Synthesis of 3-O-beta-N-acetylglucosaminyl cyclic tetrasaccharide through a lysozyme-catalyzed transfer reaction.
Egg white lysozyme was found to catalyze the transfer of N-acetylglucosamine to cyclo[-->6)-alpha-D-Glcp-(1-->3)-alpha-D-Glcp-(1-->6)-alpha-D-Glcp-(1-->3)-alpha-D-Glcp-(1-->] (CTS). Structural analysis showed that the transfer product was 3-O-beta-N-acetylglucosaminyl CTS, cyclo[-->6)-alpha-D-Glcp-(1-->3)-alpha-D-Glcp-(1-->6)-[beta-GlcNAc-(1-->3)]-alpha-D-Glcp-(1-->3)-alpha-D-Glcp-(1-->]. This branched saccharide is anticipated to be a model compound of the sugar chains of glycoproteins.
Watanabe
Hikaru
H
Amase Institute, Hayashibara Biochemical Laboratories, Inc., 7-7 Amase-minami machi, Okayama 700-0834, Japan. amaseken@hayashibara.co.jp
Aga
Hajime
H
Sonoda
Tomohiko
T
Kubota
Michio
M
Fukuda
Shigeharu
S
Kurimoto
Masashi
M
Tsujisaka
Yoshio
Y
D000818:Animals; D002240:Carbohydrate Sequence; D002384:Catalysis; D002642:Chick Embryo; D002846:Chromatography, Affinity; D002851:Chromatography, High Pressure Liquid; D004529:Egg White; D006031:Glycosylation; D007202:Indicators and Reagents; D009682:Magnetic Resonance Spectroscopy; D008969:Molecular Sequence Data; D008970:Molecular Weight; D009113:Muramidase / Q000737:chemistry*; D009844:Oligosaccharides / Q000138:chemical synthesis* / Q000737:chemistry; D016339:Spectrometry, Mass, Fast Atom Bombardment
D007202:Indicators and Reagents; D009844:Oligosaccharides; C481446:cyclo(-6)-glucopyranosyl-1-3-glucopyranosyl-1-6-(N-acetylglucosaminyl-1-3)glucopyranosyl-1-3-glucopyranosyl-(1-); D009113:Muramidase