The Synthesis and Glycoside Formation of Polyfluorinated Carbohydrates.
Journal
Chemical reviews
ISSN: 1520-6890
Titre abrégé: Chem Rev
Pays: United States
ID NLM: 2985134R
Informations de publication
Date de publication:
26 10 2022
26 10 2022
Historique:
pubmed:
26
5
2022
medline:
28
10
2022
entrez:
25
5
2022
Statut:
ppublish
Résumé
Fluorinated carbohydrates have found many applications in the glycosciences. Typically, these contain fluorination at a single position. There are not many applications involving polyfluorinated carbohydrates, here defined as monosaccharides in which more than one carbon has at least one fluorine substituent directly attached to it, with the notable exception of their use as mechanism-based inhibitors. The increasing attention to carbohydrate physical properties, especially around lipophilicity, has resulted in a surge of interest for this class of compounds. This review covers the considerable body of work toward the synthesis of polyfluorinated hexoses, pentoses, ketosugars, and aminosugars including sialic acids and nucleosides. An overview of the current state of the art of their glycosidation is also provided.
Identifiants
pubmed: 35613331
doi: 10.1021/acs.chemrev.2c00086
pmc: PMC9615045
doi:
Substances chimiques
Fluorine
284SYP0193
Carbohydrates
0
Hexoses
0
Pentoses
0
Monosaccharides
0
Nucleosides
0
Sialic Acids
0
Carbon
7440-44-0
Types de publication
Journal Article
Review
Research Support, Non-U.S. Gov't
Langues
eng
Sous-ensembles de citation
IM
Pagination
15503-15602Références
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