Back to Search
Start Over
Synthesis and glycosidase inhibition potency of all-trans substituted 1-C-perfluoroalkyl iminosugars.
- Source :
-
Carbohydrate Research . Jul2018, Vol. 464, p2-7. 6p. - Publication Year :
- 2018
-
Abstract
- Synthetic analogues of the naturally occurring iminosugar homoDMDP, which feature a perfluoroalkyl group at the pseudo-anomeric position, have been synthesized from the corresponding sugar-derived cyclic aldonitrone. The new fluorinated iminosugars as well as homoDMDP and its 6-deoxy counterpart were evaluated for their inhibitory activity against a panel of glycosidases. While the replacement of the (1′,2′)-dihydroxyethyl substituent of homoDMDP with –C 4 F 9 proved detrimental for enzyme binding, introduction of a –C 3 F 7 moiety tuned the inhibitory activity spectrum selectively towards α-fucosidase and α-glucosidase from yeast. [ABSTRACT FROM AUTHOR]
Details
- Language :
- English
- ISSN :
- 00086215
- Volume :
- 464
- Database :
- Academic Search Index
- Journal :
- Carbohydrate Research
- Publication Type :
- Academic Journal
- Accession number :
- 130044898
- Full Text :
- https://doi.org/10.1016/j.carres.2018.05.004