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The first synthesis of neu5Acα2-3Galβ1-4GlcNAcβ1-2Manα1-ser — a newly discovered component of α-dystroglycan

✍ Scribed by Ichiro Matsuo; Megumi Isomura; Katsumi Ajisaka


Publisher
Elsevier Science
Year
1999
Tongue
French
Weight
212 KB
Volume
40
Category
Article
ISSN
0040-4039

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✦ Synopsis


Glycopepfide (I), Neu5A~2-3Gall~l-4GlcNA~l-2Maactl-Ser, was synthesized using a chemoenzymatic strategy. Gal~l-4GlcNAcl~l*2Man Ifisacd~ide was ~ using glycosidase assisted oligom:x:lutride synthesis. After coupling of this trisacchaxide with a sefine defivstive by chemical glycosylstion, sialic add was introduced using sialyltrmsfense to pmdece a tetrasacchaide serine derivative. Removal of protecting group afforded glycopeptide (1). Use of a chemoenzymatic strategy allowed for the elimination of numerous synthetic steps ~vd efficient preparation of the target compound.


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