Glycopeptides chemoenzymatic synthesis

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Figure 5 Chemoenzymatic synthesis of glycopeptide using a combination of solid-phase and water-soluble polymer supports.

Groothuys S, Kuijpers BHM, Quaedflieg PJLM, Roelen HCPF, Wiertz RW, Blaauw RH, van Delft IT., Rutjes FPJT. Chemoenzymatic synthesis of triazole-linked glycopeptides. Synthesis 2006 3146-3152. 

Koeller, K M, Smith, M E B, Huang, R-F, Wong, C-H, Chemoenzymatic synthesis of a PSGL-1 iV-terminal glycopeptide containing tyrosine sulfate and a-O-hnked sialyl Lewis, J. Am. Chem. Soc., 122, 4241-4242, 2000. 

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Figure 10 Highlights of glycopeptide synthesis, (a) H-type 2 blood group N-linked glycopeptide generated by chemical synthesis (b) sulfated mucin-type 0-linked glycopeptide generated by chemoenzymatic synthesis. ...

Fig. 10) [165], The Cytel corporation in San Diego has been able to scale-up this process for the routine production of kilogram quantities in each run of reactions [144]. The sialyl Le tetrasaccharide and its analogs are of pharmaceutical interest in the context of new treatments for chronic inflammatory diseases (psoriasis, rheumatoid arthritis), tumors, and tissue injuries following a heart attack, stroke, or organ transplant. Sialyl Lex and its analogs are therefore enthusiastically pursued by several pharmaceutical companies. Strategies for the solid-phase chemoenzymatic synthesis of glycopeptides (and glycolipids) containing sialyl Lex have also been designed and reported [144,156, and references therein].

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