- Synthesis of model compounds related to linear β-d-(1→6)-galactosyl side-chains of polysaccharides from astragalus mongholicus bunge
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Stereocontrolled efficient syntheses of β-d-(1→6)-linked di-, tetra- and octa-galactans as model compounds of arabino-3,6-galactans isolated from Astragalus mongholicus are described. The syntheses consisted of simple glycosylation cycles: an acceptor and a donor prepared from a common compound were coupled, and the glycosylation product was converted to the acceptor and donor of the next glycosylation.
- Hada, Noriyasu,Shimura, Ryo,Hakamata, Kyoko,Kiyohara, Hiroaki,Yamada, Haruki,Takeda, Adahiro,Kiuchi, Fumiyuki
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- A SIMPLE STRATEGY FOR CHANGING THE REGIOSELECTIVITY OF GLYCOSIDASE-CATALYSED FORMATION OF DISACCHARIDES: PART II, ENZYMIC SYNTHESIS in situ OF VARIOUS ACCEPTOR GLYCOSIDES
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β-D-Galactosidase induced the formation of allyl, benzyl, and trimethylsilylethyl β-D-galactopyranosides on a 1-20-g scale from lactose and allyl alcohol, benzyl alcohol, and trimethylsilylethanol, respectively.Similarly, α-D-galactosidase catalysed the formation of allyl α-D-galactopyranoside from raffinose and allyl alcohol.The galactosides were used as acceptors for the preparation of the following disaccharide glycosides: β-D-Gal-(1->3)-β-D-Gal-OCH2CH=CH2, β-D-Gal-(1->6)-β-D-Gal-OCH2CH=CH2, β-D-Gal-(1->3)-β-D-Gal-OBn, β-D-Gal-(1->6)-β-D-Gal-OBn, β-D-Gal-(1->3)-β-D-Gal-OCH2CH2SiMe3, and α-D-Gal-(1->3)-α-D-Gal-OCH2CH=CH2.The β-D-galactosidase-catalysed reactions were efficient enough to allow the one pot preparation of the various β-linked mono- and digalactosides from lactose and alcohol.
- Nilsson, Kurt G. I.
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