Abstract
A study of the state of solvation of the adenine ring in adenosine and adenosine 5′-monophosphate disodium salt in water and in a (7.5:2.5) water–TFE mixture has been carried out by measurement of homo- and heteronuclear intermolecular NOE enhancements between water or TFE and the aromatic protons of these compounds. The results give evidence of site specificity in solute–solvent interaction for both solvent systems and preferential solvation of the solute by TFE in the water–TFE mixture. Significant pH dependence of these interactions has been discovered.
Similar content being viewed by others
References
Reichardt C (1990) Solvents and solvent effects in organic chemistry. Wiley–VCH, Weinheim
Marcus Y (2002) In: Linert W (ed) Highlights in solvent–solute interactions. Springer, Berlin Heidelberg New York, pp 151–175
Bagno A, Campulla M, Pirana M, Scorrano G, Stiz S (1999) Chem Eur J 5:1291−1300
Rogers-Sanders SA, Vander Velde D, Larive CK (2001) Fresenius J Anal Chem 369:308−312
Lazaridis T (2001) Acc Chem Res 34:931−937
Buck M (1998) Quart Rev Biophys 31:297−355
Gerig JT (2003) J Org Chem 68:5244−5248
Diaz MD, Berger S (2001) Magn Reson Chem 39:369–373
Diaz MD, Fioroni M, Burger K, Berger S (2002) Chem Eur J 8:1663–1669
Fioroni M, Díaz MD, Burger K, Berger S (2002) J Am Chem Soc 124:7737−7744
Angulo M, Hawat C, Hofmann HJ, Berger S (2003) Org Biomol Chem 1:1049–1052
Todd M. et al. (2002) Magn Reson Chem 40:361−365
Bauer W (1996) Magn Reson Chem 34:532−537
Neuhaus D, Williamson MP (2000) The nuclear Overhauser effect in structural and conformational analysis, 2nd edn. Wiley–VCH, Chichester
Mukerjee LM, Grunwald EJ (1958) Phys Chem 62:1311
Martinez D, Gerig JT (2001) J Magn Reson 152:269−275
Gerig JT (1999) Magn Reson Chem 37:647−652
Hwang TL, Shaka AJ (1995) J Magn Reson Ser A 112:275−279
Acknowledgment
This work was funded by the Deutsche Forschungsgemeinschaft (SFB-610 “Variation in Protein Conformation: Cellbiological and Pathological Relevance”, Project A2) and the Fonds der Chemischen Industrie. M.A. is grateful to Vicerrectorado de Investigación of the Universidad de Sevilla for a short-stay grant.
Author information
Authors and Affiliations
Corresponding author
Rights and permissions
About this article
Cite this article
Angulo, M., Berger, S. The pH-dependence of preferential solvation as studied by intermolecular homo- and heteronuclear NOE measurements of adenosine in water–trifluoroethanol mixtures. Anal Bioanal Chem 378, 1555–1560 (2004). https://doi.org/10.1007/s00216-003-2308-0
Received:
Revised:
Accepted:
Published:
Issue Date:
DOI: https://doi.org/10.1007/s00216-003-2308-0