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Volumn 3, Issue 8, 2001, Pages 1189-1192

Convergent synthesis of peptide conjugates using dehydroalanines for chemoselective ligations

Author keywords

[No Author keywords available]

Indexed keywords

ALANINE; DEHYDROALANINE; DRUG DERIVATIVE; PEPTIDE; THIOGLYCOSIDE; THIOL DERIVATIVE;

EID: 0035912356     PISSN: 15237060     EISSN: None     Source Type: Journal    
DOI: 10.1021/ol015648a     Document Type: Article
Times cited : (113)

References (78)
  • 3
    • 13344291142 scopus 로고
    • For selected examples and reviews of this approach in glycopeptide synthesis, see: (a) Andreotti, A. H.; Kahne, D. J. Am. Chem. Soc. 1993, 115, 3352-3353.
    • (1993) J. Am. Chem. Soc. , vol.115 , pp. 3352-3353
    • Andreotti, A.H.1    Kahne, D.2
  • 6
    • 0003867841 scopus 로고
    • Montreuil, J., Schacter, H., Vliegenthart, J. F. G., Eds.; Elsevier: Amsterdam
    • (d) Paulsen, H.; Peters. S.; Bielfeldt, T., In Glycoproteins; Montreuil, J., Schacter, H., Vliegenthart, J. F. G., Eds.; Elsevier: Amsterdam, 1995.
    • (1995) Glycoproteins
    • Paulsen, H.1    Peters, S.2    Bielfeldt, T.3
  • 17
    • 0026826660 scopus 로고
    • For other electrophilic handles that have been introduced into peptides, see: (a) Geoghegan, K. F.; Stroh, J. G. Bioconj. Chem. 1992, 3, 138-146.
    • (1992) Bioconj. Chem. , vol.3 , pp. 138-146
    • Geoghegan, K.F.1    Stroh, J.G.2
  • 54
    • 0016892854 scopus 로고
    • Diastereoselective Michael addition (9:1) of methanethiol to proline-dehydroalanine dipeptides has been reported: Schmidt, U.; Öhler, E. Angew. Chem., Int. Ed. Engl. 1976, 15, 42.
    • (1976) Angew. Chem., Int. Ed. Engl. , vol.15 , pp. 42
    • Schmidt, U.1    Öhler, E.2
  • 62
    • 0041363637 scopus 로고    scopus 로고
    • US 5,932,554, 1999; US 5,968,907, 1999
    • The patent literature contains reports of successful Michael additions of thioglycosides to Michael acceptors such as cyclopentenone and cyclohexenone: Hindsgaul, O. US 5,932,554, 1999; US 5,968,907, 1999.
    • Hindsgaul, O.1
  • 72
    • 0035825787 scopus 로고    scopus 로고
    • For a different example of using unprotected 1-thio sugars to link carbohydrates to amino acids, see: Cohen, S. B.; Halcomb, R. L. Org. Lett. 2001, 3, 405-407.
    • (2001) Org. Lett. , vol.3 , pp. 405-407
    • Cohen, S.B.1    Halcomb, R.L.2


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.