caa a22 4500 397558031 CHVBK 20180308164808.0 cr unu---uuuuu 161202e199610 xx s 000 0 eng 10.1093/oxfordjournals.jbchem.a021490 doi (NATIONALLICENCE)oxford-10.1093/oxfordjournals.jbchem.a021490 Convenient Synthesis of β-(1→3)-Galactosyl Disaccharide α-Glycoside and Its Analogs as Mimic Units of Mucin-Type Carbohydrate [Elektronische Daten] [Takeomi Murata, Tomonori Itoh, Yumi Hayakawa, Taichi Usui] β-Galactosidase from porcine testes induced regioselective transglycosylation from lactose to the 3-position of 2-acetamido glywsides. When α-D-GalNAc-OC6H4NO2-p was used as an acceptor, the enzyme synthesized mainly β-D-Gal-(1→3)-α-D-GalNAc-OC6H4NO2-p with its (1→6) linked isomer. The use of an inclusion complex of the glycoside acceptor with β-CD increased the efficiency of transglycosylation by increasing the solubility of the acceptor. In the same way, the use of β-D-GalNAc-OC6H4NO2-p as acceptor led to the preferential synthesis of β-D-Gal-(1→3)-β-β-D-GalNAc-OC6H4NO2-p over that of its (1→6) linked isomer. β-D-Gal-(1→3)-β-D-GlcNAc-OC6H4NO2-p was also synthesized with β-D-GlcNAc-OC6H4NO2-p acceptor by the consecutive use of β-D-galactosidasea from porcine testes and Bacillus circulans. These enzyme reactions are efficient enough to allow the one-pot preparation of the desired disaccharide glycosides. © 1996 BY THE JOURNAL OF BIOCHEMISTRY Regular Papers nationallicence endo-α-N-actylgalactominidase nationallicence β-D-galactosidase nationallicence β-D-Gal-(1→ nationallicence )-α-D-GalNac-OC6H4NO2-p nationallicence mucin-type oligosaccharide nationallicence transglycosylation nationallicence Murata Takeomi Faculty of Agriculture, Department of Applied Biological Chemistry, Shizuoka University, 836 Ohya Shizuoka 422 aut Itoh Tomonori Faculty of Agriculture, Department of Applied Biological Chemistry, Shizuoka University, 836 Ohya Shizuoka 422 aut Hayakawa Yumi Faculty of Agriculture, Department of Applied Biological Chemistry, Shizuoka University, 836 Ohya Shizuoka 422 aut Usui Taichi Faculty of Agriculture, Department of Applied Biological Chemistry, Shizuoka University, 836 Ohya Shizuoka 422 aut The Journal of Biochemistry Oxford University Press 120/4(1996-10), 851-855 0021-924X 120:4<851 1996 120 jbchem https://doi.org/10.1093/oxfordjournals.jbchem.a021490 text/html Onlinezugriff via DOI 1 other jats NATIONALLICENCE 856 40 https://doi.org/10.1093/oxfordjournals.jbchem.a021490 text/html Onlinezugriff via DOI NATIONALLICENCE 700 1- Murata Takeomi Faculty of Agriculture, Department of Applied Biological Chemistry, Shizuoka University, 836 Ohya Shizuoka 422 aut NATIONALLICENCE 700 1- Itoh Tomonori Faculty of Agriculture, Department of Applied Biological Chemistry, Shizuoka University, 836 Ohya Shizuoka 422 aut NATIONALLICENCE 700 1- Hayakawa Yumi Faculty of Agriculture, Department of Applied Biological Chemistry, Shizuoka University, 836 Ohya Shizuoka 422 aut NATIONALLICENCE 700 1- Usui Taichi Faculty of Agriculture, Department of Applied Biological Chemistry, Shizuoka University, 836 Ohya Shizuoka 422 aut NATIONALLICENCE 773 0- The Journal of Biochemistry Oxford University Press 120/4(1996-10), 851-855 0021-924X 120:4<851 1996 120 jbchem Metadata rights reserved CC BY-NC-4.0 http://creativecommons.org/licenses/by-nc/4.0 nationallicence BK010053 XK010053 XK010000 NATIONALLICENCE NATIONALLICENCE NL-oxford