| Literature DB >> 19469579 |
Fernando R Pinacho Crisóstomo1, Agustí Lledó, Siddhartha R Shenoy, Tetsuo Iwasawa, Julius Rebek.
Abstract
The cyclization reaction of an epoxyalcohol is catalyzed by a synthetic cavitand receptor with an inwardly directed carboxylic acid function. The receptor features a hydrophobic pocket in which the substrate is bound and positioned to react in a regioselective manner. The nature of this substrate-catalyst complex and its dynamic properties were investigated by NMR methods and with the aid of a model compound lacking the epoxide function. The kinetic parameters of the cyclization reaction were also studied. A catalytic cycle is proposed and diverse inhibition mechanisms are identified that parallel those encounterd in enzymology.Entities:
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Year: 2009 PMID： 19469579 PMCID： PMC2720318 DOI： 10.1021/ja900766b
Source DB: PubMed Journal: J Am Chem Soc ISSN： 0002-7863 Impact factor: 15.419