The study of glycopeptide syntheses: Exploring concise O-linked sialylglycopeptide synthesis and glycopeptide coupling reaction

Trends in Glycoscience and Glycotechnology

Volumn 20, Issue 114, 2008, Pages 203-217

  Okamoto, Ryo ^a   Kajihara, Yasuhiro ^a  

^a YOKOHAMA CITY UNIVERSITY   (Japan)

Author keywords

MUC4; Sialyl TN; Sialylation; Sialylglycopeptide

Indexed keywords

EID: 57649123277     PISSN: 09157352     EISSN: None     Source Type: Journal    
DOI: 10.4052/tigg.20.203     Document Type: Short Survey

References (39)

1. Wong, C. H. (2005) J. Org. Chem. 70, 4219-4225
2. Varki, A., Cummings, R., Esko, J., Freeze, H., Hart, G., and Marth, J. (1999) Essentials of Glycobiology, Cold Spring Harbor, New York
3. Marcaurelle, L. A., Mizoue, L. S., Wilken, J., Oldham, L., Kent, S. B. H., Handel, T. M., and Bertozzi, C. R. (2001) Chem. Eur. J. 7, 1129-1132
4. Hojo, H., Matsumoto, Y., Nakahara, Y., Ito, E., Suzuki, Y., Suzuki, M., Suzuki, A., and Nakahara, Y. (2005) J. Am. Chem. Soc. 127, 13720-13725
5. Yamamoto, N., Tanabe, Y., Okamoto, R., Dawson, P. E., and Kajihara, Y. (2008) J. Am. Chem. Soc. 130, 501-510
6. Aimoto, S. (2001) Curr. Org. Chem. 5, 45-87
7. Dawson, P. E., Muir, T. W., Lewis, I. C., and Kent, S. B. H. (1994) Science 266, 776-779
8. Danishefsky, S. J., and Allen, J. R. (2000) Angew. Chem. Int. Ed. 39, 836-863
9. Okamoto, R., Souma, S., and Kajihara, Y. (2008) J. Org. Chem. 73, 3460-3466
10. Okamoto, R., and Kajihara, Y. (2008) Angew. Chem. Int. Ed. 4, 5402-5406
11. Boons, G. J., and Demchenko, A.V. (2000) Chem. Rev. 100, 4539-4565
12. Cai, S., and Yu, B. (2003) Org. Lett. 5, 3827-3830
13. DeMeo, C., and Parker, O. (2005) Tetrahedron Asymmmetry 16, 303-307
14. Ishiwata, A., and Ito, Y. (2003) Synlett. 9, 1339-1343
15. Lin, C. C., Huang, K. T., and Lin, C. C. (2005) Org. Lett. 7, 4169-4172
16. Tanaka, H., Adachi, M., and Takahashi, T. (2005) Chem. Eur. J. 11, 849-862
17. Ando, H., Koike, Y., Ishida, H., and Kiso, M. (2003) Tetrandron Lett. 44, 6883-6886
18. Ando, H., Koike, Y., Koizumi, S., Ishida, H., and Kiso, M. (2005) Angew. Chem. Int. Ed. 44, 6759-6763
19. Tanaka, K., Goi, T., and Fukase, K. (2005) Synlett. 19, 2958-2962
20. Tanaka, H., Nishiura, Y., and Takahashi, T. (2006) J. Am. Chem. Soc. 128, 7124-7125
21. Farris, M., and DeMeo, C. (2007) Tetrahedron Lett. 48, 1255-1227
22. Crich, D., and Li, W. (2007) J. Org. Chem. 72, 2387-2391
23. a) Danishefsky, S. J., DeNinno, M. P., and Cheng, S. H. (1988) J. Am. Chem. Soc. 110, 3929-3940;
24. b) Ye, X. S., Huang, X., and Wong, C. H. (2001) Chem. Commun. 974-975
25. Kuhn, R., Lutz P., and Macdonald, D. (1966) Chem. Ber. 99, 611
26. Myers, R. W., Lee, Y. C., Thomas, G. H., Reynolds, L. W., and Uchida, Y. (1980) Anal. Biochem. 101, 166-174
27. Roy, R., and Pon, R. A. (1990) Glycoconjugate J. 7, 3-12
28. Dziadek, S., Brocke, C., and Kunz, H. (2004) Chem. Eur. J. 10, 4150-4162
29. Dekker, J., Rossen, J. W. A., Buller, H. A., and Einerhand, A. W. C. (2002) Trends. Biochem. Sci. 27, 126-131
30. Singh, A. P., Chaturvedi, P., and Batra, S. K. (2007) Cancer Res. 67, 433-436
31. Nakahara, Y. (2007) Biopolymers 88, 308-324
32. Chef, X. T., Sames, D., and Danishefsky, S. J. (1998) J. Am. Chem. Soc. 120, 7760-7769
33. Yamamoto, N., Takayanagi, A., Yoshino, A., Sakakibara, T., and Kajihara, Y. (2007) Chem. Eur. J. 13, 613-625
34. Christian, H., and Oliver, S. (2008) Angew. Chem. Int. Ed. 47, 1553-1556
35. Gross, E., and Morell, J. L. (1974) Biochem. Biophys. Res. Commun. 59, 1145-1150
36. Kaiser, R., and Metzka, L. (1999) Anal. Biochem. 266, 1-8
37. Hackenberger, C. P. R. (2006) Org. Biomol. Chem. 4, 2291-2295
38. Kajihara, Y., Yoshihara, A., Hirano, K., and Yamamoto, N. (2006) Carbohydr. Res. 341, 1333-1340
39. Hanisch, F. G., and Muller, S. (2000) Glycobiology 10, 439-440