Protein subtype-targeting through ligand epimerization: Talose-selectivity of galectin-4 and galectin-8
Author(s)
Oberg, Christopher T
Blanchard, Helen
Leffler, Hakon
Nilsson, Ulf J
Griffith University Author(s)
Year published
2008
Metadata
Show full item recordAbstract
A series of O2 and O3-derivatized methyl ߭d-talopyranosides were synthesized and evaluated in vitro as inhibitors of the galactose-binding galectin-1, -2, -3, -4 (N- and C-terminal domains), 8 (N-terminal domain), and 9 (N-terminal domain). Galectin-4C and 8N were found to prefer the d-talopyranose configuration to the natural ligand d-galactopyranose configuration. Derivatization at talose O2 and/or O3 provided selective submillimolar inhibitors for these two galectins.A series of O2 and O3-derivatized methyl ߭d-talopyranosides were synthesized and evaluated in vitro as inhibitors of the galactose-binding galectin-1, -2, -3, -4 (N- and C-terminal domains), 8 (N-terminal domain), and 9 (N-terminal domain). Galectin-4C and 8N were found to prefer the d-talopyranose configuration to the natural ligand d-galactopyranose configuration. Derivatization at talose O2 and/or O3 provided selective submillimolar inhibitors for these two galectins.
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Journal Title
Bioorganic and Medicinal Chemistry Letters
Volume
18
Issue
13
Subject
Medicinal and biomolecular chemistry
Organic chemistry
Pharmacology and pharmaceutical sciences