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Total synthesis of an extended ganglio-ganglioside, IV4GalNAcβGm1b1)

✍ Scribed by Mamoru Sugimoto; Kazushige Fujikura; Shigeki Nunomura; Yukishige Ito; Tomoya Ogawa

Publisher
Elsevier Science
Year
1990
Tongue
French
Weight
302 KB
Volume
31
Category
Article
ISSN
0040-4039

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✦ Synopsis

First total synthesis of extended gun@-ganglioside IV4GalNAc8GMlb. 8-D-GalpNAc-(l~4)-[a-D-Neup5Ac-(2~3)]-~-D-Galp-(l~3)-~-D-Gal~NAc-(l~4)-~-D-Galp-(1~4)-B_D-Glcp-(l+ I)-Cer was achieved in a stereocontrolled manner.

In 1981, a new gangfio-monosialylpentaosylceramide. was isolated from Tay-Sachs brains and the structure was assigned as IV4GalNAcGMlb, 1 from enzymic degradation2. In 1987, this extended gangfio-series glycosphingolipids 1 and the glycolyl analogue 2 were isolated from mouse spleen3v4 and l H-n.m.r. data of 2 was in reasonable agreement with the proposed structure 3. Since 1 and 2 were isolated only from mouse spleen T lymphocytes but not from B

📜 SIMILAR VOLUMES

A stereocontrolled total synthesis of a
A stereocontrolled total synthesis of a ganglio-ganglioside GM1b, IV3NeuAcαGgOse4Cer
✍ Mamoru Sugimoto; Kazushige Fujikura; Shigeki Nunomura; Toshio Horisaki; Yukishig 📂 Article 📅 1990 🏛 Elsevier Science 🌐 French ⚖ 256 KB

A first total synthesis of ganglia ganglioside GMlb. a-D-NeupSAc-(243)~8-D-Galp-(1-+3)-~-D-GalpNAc-(l~4)-P\_D-Galp-(l~4)-~-D-Glcp-(l~l)-Cer, was achieved in a stereocontrolled manner.