6533b7d4fe1ef96bd126276c
RESEARCH PRODUCT
Solid-Phase Synthesis of a Sialyl-Tn-Glycoundecapeptide of the MUC1 Repeating Unit
Beate LiebeHorst Kunzsubject
chemistry.chemical_classificationAllylic rearrangementChemistryOrganic ChemistryDisaccharidePeptideBiochemistryCombinatorial chemistryCatalysisGlycopeptideInorganic Chemistrychemistry.chemical_compoundSolid-phase synthesisAntigenDrug DiscoveryPhysical and Theoretical ChemistryThreonineMUC1description
The synthesis of glycopeptides carrying tumour-associated antigens is of interest for cancer diagnosis and treatment. Here, a very efficient route lo disaccharide threonine building block 8 is presented which allows the introduction of the sialyl-Tn antigen into a peptide. The syntheses of the undecapeptide and the sialyl-Tn-containing glycoundecapeptide, which are a part of the repeating unit of MUC1, were performed by solid-phase synthesis with an allylic anchor cleavable under neutral conditions. After detachment from the resin, the peptide and the glycopeptide arc completely deprotected giving the target compounds 13 and 15, respectively.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 1997-08-11 | Helvetica Chimica Acta |