Design and synthesis of Le(y)-bearing glycopeptides that mimic cell surface Le(y) mucin glycoprotein architecture

Journal of the American Chemical Society

Volumn 122, Issue 30, 2000, Pages 7273-7279

  Glunz, Peter W ^a,e   Hintermann, Samuel ^b,e   Williams, Lawrence J ^e   Schwarz, Jacob B ^c,e   Kuduk, Scott D ^d,e   Kudryashov, Valery ^e   Lloyd, Kenneth O ^e   Danishefsky, Samuel J ^e,f  

^a DUPONT COMPANY   (United States)

^b NOVARTIS PHARMA AG   (Switzerland)

^c PFIZER INC   (United States)

^d MERCK RESEARCH LABORATORIES   (United States)

^e MEMORIAL SLOAN KETTERING CANCER CENTER   (United States)

^f Havemeyer Hall ^*  (United States)

Author keywords

[No Author keywords available]

Indexed keywords

CANCER VACCINE; GLYCOPEPTIDE; GLYCOPROTEIN; LEUCINE; MUCIN; POLYSACCHARIDE; TUMOR ANTIGEN;

ARTICLE; CONJUGATION; DRUG CONFORMATION; DRUG DESIGN; DRUG SYNTHESIS; GLYCOSYLATION; IMMUNE RESPONSE; IMMUNIZATION; REACTION ANALYSIS;

EID: 0034596359     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja0011820     Document Type: Article

References (64)

