Detalle de: Tn Antigen Mimics Based on sp 2 -Iminosugars with Affinity for an anti-MUC1 Antibody
| Title | Tn Antigen Mimics Based on sp 2 -Iminosugars with Affinity for an anti-MUC1 Antibody |
| Abstract |
The first examples of amino acid (Ser/Thr)-sp(2)-iminosugar glycomimetic conjugates featuring an α-O-linked pseudoanomeric linkage are reported. The key synthetic step involves the completely diastereoselective α-glycosylation of Ser/Thr due to strong stereoelectronic and conformational bias imposed by the bicyclic sp(2)-iminosugar scaffold. Mucin-related glycopeptides incorporating these motifs were recognized by the monoclonal antibody (mAb) scFv-SM3, with activities depending on both the hydroxylation pattern (Glc/Gal/GlcNAc/GalNAc) of the sp(2)-iminosugar and the peptide aglycone structure (Ser/Thr). |
| Apa Reference | Fernández, E.M.S., Navo, C.D., Martínez-Sáez, N., Gonçalves-Pereira, R., Somovilla, V.J., Avenoza, A., Busto, J.H., Bernardes, G.J.L., Jiménez-Osés, G., Corzana, F., Fernández, J.M.G., Mellet, C.O. & Peregrina, J.M. (2016). Tn Antigen Mimics Based on sp 2 -Iminosugars with Affinity for an anti-MUC1 Antibody. Organic Letters, 18(15), 3890-3893. 10.1021/acs.orglett.6b01899 |
| Doi | 10.1021/acs.orglett.6b01899 |
| Publication Date | 25 Jul 2016 |
| Publication Type | Article |
| Researcher | Gonzalo Jiménez-Osés |
| Ontology | Genome Assembly, Molecular flexibility, Sequence analysis |
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