4-O-[(R)-1-carboxyethyl]-d-glucose: A new acidic sugar from Shigella dysenteriae type 3 lipopolysaccharide
| Autor: | Vjacheslav L. Lvov, Boris A. Dmitriev, Nikolay K. Kochetkov |
|---|---|
| Rok vydání: | 1977 |
| Předmět: |
chemistry.chemical_classification
Shigella dysenteriae biology Stereochemistry Chemistry Organic Chemistry Diastereomer General Medicine Alkylation biology.organism_classification Biochemistry Analytical Chemistry chemistry.chemical_compound Hydrogenolysis D-Glucose Organic chemistry Monosaccharide Acid hydrolysis Sugar |
| Zdroj: | Carbohydrate Research. 54:253-259 |
| ISSN: | 0008-6215 |
| DOI: | 10.1016/s0008-6215(00)84815-6 |
| Popis: | A new acidic monosaccharide, isolated from the O-specific lipopolysaccharide of Sh. dysenteriae type 3, has been identified as 4-O-[(R)-1-carboxyethyl)]- d -glucose (1). The synthesis of 1 involved alkylation of methyl 2,3,6-tri-O-benzyl-α(β)- d -glucopyranoside with (S)-2-chloropropionic acid, followed by hydrogenolysis and acid hydrolysis. Alkylation with (R)-2-chloropropionic acid led to the diastereoisomer of 1, 4-O-[(S)-1-carboxyethyl]- d -glucose (8). |
| Databáze: | OpenAIRE |
| Externí odkaz: |
|