Fluorosugars: synthesis of the 2,3,4-trideoxy-2,3,4-trifluoro hexose analogues of D-glucose and D-altrose and assessment of their erythrocyte transmembrane transport.
The 2,3,4-trideoxy-2,3,4-trifluoro hexose analogues of d-glucose and d-altrose were prepared and characterised and these novel sugar analogues were explored by 2D-(19)F-EXSY NMR for their potential to cross erythrocyte (red blood cell) membranes, by comparison with the well known capacity of erythrocytes to transport d-glucose.
University of St Andrews, School of Chemistry and Centre for Biomolecular Sciences, North Haugh, St Andrews, Fife, KY16 9ST, UK.
Stefano
S
Bresciani
Tomas
T
Lebl
Alexandra M Z
AM
Slawin
David
D
O'Hagan
D002463:Cell Membrane Permeability; D018360:Crystallography, X-Ray; D004912:Erythrocytes / Q000378:metabolism*; D005947:Glucose / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D054879:Halogenation; D006601:Hexoses / Q000138:chemical synthesis / Q000737:chemistry* / Q000378:metabolism*; D006801:Humans; D008958:Models, Molecular; D019906:Nuclear Magnetic Resonance, Biomolecular
D006601:Hexoses; D005947:Glucose