On the detection of both carbonyl and hydroxyl oxygens in amino acid derivatives: A 17O NMR reinvestigation

Tetrahedron Letters

Volumn 45, Issue 10, 2004, Pages 2243-2245

  Theodorou, Vassiliki ^a   Troganis, Anastassios N ^a   Gerothanassis, Ioannis P ^a  

^a UNIVERSITY OF IOANNINA   (Greece)

Author keywords

17O NMR; 17O labelled amino acid derivatives; DMSO; Hydrogen bonding

Indexed keywords

AMINO ACID; CARBONYL DERIVATIVE; DIMETHYL SULFOXIDE; HYDROXYL GROUP; OXYGEN 17; SOLVENT;

ARTICLE; CHEMICAL BOND; CHEMICAL REACTION; CHEMICAL STRUCTURE; CONFORMATION; HYDROGEN BOND; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON TRANSPORT; RAMAN SPECTROMETRY; VISCOSITY;

EID: 1242272906     PISSN: 00404039     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.tetlet.2003.12.162     Document Type: Article

References (30)

1. Kintzinger J.-P. Diehl P., Fluck E., Kosfeld R. NMR - Basic Principles and Progress. Vol. 17:1981;Springer, Berlin. pp 1-64.
2. Klemperer W.G. Lambert J.B., Riddel F.G. Multinuclear Approach to NMR Spectroscopy. 1983;245-260 Reidel, Dordrecht.
3. 17O NMR Spectroscopy in Organic Chemistry. 1991;CRC, Boston.
4. Gerothanassis I.P. Prog. Nucl. Magn. Reson. Spectrosc. 26:1994;171-237.
5. Christ H.A., Diehl P., Schneider H.R., Dahn H. Helv. Chim. Acta. 44:1961;865-880.
6. Reuben J. J. Am. Chem. Soc. 91:1969;5725-5729.
7. Valentine B., Amour T.St., Walter R., Fiat D. J. Magn. Reson. 38:1980;413-418.
8. Gerothanassis I.P., Hunston R., Lauterwein J. Helv. Chim. Acta. 65:1982;1764-1784.
9. Hunston R.N., Gerothanassis I.P., Lauterwein J. J. Am. Chem. Soc. 107:1985;2654-2661.
10. Lauterwein J., Gerothanassis I.P., Hunston R.N., Schumacher M. J. Phys. Chem. 95:1991;3804-3811.
11. Spisni A., Gotsis E.D., Fiat D. Biochem. Biophys. Res. Commun. 135:1986;363-366.
12. Leiserowitz L. Acta Cryst. B32:1976;775-802.
13. Bellamy L.J. The Infrared Spectra of Complex Molecules. 1980;Chapman and Hall, London.
14. Reva I.D., Stepanian S.G. J. Mol. Struct. 349:1995;337-340.
15. Luz Z., Meiboom S. J. Am. Chem. Soc. 85:1963;3923-3925.
16. Grunwald E., Jumper C.F., Meiboom S. J. Am. Chem. Soc. 85:1963;522-528.
17. Lankhorst D., Schriever J., Leyte J.C. Chem. Phys. 77:1983;319-340.
18. Gerritzen D., Limbach H.-H. J. Am. Chem. Soc. 106:1984;869-879.
19. Tsikaris V., Moussis V., Sakarellos-Daitsiotis M., Sakarellos C. Tetrahedron Lett. 41:2000;8651-8654.
20. Nikam D.S., Jadhav M.C., Hasan M. J. Chem. Eng. Data. 41:1996;1028-1031.
21. Zhang H.-L. J. Chem. Eng. Data. 48:2003;52-55.
22. Rose D.G., Gierasch L.M., Smith J.A. Adv. Protein Chem. 37:1985;1-109.
23. Delaney N.G., Madison V. J. Am. Chem. Soc. 104:1982;6635-6641.
24. 17O).
25. 17O).
26. Pasha M.K., Dimmock J.R., Hollenberg M.D., Sharma R.K. Biochem. Pharm. 64:2002;1461-1467.
27. Novac P., Vicic-Topic D., Meic Z., Sekusak S., Sabljic A. J. Mol. Struct. 356:1995;131-141.
28. Rasul G., Prakash G.K.S., Olah G.A. J. Org. Chem. 65:2000;8786-8789.
29. Goumont R., Magnier E., Kizilian E., Terrier F. J. Org. Chem. 68:2003;6566-6570.
30. Meschede L., Limbach H.H. J. Phys. Chem. 95:1991;10267-10280.