Glycopeptides glycosylation

Hollosi, M., Kollat, E., Laczko, I., Medzihradsky, K., Thurin, J., and Otvos, L.J. (1991) Solid-phase synthesis of glycopeptides glycosylation of resin-bound serine-peptides by 3,4,6-tri-O-acetyl-D-glucose-oxazoline. Tetrahedron Lett. 32, 1531-1534. 

Spiro RG Protein glycosylation nature, distribution, en2ymatic formation, and disease implications of glycopeptide bonds. Glycobiology 2002 12 43R-... 

III. Structural Analysis of Glycopeptides and Glycoproteins Containing N-Glycosyl Linkages... 

C-N.m.r. Chemical-shift Data for Glycopeptides Carrying a Glycosyl Group1 at the C-Terminal Part of the Peptide, and also for Some Related Model Compounds... 

During the synthesis of glycopeptides, Pavia and coworkers had to confront the proposition that racemization of the amino acids may occur during either the peptide-coupling stage, or the glycosylation stage, or both. This presented a potential problem that had to be resolved. 

Figure 13.28 Enzymatic glycosylation to prepare novel glycopeptides...

T. A. Gerken, C. L. Owens, and M. Pasumarthy, Determination of the site-specific O-glycosylation pattern of the porcine submaxillary mucin tandem repeat glycopeptide, J. Biol. Chem., 272 (1997) 9709-9719. 

Urge, L., Otvos Jr., L., Lang, E., Wroblewski, K., Laczko, I., and Hollosi, M. (1992) Fmoc-protected, glycosylated asparagines potentially useful as reagents in the solid-phase synthesis of N-glycopeptides. Carbohydr. Res. 235, 83-93. 

Imperiali, B. and O Connor, S. 1999. Effect of N-linked glycosylation on glycopeptide and glycoprotein structure. Current Opinion in Chemical Biology 3(6), 643-649. 

In fact, other studies have shown that TMSOTf catalyzes the glycosylation of a silylated acceptor with a silylated hemiacetal donor [49]. Nudel man s procedure was applied to the synthesis [1-glucuronide 30, isolated in 57% yield. Kiyoi and Kondo have applied the TMSOTf activation protocol to protected L-fucose hemiacetal donors for glycopeptide synthesis and obtained glycopeptide fragment 31 in 74% yield (a p, 20 1) [50], Posner and Bull have developed a procedure that uses excess TMSOTf in the presence of molecular sieves (SYLOSIV A4) to synthesize various l.l -linked disaccharides such as the galactopyranose dimer 32 [51,52]. 

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