Literature DB >> 11294502

Synthesis of N-linked pentasaccharides with isomeric glycosidic linkage.

M Takatani1, T Nakama, K Kubo, S Manabe, Y Nakahara, Y Ito, Y Nakahara.   

Abstract

As part of a program to explore the structural requirement of N-glycans in the carbohydrate-mediated biological interactions, N-linked pentasaccharide core structure was stereochemically modified in terms of glycosidic linkage. Three isomers, alpha-D-Man-(1-->3)-[alpha-D-Man-(1-->6)]-alpha-D-Man-(1-->4)-beta-D-GlcNAc-(1-->4)-beta-D-GlcNAc-L-Asn, alpha-D-Man-(1-->3)-[alpha-D-Man-(1-->6)]-beta-D-Man-(1-->4)-alpha-D-GlcNAc-(1-->4)-beta-D-GlcNAc-L-Asn, and alpha-D-Man-(1-->3)-[alpha-D-man-(1-->6)]-alpha-D-Man-(1-->4)-alpha-D-GlcNAc-(1-->4)-beta-D-GlcNAc-L-Asn, were synthesized. Synthesis of the pentasaccharide with natural linkage is also described.

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Year:  2000        PMID: 11294502     DOI: 10.1023/a:1007151913476

Source DB:  PubMed          Journal:  Glycoconj J        ISSN: 0282-0080            Impact factor:   2.916


  7 in total

1.  Solid-phase synthesis of CD52 glycopeptide and an efficient route to Asn-core pentasaccharide conjugate.

Authors:  Z W Guo; Y Nakahara; Y Nakahara; T Ogawa
Journal:  Bioorg Med Chem       Date:  1997-10       Impact factor: 3.641

2.  Synthesis of a nonahexosyl unit of a complex type of glycan chain of a glycoprotein.

Authors:  T Ogawa; T Kitajima; T Nukada
Journal:  Carbohydr Res       Date:  1983-11-11       Impact factor: 2.104

3.  Synthesis of an alpha-(2,3)-Sialylated, Complex-Type Undecasaccharide.

Authors: 
Journal:  Angew Chem Int Ed Engl       Date:  2000-02       Impact factor: 15.336

4.  Synthesis of sulfated glucuronyl glycosphingolipids; carbohydrate epitopes of neural cell-adhesion molecules.

Authors:  T Nakano; Y Ito; T Ogawa
Journal:  Carbohydr Res       Date:  1993-04-23       Impact factor: 2.104

5.  Acceptor-substrate recognition by N-acetylglucosaminyltransferase-V: critical role of the 4"-hydroxyl group in beta-D-GlcpNAc-(1-->2)-alpha-D-Manp(1-->6)-beta-D-Glcp-OR.

Authors:  O Kanie; S C Crawley; M M Palcic; O Hindsgaul
Journal:  Carbohydr Res       Date:  1993-04-23       Impact factor: 2.104

6.  Rationally designed syntheses of high-mannose and complex type undecasaccharides.

Authors:  Y Nakahara; S Shibayama; Y Nakahara; T Ogawa
Journal:  Carbohydr Res       Date:  1996-01-04       Impact factor: 2.104

7.  Synthesis of a glycopeptide carrying a N-linked core pentasaccharide.

Authors:  I Matsuo; Y Nakahara; Y Ito; T Nukada; Y Nakahara; T Ogawa
Journal:  Bioorg Med Chem       Date:  1995-11       Impact factor: 3.641

  7 in total

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