Novel Tn antigen-containing neoglycopeptides: Synthesis and evaluation as anti tumor vaccines

Laura Cipolla, Maria Rescigno, Antonella Leone, Francesco Peri, Barbara La Ferla, Francesco Nicotra

Research output: Contribution to journalArticle

Abstract

The fully unprotected α-C-glycosyl analogue of N-acetylgalactosamine 9 was conjugated by a non-natural oxime bond to the segment peptides 328-340OVA and 327-339OVA, affording neoglycopeptides 1-2 and 3, having one or two sugar units, respectively. The three neoglycopeptides were tested in vitro in an antigen presentation assay as antitumor vaccines. Neoglycopeptides 1-3 could be presented to and recognized by the T cell receptor; neoglycopeptide 3, bearing two B-epitopes, was presented to the TCR with higher efficiency, compared to neoglycopeptide 2, having only one B-epitope.

Original languageEnglish
Pages (from-to)1639-1646
Number of pages8
JournalBioorganic and Medicinal Chemistry
Volume10
Issue number5
DOIs
Publication statusPublished - 2002

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Cancer Vaccines
Epitopes
Bearings (structural)
Acetylgalactosamine
Oximes
Antigen Presentation
T-Cell Antigen Receptor
Sugars
Assays
Vaccines
Antigens
Peptides
Tn antigen
In Vitro Techniques

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Novel Tn antigen-containing neoglycopeptides : Synthesis and evaluation as anti tumor vaccines. / Cipolla, Laura; Rescigno, Maria; Leone, Antonella; Peri, Francesco; La Ferla, Barbara; Nicotra, Francesco.

In: Bioorganic and Medicinal Chemistry, Vol. 10, No. 5, 2002, p. 1639-1646.

Research output: Contribution to journalArticle

Cipolla, Laura ; Rescigno, Maria ; Leone, Antonella ; Peri, Francesco ; La Ferla, Barbara ; Nicotra, Francesco. / Novel Tn antigen-containing neoglycopeptides : Synthesis and evaluation as anti tumor vaccines. In: Bioorganic and Medicinal Chemistry. 2002 ; Vol. 10, No. 5. pp. 1639-1646.
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