Synthetic studies on sialoycoconjugates, part 105. A Convenient and Efficient Synthesis of Sialyl Lewis X. | Zendy

Kunihisa Baba | Zendy; Noriyuki Iwata | Zendy; Hitoshi Hamajima | Zendy; Takao Ikami | Zendy; Hideharu Ishida | Zendy; Akira Hasegawa | Zendy; Makoto Kiso | Zendy

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Synthetic studies on sialoycoconjugates, part 105. A Convenient and Efficient Synthesis of Sialyl Lewis X.

Author(s) -

Kunihisa Baba,

Noriyuki Iwata,

Hitoshi Hamajima,

Takao Ikami,

Hideharu Ishida,

Akira Hasegawa,

Makoto Kiso

Publication year - 1998

Publication title -

bioscience biotechnology and biochemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.509

H-Index - 116

eISSN - 1347-6947

pISSN - 0916-8451

DOI - 10.1271/bbb.62.590

Subject(s) - sialyl lewis x , lewis acids and bases , chemistry , combinatorial chemistry , computer science , stereochemistry , organic chemistry , catalysis , adhesion , selectin

A convenient synthesis of the sialyl Lewis X (sLe(x)) tetrasaccharide, NeuAc alpha 2-3Gal beta 1-4(Fuc alpha 1-3)GlcNAc (8), as a carbohydrate ligand for selectins is described. The key step is the reaction between NeuAc alpha 2-3GalSMe (5) as a glycosyl donor and the suitably protected Fuc alpha 1-3GlcNAc derivative (4) as the glycosyl acceptor by using dimethyl(methylthio)sulfonium triflate (DMTST) as the promoter.

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