Cyclodextrins as templates for the presentation of protease inhibitors

FEBS Letters

Volumn 391, Issue 3, 1996, Pages 297-301

  Schaschke, N ^a   Musiol, H J ^a   Assfalg Machleidt, I ^b   Machleidt, W ^b   Rudolph Bohner S ^a   Moroder, L ^a  

^a MAX PLANCK INSTITUTE OF BIOCHEMISTRY   (Germany)

^b UNIVERSITY OF MUNICH   (Germany)

Author keywords

Calpain; Cathepsin B; Peptide aldehyde; Protease inhibitor; Cylodextrin conjugation

Indexed keywords

BETA CYCLODEXTRIN DERIVATIVE; CALPAIN; CALPASTATIN; CATHEPSIN B; PROTEINASE INHIBITOR;

ARTICLE; CONTROLLED STUDY; DRUG BINDING; DRUG CONJUGATION; DRUG STRUCTURE; DRUG SYNTHESIS; ENZYME BINDING; ENZYME INHIBITION; IN VITRO STUDY; NONHUMAN; PRIORITY JOURNAL; SOLUBILIZATION; X RAY ANALYSIS;

EID: 0030581274     PISSN: 00145793     EISSN: None     Source Type: Journal    
DOI: 10.1016/0014-5793(96)00752-1     Document Type: Article

References (34)

1. [1] Wenz, G. (1994) Angew. Chem. 106, 851-870.
2. [2] Albers, E. and Müller, B.W. (1995) Crit. Rev. Ther. Drug Carrier Syst. 12, 311-337.
3. [3] Parrot-Lopez, H., Djedaini, F., Perly, B., Coleman, A.W., Galons, H. and Miocque, M. (1990) Tetrahedron Lett. 31, 1999-2002.
4. [4] Djedaini-Pilard, F., Désalos, J. and Perly, B. (1993) Tetrahedron Lett. 34, 2457-2460.
5. [5] Hristova-Kazmierski, M.K., Horan, P., Davis, P., Yamamura, H.I., Kramer, T., Hoevath, R., Kazmierski, W.M., Porreca, F. and Hruby, V.J. (1993) Bioorg. Med. Chem. Lett. 3, 831-834.
6. [6] Corradini, R., Dossena, A., Merchelli, R., Panagia, A., Sartor, G., Saviano, M., Lombardi, A. and Pavone, V. (1996) Chem. Eur. J. 2, 373-381.
7. [7] Takahashi, K. and Hattori, K. (1993) Supramol. Chem. 2, 305-308.
8. [8] Djedaini-Pilard, F., Azaroual-Bellanger, N., Gosnat, M., Vernet, D. and Perly, B. (1995) J. Chem. Soc. Perkin Trans. 2, 723-730.
9. [9] Berthault, P., Duchesne, D., Desvaux, H. and Gilquin, B. (1995) Carbohydr. Res. 276, 267-287.
10. [10] Selkti, M., Parrot-Lopez, H., Navaza, J., Villain, F. and de Rango C. (1995) Supramol. Chem. 5, 255-266.
11. [11] Sasaki, T., Kishi, M., Saito, M., Tanaka, T., Higuchi, N., Kominami, E., Katunuma, N. and Murachi, T. (1990) J. Enzyme Inhibition 3, 195-201.
12. [12] Fehrentz, J.-A. and Castro, B. (1983) Synthesis 676-678.
13. [13] Ito, A., Takahashi, R., Miura, C. and Baba, Y. (1975) Chem. Pharm. Bull. 23, 3081-3087.
14. [14] Ito, A., Takahashi, R., Miura, C. and Baba, Y. (1975) Chem. Pharm. Bull. 23, 3106-3113.
15. [15] Graybill, T.L. Dolle, R.E., Helaszek, C.T., Miller, R.E. and Ator, M.A. (1994) Int. J. Peptide Protein Res. 44, 173-182.
16. [16] Melton, L.D. and Slessor, K.N. (1971) Carbohydr. Res. 18, 29-37.
17. [17] Vaultier, M., Knouzi, N. and Carrie, R. (1983) Tetrahedron Lett. 24, 763-764.
18. [18] Coste, J., Le-Nguyen, D. and Castro, B. (1990) Tetrahedron Lett. 31, 205-208.
19. [19] Bax, A. and Davis, D.G. (1985) J. Magn. Reson. 65, 355-360.
20. [20] Braunschweiler, L. and Ernst, R.R. (1983) J. Magn. Reson. 53, 521-528.
21. [21] States, D.J., Haberkorn, R.A. and Ruben, D.J. (1982) J. Magn. Reson. 48, 286-292.
22. [22] Jeener, J., Meier, B., Bachmann, P. and Ernst, R.R. (1979) J. Chem. Phys. 71, 4546-4553.
23. [23] Gueron, M, Plateau, P. and Decorps, M. (1991) Prog. NMR Spectrosc. 23, 135-209.
24. [24] Marion, D. and Wüthrich, K. (1983) Biochem. Biophys. Res. Commun. 113, 967-974.
25. [25] Bax, A. and Davis, D.G. (1985) J. Magn. Reson. 63, 207-213.
26. [26] Machleidt, W., Nägler, D.K., Assfalg-Machleidt, I., Stubbs, M., Fritz, H. and Auerswald, E.A. (1995) FEBS Lett. 361, 185-190.
27. [27] Machleidt, W., Assfalg-Machleidt, I. and Auerswald, E.A. (1993) in: Monographs, Innovation on Proteases and Inhibitors (Avilés, F.X. ed.) pp. 179-196, De Gruyter, Berlin.
28. [28] Morrison, J.F. (1982) Trends Biochem. Sci. 7, 102-105.
29. [29] Parrot-Lopez, H., Galons, H., Coleman, A.W., Keller, N., Djedaini, F. and Perly, B. (1990) Tetrahedron Asym. 1, 367-370.
30. [30] Saka, W., Yamamoto, Y., Inoue, Y., Chujo, R., Takahashi, K. and Hattori, K. (1993) Bull. Chem. Soc. Jap. 66, 550-554.
31. [31] Woody, R.W. (1985) in: The Peptides: Analysis, Synthesis, Biology, vol. 7 (Udenfriend, S. and Meienhofer, J. eds.) pp. 16-114, Academic Press, Orlando, FL.
32. [32] Cramer, F., Saenger, W. and Spatz, H.-C. (1967) J. Am. Chem. Soc. 89, 14-20.
33. [33] Musil, D., Zucic, D., Turk, D., Mayr, L, Huber, R., Popovic, T., Turk, V., Towatari, T., Katunuma, N. and Bode, W. (1991) EMBO J. 10, 2321-2330.
34. [34] Stubbs, M.T., Laber, B., Bode, W., Huber, R., Jerala, R., Lenarcic, B. and Turk, V. (1990) EMBO J. 9, 1939-1947.