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American Chemical Society, Organic Letters, 14(11), p. 3032-3034, 2009

DOI: 10.1021/ol901045v

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Combined Chemical and Biosynthetic Route to Access a New Apoptolidin Congener

Journal article published in 2009 by Victor P. Ghidu, Ioanna Ntai, Jingqi Wang, Aaron T. Jacobs, Lawrence J. Marnett, Brian O. Bachmann ORCID, Gary A. Sulikowski
This paper is available in a repository.
This paper is available in a repository.

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Abstract

Glycosylation of a synthetic aglycone using precursor-directed biosynthesis is facilitated by a chemical ketosynthase "knockdown" of the apoptolidin producer Nocardiopsis sp. This synthetic approach facilitated the preparation of an unnatural disaccharide derivative of apoptolidin D that substantially restores cytotoxicity against H292 cells and deconvolutes the role of the decorating sugars in apoptolidin bioactivity.