Reconstruction of the saframycin core scaffold defines dual Pictet-Spengler mechanisms


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Please use this identifier to cite or link to this item:http://hdl.handle.net/2115/44310

Title:	Reconstruction of the saframycin core scaffold defines dual Pictet-Spengler mechanisms
Authors:	Koketsu, Kento Browse this author
	Watanabe, Kenji Browse this author
	Suda, Haruna Browse this author
	Oguri, Hiroki Browse this author
	Oikawa, Hideaki Browse this author
Issue Date:	Jun-2010
Publisher:	Nature Publishing Group
Journal Title:	Nature Chemical Biology
Volume:	6
Issue:	6
Start Page:	408
End Page:	410
Publisher DOI:	10.1038/nchembio.365
PMID:	20453862
Abstract:	Saframycin A is a potent antitumor antibiotic having unique pentacyclic tetrahydroisoquinoline scaffold. We found that the single nonribosomal peptide synthetase SfmC catalyzes a seven-step transformation from readily synthesized dipeptidyl substrates with long acyl chains into a complex saframycin scaffold. Based on a series of enzymatic reactions, we propose a detailed mechanism involving the reduction of various peptidyl thioesters by an identical R-domain followed by C-domain-mediated Pictet-Spengler reactions in an iterative manner.
Type:	article (author version)
URI:	http://hdl.handle.net/2115/44310
Appears in Collections:	理学院・理学研究院 (Graduate School of Science / Faculty of Science) > 雑誌発表論文等 (Peer-reviewed Journal Articles, etc)

Submitter: 及川英秋

OAI-PMH ( junii2 , jpcoar_1.0 )

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