Synthesis of N-modified ganglioside GM3 derivatives
✍ Scribed by Mingwei Zheng; Xin-Shan Ye
- Book ID
- 113929196
- Publisher
- Elsevier Science
- Year
- 2012
- Tongue
- French
- Weight
- 625 KB
- Volume
- 68
- Category
- Article
- ISSN
- 0040-4020
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Ganglioside GM 3, as well as other gangliosides, offers a variety of modifications in its sialic acid and ceramide moieties GM 3 exhibits various types of important biological activities such as an influenza A virus receptor [2,3], an inducer [4] of monocytic differentiation of human myeloid, an enh
## Abstract The synthesis of sulfur‐linked GM~3~ epitope 2 is based on acid‐catalyzed and base‐promoted __S__‐glycosylation processes. As a precursor, 2‐__O__‐benzoyl‐3‐thiogalactoside 10 was required, and was obtained from 4,6‐__O__‐benzylidene‐galactoside 3 in six high‐yielding steps. Base‐promot
Glycosidation of the lactose derivative 4 with [1-13 C]-sialyl sialic acid gave the trisaccharide 5 which was transformed into [1c-13 C]-GM 3 ([1c-13 C]-1). xanthate 3, prepared from enzymatically obtained [1-13 C]-FULL PAPER Scheme 2 Reagents and conditions: (a) PST, AgOTf, CH 3 CN/CH 2 Cl 2 , Ϫ70°