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12. y: Synthesis: (a) Behar, V.; Danishefsky, S. J. J. Am. Chem. Soc. 1994, 33, 1468. (b) Danishefsky, S. J.; Behar, V.; Randolph, J. T.; Lloyd, K. O. J. Am. Chem. Soc. 1995, 117, 5701. Preclinical data: (c) Kudryashov, V.; Kim, H. M.; Ragupathi, G.; Danishefsky, S. J.; Livingston, P. O.; Lloyd, K. O. Cancer Imunol. Immunother. 1998, 45, 281. Clinical data: (d) Sabbatini, P. J., et al. Int. J. Cancer. In press.
13. y: Synthesis: (a) Behar, V.; Danishefsky, S. J. J. Am. Chem. Soc. 1994, 33, 1468. (b) Danishefsky, S. J.; Behar, V.; Randolph, J. T.; Lloyd, K. O. J. Am. Chem. Soc. 1995, 117, 5701. Preclinical data: (c) Kudryashov, V.; Kim, H. M.; Ragupathi, G.; Danishefsky, S. J.; Livingston, P. O.; Lloyd, K. O. Cancer Imunol. Immunother. 1998, 45, 281. Clinical data: (d) Sabbatini, P. J., et al. Int. J. Cancer. In press.
14. y: Synthesis: (a) Behar, V.; Danishefsky, S. J. J. Am. Chem. Soc. 1994, 33, 1468. (b) Danishefsky, S. J.; Behar, V.; Randolph, J. T.; Lloyd, K. O. J. Am. Chem. Soc. 1995, 117, 5701. Preclinical data: (c) Kudryashov, V.; Kim, H. M.; Ragupathi, G.; Danishefsky, S. J.; Livingston, P. O.; Lloyd, K. O. Cancer Imunol. Immunother. 1998, 45, 281. Clinical data: (d) Sabbatini, P. J., et al. Int. J. Cancer. In press.
15. Globo H: Synthesis: (a) Park, T. K.; Kim, I. J.; Hu, S.; Bilodeau, M. T.; Randolph, J. T.; Kwon, O.; Danishefsky, S. J. J. Am. Chem. Soc. 1996, 118, 11488. Preclinical and clinical data: (b) Ragupathi, G.; Slovin, S. F.; Adluri, S.; Sames, D.; Kim, I. J.; Kim, H. M.; Spassova, M.; Bornmann, W. G.; Lloyd, K. O.; Scher, H. I.; Livingston, P. O.; Danishefsky, S. J. Angew. Chem., Int. Ed. 1999, 38, 563. (c) Slovin, S. F.; Ragupathi, G.; Adluri, S.; Ungers, G.; Terry, K.; Kim, S.; Spassova, M.; Bornmann, W. G.; Fazzari, M.; Dantis, L.; Olkiewicz, K.; Lloyd, K. O.; Livingston, P. O.; Danishefsky, S. J.; Scher, H. I. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 5710. (d) Wang, Z.-G.; Williams, L. J.; Zhang, X.-F.; Zatorski, A.; Kudryashov, V.; Ragupathi, G.; Spassova, M.; Bornmann, W.; Slovin, S. F.; Scher, H. I.; Livingston, P. O.; Lloyd, K. O.; Danishefsky, S. J. Proc. Natl. Acad. Sci. 2000, 97, 2719.
16. Globo H: Synthesis: (a) Park, T. K.; Kim, I. J.; Hu, S.; Bilodeau, M. T.; Randolph, J. T.; Kwon, O.; Danishefsky, S. J. J. Am. Chem. Soc. 1996, 118, 11488. Preclinical and clinical data: (b) Ragupathi, G.; Slovin, S. F.; Adluri, S.; Sames, D.; Kim, I. J.; Kim, H. M.; Spassova, M.; Bornmann, W. G.; Lloyd, K. O.; Scher, H. I.; Livingston, P. O.; Danishefsky, S. J. Angew. Chem., Int. Ed. 1999, 38, 563. (c) Slovin, S. F.; Ragupathi, G.; Adluri, S.; Ungers, G.; Terry, K.; Kim, S.; Spassova, M.; Bornmann, W. G.; Fazzari, M.; Dantis, L.; Olkiewicz, K.; Lloyd, K. O.; Livingston, P. O.; Danishefsky, S. J.; Scher, H. I. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 5710. (d) Wang, Z.-G.; Williams, L. J.; Zhang, X.-F.; Zatorski, A.; Kudryashov, V.; Ragupathi, G.; Spassova, M.; Bornmann, W.; Slovin, S. F.; Scher, H. I.; Livingston, P. O.; Lloyd, K. O.; Danishefsky, S. J. Proc. Natl. Acad. Sci. 2000, 97, 2719.
17. Globo H: Synthesis: (a) Park, T. K.; Kim, I. J.; Hu, S.; Bilodeau, M. T.; Randolph, J. T.; Kwon, O.; Danishefsky, S. J. J. Am. Chem. Soc. 1996, 118, 11488. Preclinical and clinical data: (b) Ragupathi, G.; Slovin, S. F.; Adluri, S.; Sames, D.; Kim, I. J.; Kim, H. M.; Spassova, M.; Bornmann, W. G.; Lloyd, K. O.; Scher, H. I.; Livingston, P. O.; Danishefsky, S. J. Angew. Chem., Int. Ed. 1999, 38, 563. (c) Slovin, S. F.; Ragupathi, G.; Adluri, S.; Ungers, G.; Terry, K.; Kim, S.; Spassova, M.; Bornmann, W. G.; Fazzari, M.; Dantis, L.; Olkiewicz, K.; Lloyd, K. O.; Livingston, P. O.; Danishefsky, S. J.; Scher, H. I. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 5710. (d) Wang, Z.-G.; Williams, L. J.; Zhang, X.-F.; Zatorski, A.; Kudryashov, V.; Ragupathi, G.; Spassova, M.; Bornmann, W.; Slovin, S. F.; Scher, H. I.; Livingston, P. O.; Lloyd, K. O.; Danishefsky, S. J. Proc. Natl. Acad. Sci. 2000, 97, 2719.
18. Globo H: Synthesis: (a) Park, T. K.; Kim, I. J.; Hu, S.; Bilodeau, M. T.; Randolph, J. T.; Kwon, O.; Danishefsky, S. J. J. Am. Chem. Soc. 1996, 118, 11488. Preclinical and clinical data: (b) Ragupathi, G.; Slovin, S. F.; Adluri, S.; Sames, D.; Kim, I. J.; Kim, H. M.; Spassova, M.; Bornmann, W. G.; Lloyd, K. O.; Scher, H. I.; Livingston, P. O.; Danishefsky, S. J. Angew. Chem., Int. Ed. 1999, 38, 563. (c) Slovin, S. F.; Ragupathi, G.; Adluri, S.; Ungers, G.; Terry, K.; Kim, S.; Spassova, M.; Bornmann, W. G.; Fazzari, M.; Dantis, L.; Olkiewicz, K.; Lloyd, K. O.; Livingston, P. O.; Danishefsky, S. J.; Scher, H. I. Proc. Natl. Acad. Sci. U.S.A. 1999, 96, 5710. (d) Wang, Z.-G.; Williams, L. J.; Zhang, X.-F.; Zatorski, A.; Kudryashov, V.; Ragupathi, G.; Spassova, M.; Bornmann, W.; Slovin, S. F.; Scher, H. I.; Livingston, P. O.; Lloyd, K. O.; Danishefsky, S. J. Proc. Natl. Acad. Sci. 2000, 97, 2719.
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