ISSN:
1432-1912
Keywords:
Key words: Adenosine A1 receptor – Adenosine A2 receptor – R-N6-phenylisopropyladenosine – S-N6- phenylisopropyladenosine – Enantiomeric purity
Source:
Springer Online Journal Archives 1860-2000
Topics:
Medicine
Notes:
Abstract. A chiral column high-performance liquid chromatographic method was developed for the assessment of the enantiomeric purity of the stereoisomers of N6-phenylisopropyladenosine (PIA). The observed chiral purity of R-PIA was greater than 99.9%, whereas S-PIA was found to contain 4.4% of the R-enantiomer. In radioligand binding studies, the observed affinity of S-PIA for the adenosine A1 receptor (IC50 240 nM) could entirely be attributed to its content of R-PIA (IC50 7.8 nM). Calculation of a theoretical IC50 of pure S-PIA for the A2 receptor yielded a value of 6700 nM, which was 35-fold higher than for R-PIA (190 nM). Concludingly, the utilization of enantiomeric impure S-PIA in the definition of adenosine receptor subclasses is questionable.
Type of Medium:
Electronic Resource
URL:
http://dx.doi.org/10.1007/BF00180020
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