A conjugate from a laminin-related peptide, Tyr-IIe-Gly-Ser-Arg, and chitosan: Efficient and regioselective conjugation and significant inhibitory activity against experimental cancer metastasis

Journal of the Chemical Society, Perkin Transactions 1

Volumn , Issue 7, 2000, Pages 1161-1165

  Nishiyama, Yasuhiro ^a,c   Yoshikawa, Tomoko ^a   Ohara, Nobumichi ^b   Kurita, Keisuke ^a   Hojo, Kciko ^b   Kamada, Haruhiko ^a   Tsutsumi, Yasuo ^a   Mayumi, Tadanori ^a   Kawasaki, Koichi ^a  

^a SEIKEI UNIVERSITY   (Japan)

^b KOBE GAKUIN UNIVERSITY   (Japan)

^c OSAKA UNIVERSITY   (Japan)

Author keywords

[No Author keywords available]

Indexed keywords

AMINO ACIDS; DERIVATIVES; POLYSACCHARIDES; SYNTHESIS (CHEMICAL);

CONJUGATES;

PROTEINS;

EID: 0034615798     PISSN: 14704358     EISSN: None     Source Type: Journal    
DOI: 10.1039/a908145c     Document Type: Article

References (29)

1. Preliminary communication: Y. Nishiyama, T. Yoshikawa, K. Kurita, K. Hojo, H. Kamada, Y. Tsutsumi, T. Mayumi and K. Kawasaki, Chem. Pharm. Bull., 1999,47,451.
2. R. Timpl and H. Rohde, J. Biol. Chem., 1979, 254,9933.
3. J. Engel, E. Odermatt and A. Engel, J. Mol. Biol., 1981,150, 97.
4. H. K. Kleinman, F. B. Cannon, G. W. Laurie, J. R. Hassel, M. Aumailley, V. P. Terranova, G. R. Martin and M. DuBois-Dalcq, J. Cell. Biochem., 1985,27, 317.
5. Y. Iwamoto, F. A. Robey, J. Graf, M. Sasaki, H. K. Kleinman, Y. Yamada and G. R. Martin, Science, 1987,238, 1132.
6. N. Sakamoto, M. Iwahana, N. G. Tanaka and Y. Osada, Cancer Res., 1991,51,903.
7. K. Kawasaki, M. Namikawa, T. Murakami, T. Mizuta, Y. Iwai, T. Hama and T. Mayumi, Biochem. Biophys. Res. Commun., 1991, 174,1159.
8. K. Kawasaki, T. Murakami, M. Namikawa, T. Mizuta, Y. Iwai, Y. Yamashiro, T. Hama, S. Yamamoto and T. Mayumi, Cliem. Pharm. //., 1994, 42, 917.
9. R. A. A. Muzzarelli, Chiiin, Pergamon Press, Oxford, 1977.
10. G. A. F. Roberts, Chitin Chemistry, Macmillan, London, 1992.
11. For example, A. Bernkop-Schnurch and M. Pasta, J. Pharm. Sei, 1998, 87, 430;
12. F. L. Mi, Y. C. Tseng, C. T. Chen and S. S. Shyu, J. Microencapsulation, 1998, 14, 211;
13. H. Takeuchi, H. Yamamoto, T. Niwa, T. Hino and Y. Kawashima, Pharm. Res., 1996, 13, 896;
14. S. R. Jameela and A. Jayakrishnan, Biomaterials, 1995,16,769;
15. P. C. Berscht, B. Nies, A. Liebendorfer and J. Kreuter, Biomaterials, 1994,15,593;
16. Y Song, H. Onishi and T. Nagai, Chem. Pharm. Bull., 1992,40,2822;
17. Y. Nishioka, S. Kyotani, M. Okamura, M. Miyazaki, K. Okazaki, S. Ohnishi, Y. Yamamoto and K. Ito, Chem. Pharm. Bull., 1990,38,2871;
18. K. Watanabe, I. Saiki, Y. Uraki, S. Tokura and I. Azuma, Chem. Pharm. Bull., 1990, 38, 506.
19. R. Geiger and W. Konig, in The Peptides: Analysis, Synthesis, and Biology. Vol. 3. Protection of Functional Groups in Peptide Synthesis, ed. E. Gross and J. Meienhofer, Academic Press, New York, 1981, pp. 60-70.
20. T. Shioiri, K. Ninomiya and S. Yamada, J. Am. Chem. Soc., 1972, 94, 6203.
21. L. Juliano, M. A. Juliano, A. De Miranda, S. Tsuboi and Y. Okada, Chem. Pharm. Bull., 1987,35,2550.
22. B. Castro, J. R. Dormoy, G. Evin and C. Selve, Tetrahedron Lett., 1975,1219.
23. H. Yajima, N. Fujii, H. Ogawa and H. Kawatani, J. Chem. Soc., Chem. Commun., 1974, 107.
24. S. Nishimura, O. Kohgo, K. Kurita, C. Vittavatvong and H. Kuzuhara, Chem. Lett., 1990, 243;
25. S. Nishimura, O. Kohgo, K. Kurita and H. Kuzuhara, Macromolecules, 1991,24,4745.
26. R. Knorr, A. Trzeciak, \V. Bannwarth and D. Gillessen, Tetrahedron Lett., 1989,30, 1927.
27. K. Hojo, M. Maeda, Y. Mu, H. Kamada, Y. Tsutsumi, Y. Nishiyama, T. Yoshikawa, K. Kurita, L. H. Block, T. Mayumi and K. Kawasaki, Pharm. Pharmacol. Commun., 1999,5,277.
28. Y. Kaneda, S. Yamamoto, T. Kihira, Y. Tsutsumi, S. Nakagawa, M. Miyake, K. Kawasaki and T. Mayumi, Invasion Afetastasis, 1995,15,156.
29. K. Kurita, T. Sannan and Y. Iwakura, Makromol. Chem., 1977,178, 3197.