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Regioselective transglycosylation in the synthesis of oligosaccharides: comparison of β-galactosidases and sialidases of various origins

✍ Scribed by Katsumi Ajisaka; Hiroshi Fujimoto; Megumi Isomura

Publisher
Elsevier Science
Year
1994
Tongue
English
Weight
759 KB
Volume
259
Category
Article
ISSN
0008-6215

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✦ Synopsis

  • 4)-D-GlcpNAc) was synthesized regioselectively with the aid of the transglycosylation activity of P-galactosidase isolated from Diplococcus pneumoniae using p-nitrophenyl P-o-galactopyranoside as the donor. Also, transglycosylation of the sialyl group in an ~(2 + g&linked sialic acid dimer or p-nitrophenyl glycoside of sialic acid to N-acetyl-lactosamine was performed using sialidases of various origins. When sialidase from Clostridium perfringens, Arthrobacter ureafaciens, or vibrio cholerae was used, a-(2 + 6)-linked sialyl N-acetyl-lactosamine was obtained regioselectively. In contrast, when sialidase from newcastle disease virus was used, the (u-(2 + 3)-linked isomer was obtained regioselectively.

The regioselectivity of the transglycosylation reaction using p-galactosidase and sialidase was compared with hydrolysis specificity toward the same linkages.

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