Synthesis of new ribosylated Asn building blocks as useful tools for glycopeptide and glycoprotein synthesis
✍ Scribed by M. Angeles Bonache; Francesca Nuti; Alexandra Le Chevalier Isaad; Feliciana Real-Fernández; Mario Chelli; Paolo Rovero; Anna M. Papini
- Book ID
- 104096585
- Publisher
- Elsevier Science
- Year
- 2009
- Tongue
- French
- Weight
- 326 KB
- Volume
- 50
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
We performed the first synthesis of new Asn derivatives bearing aor b-ribose as pure anomers, linked by an N-glycosidic bond, on the side chain of the Asn residue orthogonally protected for Fmoc/ t Bu SPPS, by an efficient five-step strategy with a global yield of 73% starting from D-ribose. These building blocks are obtained in a large scale and can be useful tools for glycopeptide and glycoproteins synthesis.
📜 SIMILAR VOLUMES
Trichloroacetimidate at 1 and 3 position of 4.6-benzylidenyl N-acetylgalactosamine serves as a leaving group for glycosylation and a selective and acid sensitive protecting group respectively. This versatile donor, while forming exclusive a-glycoside with serine/threonine, serves as a fascile precur