The efficient enzymatic synthesis of N-acetyllactosamine in an organic co-solvent.
In the presence of beta-galactosidase from Bifidobacterium bifidum, N-acetyllactosamine was synthesized in significantly enhanced yield compared with earlier routes. Different proportions of the (1-->4)- and (1-->6)-linked forms were obtained depending on the choice of enzyme and reaction conditions, viz. the nature of added organic co-solvent (20-80% of 2-ethoxy ethyl ether, trimethyl phosphate, or acetone). The beta-(1-->4)-linked disaccharide was the major product and the beta-(1-->6)-linked disaccharide was the minor product. With beta-galactosidases from P. multicolor, A. oryzae, B. longum the beta-(1-->6) linkage was exclusively synthesized. Procedures for optimising the yield of N-acetyllactosamine are discussed. An immobilized enzyme on a nylon powder column was used for the efficient recycling of enzyme and synthesizing the disaccharide.
Yoon
J H
JH
Korea Advanced Institute of Science and Technology, Department of Biological Sciences, Taejon, South Korea. jhyoon@ccrc.uga.edu
Rhee
J S
JS
D000606:Amino Sugars / Q000138:chemical synthesis* / Q000378:metabolism; D001426:Bacterial Proteins / Q000378:metabolism; D001644:Bifidobacterium / Q000201:enzymology; D004800:Enzymes, Immobilized / Q000378:metabolism; D006868:Hydrolysis / Q000187:drug effects; D007700:Kinetics; D012997:Solvents / Q000494:pharmacology; D001616:beta-Galactosidase / Q000378:metabolism*
D000606:Amino Sugars; D001426:Bacterial Proteins; D004800:Enzymes, Immobilized; D012997:Solvents; C000458:N-acetyllactosamine; D001616:beta-Galactosidase