Modular synthesis and preliminary biological evaluation of stereochemically diverse 1,3-dioxanes.

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Chemistry & Biology. 2004 Sep;11(9):1279-91. doi: 10.1016/j.chembiol.2004.07.012

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Modular synthesis and preliminary biological evaluation of stereochemically diverse 1,3-dioxanes. Sternson Lab

Wong JC, Sternson SM, Louca JB, Hong R, Schreiber SL

Note: Research in this publication was not performed at Janelia.

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Abstract

Modular synthesis and substrate stereocontrol were combined to furnish 18,000 diverse 1,3-dioxanes whose distribution in chemical space rivals that of a reference set of over 2,000 bioactive small molecules. Library quality was assessed at key synthetic stages, culminating in a detailed postsynthesis analysis of purity, yield, and structural characterizability, and the resynthesis of library subsets that did not meet quality standards. The importance of this analysis-resynthesis process is highlighted by the discovery of new biological probes through organismal and protein binding assays, and by determination of the building block and stereochemical basis for their bioactivity. This evaluation of a portion of the 1,3-dioxane library suggests that many additional probes for chemical genetics will be identified as the entire library becomes biologically annotated.

PMID: 15380188 [PubMed - indexed for MEDLINE]

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Modular synthesis and preliminary biological evaluation of stereochemically diverse 1,3-dioxanes.

Note: Research in this publication was not performed at Janelia.

Abstract

PMID: 15380188 [PubMed - indexed for MEDLINE]

Janelia Authors