Calmodulin discriminates between the two enantiomers of the receptor-operated calcium
 

Calmodulin discriminates between the two enantiomers of the receptor-operated calcium channel blocker SK&F 96365: a study using 1H-NMR and chiral HPLC.

Related Articles Calmodulin discriminates between the two enantiomers of the receptor-operated calcium channel blocker SK&F 96365: a study using 1H-NMR and chiral HPLC.

Chirality. 1990;2(4):229-32

Authors: Reid DG, MacLachlan LK, Robinson SP, Camilleri P, Dyke CA, Thorpe CJ

1H nuclear magnetic resonance at 360 MHz shows that SK&F 96365 (1-(beta-[3-(p-methoxyphenyl)-propyloxy]-p-methoxyphenethyl)-1H- imidazole hydrochloride), an antagonist of mammalian receptor-operated calcium channels, interacts with the calcium-binding regulatory protein calmodulin (CaM). This may be inferred by a number of chemical shift changes in the spectrum of the calcium-saturated protein induced by addition of the compound. Moreover, two well-resolved singlets corresponding to the 2-proton of the SK&F 96365 imidazolium moiety are observed in the spectrum over a wide range of protein:compound ratios. Separation of rac SK&F 96365 into its two enantiomers by high-performance liquid chromatography on a cellulose tris (4-methylbenzoate) column enabled us to show that the doubling of this NMR signal in the presence of CaM is due to a propensity of the protein to distinguish between the two optical isomers of the compound.

PMID: 2083145 [PubMed - indexed for MEDLINE]



Source: PubMed