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. 2006 Sep 27;128(38):12422-3.
doi: 10.1021/ja0647699.

The discovery of an enantioselective receptor for (-)-adenosine from a racemic dynamic combinatorial library

Sharon M Voshell  1 , Stephen J Lee, Michel R Gagné
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The discovery of an enantioselective receptor for (-)-adenosine from a racemic dynamic combinatorial library

Sharon M Voshell et al. J Am Chem Soc. .

Abstract

The use of laser polarimetry detection coupled with HPLC is demonstrated to enable the discovery of enantioselective receptors from racemic dynamic combinatorial libraries. Templating with an enantiopure analyte, such as (-)-adenosine, leads to amplification of one enantiomer of the cyclic dimer. A result confirmed with a pseudo-racemic library wherein one of the enantiomers was d-labeled for mass spec analysis. The resulting dimer is thus an enantioselective receptor for (-)-adenosine.

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