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Solid phase synthesis of the fibronectin glycopeptide V(Galβ3GalNAcα)THPGY, its β analogue, and the corresponding unglycosylated peptide

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Abstract

The fibronectin fragment VTHPGY and the corresponding glycopeptides V(Galβ3GalNAcα)THPGY and V(Galβ3GalNAcβ)THPGY were synthesized by the FMOC/solid phase approach. FMOC derivatives of threonine, carrying O-linked, peracetylated Galβ3GalNAc chains were used for introduction (HOBt-mediated coupling) of the disaccharide moieties.

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Abbreviations

FMOC:

9-fluorenylmethyloxycarbonyl

DMTST:

dimethyl(thiomethyl)sulfonium triflate

DMF:

dimethylformamide

BOC:

butoxycarbonal

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Authors and Affiliations

  1. Department of Organic Chemistry, Stockholm University, S-106 91, Stockholm, Sweden

    B. Lüning, C. Rivera-Baeza & J. Tejbrant

  2. Organic Synthesis Department, BioCarb Technology AB, S-223 70, Lund, Sweden

    T. Norberg

Authors
  1. B. Lüning
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  2. T. Norberg
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  3. C. Rivera-Baeza
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  4. J. Tejbrant
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Lüning, B., Norberg, T., Rivera-Baeza, C. et al. Solid phase synthesis of the fibronectin glycopeptide V(Galβ3GalNAcα)THPGY, its β analogue, and the corresponding unglycosylated peptide. Glycoconjugate J 8, 450–455 (1991). https://doi.org/10.1007/BF00769846

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  • DOI: https://doi.org/10.1007/BF00769846

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