Stereoselective Synthesis of Neu5Acα(2→5)Neu5Gc: The Building Block of Oligo/Poly(→5-OglycolylNeu5Gcα2→) Chains in Sea Urchin Egg Cell Surface Glycoprotein | Zendy

GangTing Fan | Zendy; ChenChang Lee | Zendy; ChunCheng Lin | Zendy; JimMin Fang | Zendy

Open Access

Stereoselective Synthesis of Neu5Acα(2→5)Neu5Gc: The Building Block of Oligo/Poly(→5-O_g_lycolylNeu5Gcα2→) Chains in Sea Urchin Egg Cell Surface Glycoprotein

Author(s) -

GangTing Fan,

ChenChang Lee,

ChunCheng Lin,

JimMin Fang

Publication year - 2002

Publication title -

the journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 1.2

H-Index - 228

eISSN - 1520-6904

pISSN - 0022-3263

DOI - 10.1021/jo025988p

Subject(s) - chemistry , stereoselectivity , sialic acid , derivative (finance) , sea urchin , stereochemistry , dimer , combinatorial chemistry , biochemistry , organic chemistry , paleontology , financial economics , economics , biology , catalysis

The synthesis of a sialic acid dimer derivative, Neu5Acalpha(2-->5)Neu5Gc, is described. The synthetic strategy is based on the use of allyl alcohol to achieve an exclusive alpha-sialylation product. The allyloxy group is also a latent glycolic acid that provides the subsequent coupling with neuraminate with minimal protection-deprotection manipulations.

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