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Literature DB >> 2790838

Enzymic synthesis of oligosaccharides terminating in the tumor-associated sialyl-Lewis-a determinant.

M M Palcic¹, A P Venot, R M Ratcliffe, O Hindsgaul.

Abstract

The isomeric sialyl-Lea-terminating pentasaccharide derivatives, alpha-Neup5Ac-(2----3)-beta-D-Galp-(1----3)-[alpha-L-Fucp-(1 ----4)]-beta- D-GlcpNAc-(1----3)-beta-D-Galp-O(CH2)8COOMe and alpha-Neup5Ac-(2----3)-beta-D-Galp-(1----3)-[alpha-L-Fucp-(1 ----4)]- beta-D-GlcpNAc-(1----6)-beta-D-Galp-O(CH2)8COOMe, have been prepared by the action in sequence of a porcine submaxillary (2----3)-alpha-sialyltransferase and a human-milk (1----3/4)-alpha-fucosyltransferase on the chemically synthesized trisaccharides beta-D-Galp-(1----3)-beta-D-GlcpNAc-(1----3)- and -(1----6)-beta-D-Galp- O(CH2)8COOMe, respectively.

Entities: Chemical Disease Gene Species

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Year: 1989 PMID： 2790838 DOI： 10.1016/0008-6215(89)84141-2

Source DB: PubMed Journal: Carbohydr Res ISSN： 0008-6215 Impact factor: 2.104

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Cited

8 in total

1. Localization of alpha 1,3-fucosyltransferase VI in Weibel-Palade bodies of human endothelial cells.

Authors: S Schnyder-Candrian; L Borsig; R Moser; E G Berger
Journal: Proc Natl Acad Sci U S A Date: 2000-07-18 Impact factor: 11.205

2. One-pot enzymatic synthesis of the Gal alpha 1-->3Gal beta 1-->4GlcNAc sequence with in situ UDP-Gal regeneration.

Authors: C H Hokke; A Zervosen; L Elling; D H Joziasse; D H van den Eijnden
Journal: Glycoconj J Date: 1996-08 Impact factor: 2.916

3. Synthesis of an Fmoc-threonine bearing core-2 glycan: a building block for PSGL-1 via Fmoc-assisted solid-phase peptide synthesis.

Authors: Venkata R Krishnamurthy; Ann Dougherty; Medha Kamat; Xuezheng Song; Richard D Cummings; Elliot L Chaikof
Journal: Carbohydr Res Date: 2010-05-12 Impact factor: 2.104

4. Bi-antennary oligo-(N-acetyllactosamino)glycans of I-type are galactosylated preferentially at the GlcNAc beta 1-6Gal linked arms by alpha 1,3-galactosyltransferase of bovine thymus.

Authors: A Seppo; L Penttilä; A Leppänen; H Maaheimo; R Niemelä; J Helin; J M Wieruszeski; O Renkonen
Journal: Glycoconj J Date: 1994-06 Impact factor: 2.916

Enzymic synthesis of oligosaccharides terminating in the tumor-associated sialyl-Lewis-a determinant.

1. Localization of alpha 1,3-fucosyltransferase VI in Weibel-Palade bodies of human endothelial cells.

2. One-pot enzymatic synthesis of the Gal alpha 1-->3Gal beta 1-->4GlcNAc sequence with in situ UDP-Gal regeneration.

3. Synthesis of an Fmoc-threonine bearing core-2 glycan: a building block for PSGL-1 via Fmoc-assisted solid-phase peptide synthesis.

4. Bi-antennary oligo-(N-acetyllactosamino)glycans of I-type are galactosylated preferentially at the GlcNAc beta 1-6Gal linked arms by alpha 1,3-galactosyltransferase of bovine thymus.

5. Chemical preparation of sialyl Lewis x using an enzymatically synthesized sialoside building block.

6. GMP-140 binds to a glycoprotein receptor on human neutrophils: evidence for a lectin-like interaction.

7. Imidazolium-labeled glycosides as probes to harness glycosyltransferase activity in human breast milk.

Review 8. Human Milk Oligosaccharides (HMOS): Structure, Function, and Enzyme-Catalyzed Synthesis.