Abstract
Lipase modified with polyethylene glycol became soluble and active in organic solvents, and catalyzed regioselective deacetylation of peracetylated monosaccharide derivatives in 1,1,1-trichloroethane. The deacetylation occurred only at the positions of C-4 and C-6 of the glycopyranoside ring. Especially, peracetylated methyl β-D-xylopyranoside and peracetylated L-serine-β-D-xylopyranoside were hydrolyzed only at the position of C-4. Subsequently, one of the resulting products, that is L-serine-2,3-di-O-acetyl-β-D-xylopyranoside, was coupled with galactose residue to obtain L-serine-4-O-(β-D-galactopyranosyl)-β-D-xylopyranoside, a model compound of the carbohydrate-protein linkage region of proteoglycans.
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Kodera, Y., Sakurai, K., Satoh, Y. et al. Regioselective deacetylation of peracetylated monosaccharide derivatives by polyethylene glycol-modified lipase for the oligosaccharide synthesis. Biotechnology Letters 20, 177–180 (1998). https://doi.org/10.1023/A:1005388726883
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DOI: https://doi.org/10.1023/A:1005388726883