Synthesis and biological evaluation of novel biotin-iminoalditol conjugates.
Biotin-iminosugar conjugates of different configuration such as D-gluco, D-galacto, L-ido as well as a furanoid representative in the D-manno configuration have been synthesised and exhibit powerful inhibition of beta-glucosidase from Agrobacterium sp. with K(i) values in the range of the respective parent compounds. Such molecular probes have potential for activity-based protein profiling taking advantage of the biotin-(strept)avidin interaction.
Pototschnig
Gerit
G
Glycogroup, Institut für Organische Chemie, Technische Universität Graz, Stremayrgasse 16, A-8010 Graz, Austria.
De Csáky
Christian Morales
CM
Burke
Jose R Montenegro
JR
Schitter
Georg
G
Stütz
Arnold E
AE
Tarling
Chris A
CA
Withers
Stephen G
SG
Wrodnigg
Tanja M
TM
D001710:Biotin / Q000138:chemical synthesis* / Q000494:pharmacology*; D004353:Drug Evaluation, Preclinical; D015335:Molecular Probes; D013402:Sugar Alcohols / Q000138:chemical synthesis* / Q000494:pharmacology*
D015335:Molecular Probes; D013402:Sugar Alcohols; D001710:Biotin