Synthesis and structural characterization of conjugates of adenosine and tetra-aspartate, novel analogs of ATP

Bioorganic and Medicinal Chemistry Letters

Volumn 7, Issue 17, 1997, Pages 2159-2164

  Pehk, Tõnis ^a   Asko, Uri ^b  

^a NATIONAL INSTITUTE OF CHEMICAL PHYSICS AND BIOPHYSICS   (Estonia)

^b NONE

Author keywords

[No Author keywords available]

Indexed keywords

ADENOSINE DERIVATIVE; ADENOSINE TRIPHOSPHATE; ASPARTIC ACID DERIVATIVE; PURINE P2 RECEPTOR;

AMINO ACID SEQUENCE; ARTICLE; DISSOCIATION CONSTANT; DRUG SYNTHESIS; NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY; PROTON TRANSPORT; REACTION ANALYSIS; STEREOCHEMISTRY;

EID: 0343852339     PISSN: 0960894X     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0960-894X(97)00383-1     Document Type: Article

References (21)

1. Harden, T.K.; Boyer, J.L.; Nicholas, R.A. Annu. Rev. Pharmacol. Toxicol. 1995, 35, 541.
2. Fischer B.; Boyer, J.L.; Jacobson K.A. J. Med. Chem. 1993, 36, 3937.
3. Uri, A.; Järlebark, L.; von Kügelgen, I.; Schönberg, T.; Undén, A.; Heilbronn, E. Bioorg. Med. Chem. 1994, 2, 1099.
4. Martin, P.L., Gero, T.W., Potts, A.A., Cusack, N.J. Drug Dev. Res. 1995, 36, 153.
5. Tomkinson, N.P.; Marriott, D.P.; Cage, P.A.; Cox, D.; Davis, A.M.; Flower, D.R.; Gensmantel, N.P.; Humphries, R.G.; Ingall, A.H.; Kindon, N.D. J. Pharm. Pharmacol. 1996, 48, 206.
6. Liu, X; Zhang, X.-R.; Blackburn, G.M. Chem. Commun. 1997, 87-88.
7. Moodie, S.L.; Mitchell, J.B.O.; Thornton. J. Mol. Biol. 1996, 263, 486.
8. Van Rhee, A.M.; Fischer, B.; van Galen, F.J.M.; Jacobson, K.A. Drug Design Disc. 1995, 13, 133.
9. 7, 1-(6-amino-9H-purin-9-yl)-1-deoxy-β-D-ribofuranuronic acid, CAS 3415-09-6; 8, 1-(9-Adenyl)-2',3'-O-isopropylidene-β-D-ribofuranuronic acid, CAS 28528-49-6.
10. Järlebark, L.; Erlandsson, M.; Uri, A.; King; B.F.; Ziganshin, A.U.; Johansson, C.; Heilbronn E. Biochem. Biophys. Res. Commun. 1996, 229, 363.
11. Hutchison, A.J.; Williams, M.; de Jesus, R.; Yokoyama, R.; Oei, H.H.; Ghai, G.R.; Webb, R.L.; Zoganas, H.C.; Stone, G.H.; Jarvis, M.F. J. Med. Chem. 1990, 33, 1919.
12. 2O, discussed in the text.
13. Prasad, R.N.; Bariana, D.S.; Fung, A.; Savic, M.; Tietje, K. J. Med. Chem. 1980, 23, 313.
14. Saenger, W. Principles of Nucleic Acid Structure; Springer: New York, 1984, p.80.
15. Nair, V.; Young, D.A. Magn. Res. Chem. 1987, 25, 937.
16. Altona, C.; Sundaralingam, M. J. Amer. Chem. Soc. 1973, 95, 2333.
17. Spek, E.J.; Gong, Y.; Kallenbach, N.R. J. Amer. Chem. Soc. 1995, 117, 10773.
18. T. Pehk, E. Kiirend, E. Lippmaa, U. Ragnarsson, J. Chem. Soc., Perkin Trans. 2, 1996, 2351
19. Böhm, H.-J.; Klebe, G. Angew. Chem. Int. Ed. Engl. 1996, 35, 2588.
20. Song, B.; Sigel, R.K.O.; Sigel, H. Chem. Eur. J. 1997, 3, 29.
21. Letsinger, R.L; Oglivie, K.K. J. Org. Chem. 1967, 32, 296.