Unusual lactam formation occurring in the synthesis of a biotinylated T-antigen-serine derivative.

S. Bay (1) , O. Berthier-Vergnes (2) , V. Biberovic (1) , D. Cantacuzène (1)

1 Chimie Organique
2 Peau humaine et immunité

Synthesis of the biotinylated T-antigens, linked to a serine by an alpha (7 alpha) or a beta (7 beta) 2-acetamido-2-deoxy-D-galactoside bond, is described. These derivatives were needed for the detection of a specific endogenous lectin at the surface and/or on the migration pathway of melanoma cells. In the course of the synthesis, an unusual lactam formation was observed with the beta anomer of the azido-disaccharide 5 beta.

Domaines: Sciences du Vivant [q-bio]

S. Bay, O. Berthier-Vergnes, V. Biberovic, D. Cantacuzène. Unusual lactam formation occurring in the synthesis of a biotinylated T-antigen-serine derivative.. Carbohydrate Research, 1997, 303 (1), pp.25-31. ⟨10.1016/S0008-6215(97)00146-8⟩. ⟨pasteur-00167056⟩