A simple efficient synthesis of [23,24]-(13)C(2)-labeled bile salts as NMR probes of
 

A simple efficient synthesis of [23,24]-(13)C(2)-labeled bile salts as NMR probes of protein-ligand interactions.

Related Articles A simple efficient synthesis of [23,24]-(13)C(2)-labeled bile salts as NMR probes of protein-ligand interactions.

Bioorg Med Chem Lett. 2002 Feb 11;12(3):433-5

Authors: Tochtrop GP, DeKoster GT, Cistola DP, Covey DF

The synthesis of [23,24]-(13)C(2)-labeled bile salts is achieved through a steroidal side chain degradation and isotopic regeneration strategy. Three common bile acids were degraded to the corresponding C(22 )aldehyde by an oxidative decarboxylation followed by ozonolysis. The side chain was subsequently regenerated via a Horner-Emmons reaction using an ylide generated from (13)C(2)-labeled bromoacetic acid. These compounds were used as probes of protein-bile salt interactions using two- and three-dimensional NMR techniques.

PMID: 11814814 [PubMed - indexed for MEDLINE]



Source: PubMed