Fluorescently tagged iminoalditol glycosidase inhibitors as novel biological probes and diagnostics.
1,5-Dideoxy-1,5-imino-D-glucitol, the corresponding D-manno and L-ido epimers as well as the powerful beta-glucosidase inhibitor isofagomine were N-alkylated with di-, tri-, as well as tetraethylene glycol derived straight chain spacer arms by a set of simple standard procedures. The terminal functional groups of the spacer arms, primary amines, were employed to introduce fluorescent dansyl moieties. Resulting derivatives showed glycosidase inhibitory activities comparable to those of the parent compounds'.
Lundt
Inge
I
Glycogroup, Institut für Organische Chemie, Technische Universität Graz, Stremayrgasse 16, A-8010 Graz, Austria.
Steiner
Andreas J
AJ
Stütz
Arnold E
AE
Tarling
Chris A
CA
Ully
Stefan
S
Withers
Stephen G
SG
Wrodnigg
Tanja M
TM
D005456:Fluorescent Dyes / Q000737:chemistry* / Q000494:pharmacology; D006026:Glycoside Hydrolases / Q000037:antagonists & inhibitors* / Q000737:chemistry / Q000235:genetics; D050112:Imino Pyranoses / Q000494:pharmacology; D050111:Imino Sugars / Q000737:chemistry* / Q000494:pharmacology; D007700:Kinetics; D010880:Piperidines / Q000494:pharmacology; D012231:Rhizobium / Q000201:enzymology; D013402:Sugar Alcohols / Q000737:chemistry* / Q000494:pharmacology
D005456:Fluorescent Dyes; D050112:Imino Pyranoses; D050111:Imino Sugars; D010880:Piperidines; D013402:Sugar Alcohols; C098432:isofagomine; D006026:Glycoside Hydrolases