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Volumn 119, Issue 38, 1997, Pages 8766-8776

Chemoenzymatic solution- and solid-phase synthesis of O-glycopeptides of the mucin domain of MAdCAM-1. A general route to O-LacNAc, O-sialyl-LacNAc, and O-Sialyl-Lewis-X peptides

Author keywords

[No Author keywords available]

Indexed keywords

CELL ADHESION MOLECULE; GLYCOPEPTIDE; GLYCOSYLTRANSFERASE; OCTAPEPTIDE;

EID: 0030765279     PISSN: 00027863     EISSN: None     Source Type: Journal    
DOI: 10.1021/ja971383c     Document Type: Article
Times cited : (123)

References (110)
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    • Glycopeptidesynthesis
    • Lee, Y. C., Lee, R. T., Eds.; Academic Press: San Diego
    • (b) Meldal, M. Glycopeptidesynthesis. In Neoglycoconjugates: Preparation and Applications; Lee, Y. C., Lee, R. T., Eds.; Academic Press: San Diego, 1994; p 145.
    • (1994) Neoglycoconjugates: Preparation and Applications , pp. 145
    • Meldal, M.1
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    • Jung, G., Bayer, E., Eds.; W. de Gruyter: Berlin
    • (d) Kunz, H.; Dombo, B.; Kosch, W. in Peptides 1988; Jung, G., Bayer, E., Eds.; W. de Gruyter: Berlin, 1989; p 154.
    • Peptides 1988 , vol.1989 , pp. 154
    • Kunz, H.1    Dombo, B.2    Kosch, W.3
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    • (ORPEGEN GmbH), DE-A P 3720269.3, 1987; USA, 4 929 671, 1990
    • (e) Kunz, H.; Dombo, B. (ORPEGEN GmbH), DE-A P 3720269.3, 1987; USA, 4 929 671, 1990.
    • Kunz, H.1    Dombo, B.2
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    • 13C-NMR spectra (compared to authentic reference, see Scheme 3, 9) was isolated. The high-field shift of the anomeric proton as well as the anomeric carbon indicated that the carboxyl group and not the hydroxyl group had been glycosylated. (For a similar observation see: Salvador, L. A; Elofsson, M.; Kihlberg, J. Tetrahedron 1995, 51, 5643.)
    • (1994) J. Chem. Soc., Chem. Commun. , pp. 2383
    • Arsequell, G.1    Krippner, L.2    Dwek, R.A.3    Wong, S.Y.C.4
  • 95
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    • 13C-NMR spectra (compared to authentic reference, see Scheme 3, 9) was isolated. The high-field shift of the anomeric proton as well as the anomeric carbon indicated that the carboxyl group and not the hydroxyl group had been glycosylated. (For a similar observation see: Salvador, L. A; Elofsson, M.; Kihlberg, J. Tetrahedron 1995, 51, 5643.)
    • (1995) Tetrahedron , vol.51 , pp. 5643
    • Salvador, L.A.1    Elofsson, M.2    Kihlberg, J.3
  • 99
    • 1842270186 scopus 로고    scopus 로고
    • A complete description of the reagents used and the selectivities obtained is available as Supporting Information
    • A complete description of the reagents used and the selectivities obtained is available as Supporting Information.
  • 105
    • 1842399453 scopus 로고    scopus 로고
    • Data available as Supporting Information
    • Data available as Supporting Information.
  • 106
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    • note
    • 2O. This conjugate was stable for weeks upon treatment with buffers which caused ester hydrolysis of conjugates 14, 19, and 21. Data available as Supporting Information.


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.