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Synthesis of oligosaccharides containing the X-antigenic trisaccharide (α- l -Fuc p -(1→3)-[β- d -Gal p -(1→4)]-β- d -Glc p NAc) at their nonreducing ends by Rakesh K. Jain; Khushi L. Matta is a Biochemistry, Genetics and Molecular Biology article available to read on EtoBox.

What is Synthesis of oligosaccharides containing the X-antigenic trisaccharide (α- l -Fuc p -(1→3)-[β- d -Gal p -(1→4)]-β- d -Glc p NAc) at their nonreducing ends about?

The "armed" methyl 2,3,4-tri-O-benzyl-1-thio-beta-L-fucopyranoside was reacted with "disarmed" phenyl O-(tetra-O-acetyl-beta-D-galactopyranosyl)-(1----4)-6-O-benzyl-2- deoxy-2-phthalimido-1-thio-beta-D-glucopyranoside in the presence of CuBr2-Bu4NBr complex to give phenyl O-(2,3,4,6-tetra-O-acetyl-beta-D-galactopyranosyl)-(1----4)-O- [(2,3,4-tri-O-benzyl-alpha-L-fucopyranosyl)-(1----3])-6-O-benzyl-2-deoxy -2- phthalimido-1-thio-beta-D-glucopyranoside (6) as a novel glycosyl donor. The glycosylating capability of 6 was further examined using N-iodosuccinimide-triflic acid as a reagent. This led to the synthesis of a tetrasaccharide and a pentasaccharide incorporating the X-antigenic structure represented by 6.

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Author

Rakesh K. Jain; Khushi L. Matta

Publisher

Elsevier Science; Elsevier ; Elsevier Ltd.; Elsevier BV (ISSN 0008-6215)

Published

1992

Language

EN

Field

Biochemistry, Genetics and Molecular Biology (Life Sciences)