Potent inhibition of protein-tyrosine phosphatase by phosphotyrosine-mimic containing cyclic peptides

Bioorganic and Medicinal Chemistry

Volumn 5, Issue 1, 1997, Pages 157-163

  Akamatsu, Miki ^a   Roller, Peter P ^a   Chen, Li ^b   Zhang, Zhong Yin ^b   Ye, Bin ^a   Burke Jr , Terrence R ^a  

^a NATIONAL CANCER INSTITUTE   (United States)

^b ALBERT EINSTEIN COLLEGE OF MEDICINE   (United States)

Author keywords

Cyclic peptide; Inhibitor; Mimic; Phosphatase; Signal transduction

Indexed keywords

CYCLOPEPTIDE; PROTEIN TYROSINE PHOSPHATASE; PROTEIN TYROSINE PHOSPHATASE INHIBITOR; RECOMBINANT ENZYME;

AMINO ACID COMPOSITION; CONFERENCE PAPER; DRUG DESIGN; ENZYME INHIBITION; PEPTIDE SYNTHESIS; SIGNAL TRANSDUCTION; STRUCTURE ACTIVITY RELATION;

BIOLOGICAL AVAILABILITY; ENZYME INHIBITORS; PEPTIDES, CYCLIC; PHOSPHOTYROSINE; PROTEIN-TYROSINE-PHOSPHATASE; RECOMBINANT PROTEINS; SPECTROMETRY, MASS, FAST ATOM BOMBARDMENT;

EID: 0031031166     PISSN: 09680896     EISSN: None     Source Type: Journal    
DOI: 10.1016/S0968-0896(96)00195-2     Document Type: Conference Paper

References (31)

1. 1. Powis, G. Tumori 1994, 80, 69.
2. 2. Burke, Jr T. R., Drugs of the Future 1992, 17, 119.
3. 3. Chang, C. J.; Geahlen, R. L. J. Nat. Prod. Lloydia 1992, 55, 1529.
4. 4. Levitzki, A.; Gazit, A. Science 1995, 267, 1782.
5. 5. Burke, Jr T. R.; Smyth, M. S.; Otaka, A.; Nomizu, M.; Roller, P. P.; Wolf, G.; Case, R.; Shoelson, S. E. Biochemistry 1994, 33, 6490.
6. 6. Gilmer, T.; Rodriquez, M.; Jordan, S.; Crosby, R.; Alligood, K.; Green, M.; Kimery, M.; Wagner, C.; Kinder, D.; Charifson, P.; Hassell, A. M.; Willard, D.; Luther, M.; Rusnak, D.; Sternbach, D. D.; Mehrotra, M.; Peel, M.; Shampine, L.; Davis, R.; Robbins, J.; Patel, I. R.; Kassel, D.; Burkhart, W.; Moyer, M.; Bradshaw, T.; Berman, J. J. Biol. Chem. 1994, 269, 31711.
7. 7. Sun, H.; Tonks, N. K. Trends Biochem. Sci. 1994, 19, 480.
8. 8. Chatterjee, S.; Goldstein, B. J.; Csermely, P.; Shoelson, S. E. In Peptides: Chemistry and Biology; Rivier, J. E.; Smith, J. A., Eds.; Escom Science: Leiden, Netherlands, 1992; pp 553-555.
9. 9. Zhang, Z. Y.; Maclean, D.; McNamara, D. J.; Sawyer, T. K.; Dixon, J. E. Biochemistry 1994, 33, 2285.
10. 10. Burke, Jr T. R.; Smyth, M.; Nomizu, M.; Otaka, A.; Roller, P. P. J. Org. Chem. 1993, 58, 1336.
11. 11. Burke, Jr T. R.; Smyth, M. S.; Otaka, A.; Roller, P. P. Tetrahedron Lett. 1993, 34, 4125.
12. 12. Smyth, M. S.; Burke, Jr T. R. Tetrahedron Lett. 1994, 35, 551.
13. 13. Burke, Jr T. R.; Kole, H. K.; Roller, P. P. Biochem. Biophys. Res. Commun. 1994, 204, 129.
14. 14. Kole, H. K.; Smyth, M. S.; Russ, P. L.; Burke, Jr T. R. Biochem. J. 1995, 311, 1025.
15. 15. Chen, L.; Wu, L.; Otaka, A.; Smyth, M. S.; Roller, P. P.; Burke, T. R.; Denhertog, J.; Zhang, Z. Y. Biochem. Biophys. Res. Commun. 1995, 276, 976.
16. 16. Ye, B.; Burke, Jr T. R. Tetrahedron Lett. 1995, 36, 4733.
17. 17. Ye, B.; Akamatsu, M.; Shoelson, S. E.; Wolf, G.; Giorgetti-Peraldi, S.; Yan, X.; Roller, P. P.; Burke, Jr T. R. J. Med. Chem. 1995, 38, 4270.
18. 18. Kole, H. K.; Ye, B.; Akamatsu, M.; Yan, X.; Barford, D.; Roller, P. P.; Burke, Jr T. R. Biochem. Biophys. Res. Commun. 1995, 209, 817.
19. 19. Burke, Jr T. R.; Ye, B.; Akamatsu, M.; Ford, Jr H.; Yan, X.; Kole, H. K.; Wolf, G.; Shoelson, S. E.; Roller, P. P. J. Med. Chem. 1996, 39, 1021.
20. 20. Giannis, A.; Kolter, T. Agnew. Chem. Int. Ed. 1993, 32, 1244.
21. 21. Hruby, V. J.; Bonner, G. G. Design of novel synthetic peptides including cyclic conformationally and topographically constrained analogs. In Methods in Molecular Biology; Pennington, M. W.; Dunn, B. M., Eds.; Humana Press: Totowa, NJ, 1994; Vol. 35, pp 201-240.
22. 22. Rink, H. Tetrahedron Lett. 1987, 28, 3787.
23. 23. Carpino, L. A. J. Am. Chem. Soc. 1993, 115, 4397.
24. 24. Feiertag, S.; Weismuller, K. H.; Nicholson, G.; Jung, G. In Peptides: Chemistry, Structure and Biology; Kaumaya, P. T. P.; Hodges, R. S., Eds.; Mayflower Scientific: Kingswinford, UK, 1995 (in press).
25. 25. Robey, F. A. Bromoacetylated synthetic peptides, starting materials for cyclic peptides, peptomers and peptide conjugates. In Peptide Synthesis Protocols; Pennington, M. W.; Dunn, B. M., Eds.; Humana Press: Totowa, NJ, 1994; Vol. 35, pp 73-90.
26. 26. Albericio, F.; Kneib-Cordonier, N.; Biancalana, S.; Gera, L.; Masada, R. I.; Hudson, D.; Barany, G. J. Org. Chem. 1990, 55, 3730.
27. 27. Jia, Z. C.; Barford, D.; Flint, A. J.; Tonks, N. K. Science 1995, 268, 1754.
28. 28. Zhang, Z. Y.; Maclean, D.; Thiemesefler, A. M.; Roeske, R. W.; Dixon, J. E. Anal. Biochem. 1993, 211, 7.
29. 29. Zhang, Z.-Y.; Walsh, A. B.; Wu, L.; McNamara, D. J.; Dobrusin, E. M.; Miller, W. T. J. Biol. Chem. 1996, 271, 5386.
30. 30. Hengge, A. C.; Sowa, G. A.; Wu, L.; Zhang, Z. Y. Biochemistry 1995, 34, 13982.
31. 31. Zhang, Z. Y. J. Biol. Chem. 1995, 270, 11199.