High-yield synthesis of N-acetyllactosamine by regioselective transglycosylation.
The synthesis of N-acetyllactosamine (D-Galp beta 1-4D-GlcpNAc) with very low contamination of its isomer N-acetyllactosamine (D-Galp beta 1-6D-GlcpNAc) was obtained by use of regioselective transglycosylation activity of beta-galactosidase from Bacillus circulans using lactose as the donor of D-Galp and D-GlcpNAc as the acceptor. The reaction was conducted at 15 degrees C and at pH 5.0. The incubation time was considerably reduced and the yield improved 100% with respect to the best results so far described in the literature.
Vetere
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Dipartimento di Biochimica, Biofisica e Chimica delle Macromolecole, Università degli Studi di Trieste, Italy. vetere@univ.trieste.it.
Paoletti
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D000606:Amino Sugars / Q000096:biosynthesis / Q000138:chemical synthesis* / Q000302:isolation & purification; D001407:Bacillus / Q000201:enzymology; D002236:Carbohydrate Conformation; D002240:Carbohydrate Sequence; D002850:Chromatography, Gel; D002851:Chromatography, High Pressure Liquid; D007700:Kinetics; D008969:Molecular Sequence Data; D001616:beta-Galactosidase / Q000378:metabolism*
D000606:Amino Sugars; C000458:N-acetyllactosamine; D001616:beta-Galactosidase