The discovery of an enantioselective receptor for (-)-adenosine from a racemic dynamic combinatorial library.
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.
Voshell
Sharon M
SM
Department of Chemistry, University of North Carolina at Chapel Hill, Chapel Hill, North Carolina 27599-3290, USA.
Lee
Stephen J
SJ
Gagné
Michel R
MR
D000241:Adenosine / Q000737:chemistry*; D020650:Combinatorial Chemistry Techniques / Q000379:methods*; D004151:Dipeptides / Q000737:chemistry; D006835:Hydrazones / Q000737:chemistry; D011392:Proline / Q000737:chemistry; D018047:Receptors, Purinergic P1 / Q000737:chemistry*; D013056:Spectrophotometry, Ultraviolet; D013237:Stereoisomerism
D004151:Dipeptides; D006835:Hydrazones; D018047:Receptors, Purinergic P1; D011392:Proline; D000241:Adenosine