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Synthesis and immunological evaluation of an antitumor neoglycopeptide vaccine bearing a novel homoserine Tn antigen.

Abstract : As part of our program on Tn-specific anti-tumor immunotherapy, our aim was to vary the nature of the aglyconic part of the tumor-associated Tn antigen (alpha-d-GalNAc-Ser/Thr). This report describes the synthesis of Fmoc-hSer-(alpha-d-GalNAc)-OH (4) in 19% overall yield from protected aspartic acid. The building block 4 was incorporated as trimeric clusters into a glycopeptide vaccine [MAG:Tn(hSer)3-PV], using solid-phase peptide synthesis. When injected in mice, the resulting MAG induces a strong antibody response, which recognizes native tumor-associated antigens (TAA) at the surface of human tumor cells. This approach may be extended to the use of other nonnatural TAA in order to improve half-life of synthetic anti-cancer vaccines.
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https://hal-pasteur.archives-ouvertes.fr/pasteur-00166850
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Submitted on : Friday, August 10, 2007 - 2:57:16 PM
Last modification on : Monday, January 13, 2020 - 5:08:05 PM

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Sophie Vichier-Guerre, Richard Lo-Man, Valérie Huteau, Edith Dériaud, Claude Leclerc, et al.. Synthesis and immunological evaluation of an antitumor neoglycopeptide vaccine bearing a novel homoserine Tn antigen.. Bioorganic and Medicinal Chemistry Letters, Elsevier, 2004, 14 (13), pp.3567-70. ⟨10.1016/j.bmcl.2004.04.047⟩. ⟨pasteur-00166850⟩

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