Abstract
| - A MUC1-related glycopeptide having five core-2 hexasaccharide branches (C330H527N46O207, MW =8450.9) was synthesized by a new strategy using a combination of microwave-assisted solid-phase synthesis(MA-SPGS) and enzymatic sugar elongation. Synthesis of a key glycopeptide intermediate was bestachieved in a combination of PEGA [poly(ethylene glycol)-poly-(N,N-dimethylacrylamide) copolymer]resin and MA-SPGS using glycosylated amino acid building blocks with high speed and high purity.Deprotection of the glycopeptide intermediate and subsequent glycosyltransferase-catalyzed sugarelongations were performed for generation of the additional diversities with the sugar moieties ofglycopeptides using β1,4-galactosyltransferase (β1,4-GalT) and two kinds of α2,3-sialyltransferases[ST3Gal III; α2,3-(N)-SiaT and ST3Gal II; α2,3-(O)-SiaT]. These reactions proceeded successfully inthe presence of 0.2% Triton X-100 to convert the chemically synthesized trisaccharide glycans todisialylated hexasaccharide.
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