V-Glycopeptides

Scheme 37 Aspartimide Formation during Convergent /V-Glycopeptide Synthesis 3951...

K. von dem Bruch and H. Kunz, Synthesis of /V-glycopeptide clusters with Lewis antigen side chains and their coupling to carrier proteins, Angew. Chem. lnt. Ed. Engl. 33 101 (1994). 

The type-V glycopeptide antibiotics with complestatin or chloropeptin as representatives show no antibacterial activity. Instead, the inhibition of binding of viral glycoprotein gpl20 to cellular CD4-receptors was found. Characteristic features for this subclass are a DE-biaryl ring, which is formed by 4-hydroxyphenylglycine (AA4) and tryptophan (AA2). 

Urge, L, Jackson, D C, Gorbics, L, Wroblewski, K, Graczyk, G, Otvos, L Jr, S3mthesis and conformational analysis of V-glycopeptides that contain extended sugar chains. Tetrahedron, 50, 2373-2390, 1994. 

Arsequell, G, Valencia, G, Recent advances in the synthesis of complex V-glycopeptides, Tetrahedron Asymmetry, 10, 3045-3094, 1999. 

Trade names Exullett V-Glycopeptide Zeven (Pfizer) Indications Skin infections and drug resistant gram-positive... 

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