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Study of deuterium isotope effects on protein binding by gas chromatography/mass spectrometry. Caffeine and deuterated isotopomers

Biomedical & Environmental Mass Spectrometry, ISSN: 1096-9888, Vol: 14, Issue: 11, Page: 653-657
1987
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A study of the binding to human serum albumin (HSA) of caffeine and its deuterated isotopomers, 1‐CH‐, 3‐CH‐, 1,7‐(CH)‐, 3,7‐(CH)‐ and 1,3,7‐(CH)‐caffeine, was performed by equilibrium dialysis. Free and bound fractions were measured by gas chromatography/mass spectrometry. Important and significant (Fischer and Student tests) isotope effects were observed on binding parameters: sites total concentration (N = 1732) μM for 1,3,7‐(CH)‐caffeine versus 822 μM for caffeine; number of sites (n = 3 for 1,3,7‐(CH)‐caffeine v. 1 for caffeine); and extent of binding (46% for 1,3,7‐(CH)‐caffeine v. 27% for caffeine). A study of competition for HSA binding between caffeine and its 1,3,7‐(CH)‐ and 3,7‐(CH)‐isotopomers confirmed the results obtained in direct binding studies. These isotope effects are discussed in terms of (a) tools for molecular pharmacology, (b) precautions to be taken when such labelled drugs are used in clinical pharmacology. Copyright © 1987 John Wiley & Sons Ltd.

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