes Iridal Skeleton Formation by Grob Fragmentation
Author(s) -
Xiong Quanbo,
Wilson William K.,
Matsuda Seiichi P. T.
Publication year - 2006
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.200503420
Subject(s) - triterpene , arabidopsis , cyclase , stereochemistry , chemistry , biology , enzyme , biochemistry , gene , mutant , medicine , alternative medicine , pathology
Mechanistic and phylogenetic surprises : A triterpene synthase (MRN1) from Arabidopsis invokes a Grob fragmentation in the cyclization of oxidosqualene. The enzymatic product is the elusive carbocyclic precursor of iridals, unusual triterpenoids known only in the distant Iris family. The results demonstrate the power of genome mining and exemplify the facile evolution of cyclases to generate diverse triterpene skeletons.