6EOL

Human galectin-3c in complex with a galactose derivative

Summary for 6EOL

• Entry DOI: 10.2210/pdb6eol/pdb
• Descriptor: Galectin-3, THIOCYANATE ION, (2~{R},3~{R},4~{S},5~{R},6~{R})-2-(3,4-dichlorophenyl)sulfanyl-6-(hydroxymethyl)-4-[4-[3,4,5-tris(fluoranyl)phenyl]-1,2,3-triazol-1-yl]oxane-3,5-diol, ... (4 entities in total)
• Functional Keywords: sugar binding protein
• Biological source: Homo sapiens (Human)
• Total number of polymer chains: 1
• Total formula weight: 16373.62

Authors

Hakansson, M.,Nilsson, U.J.,Zetterberg, F.,Logan, D.T. (deposition date: 2017-10-09, release date: 2018-08-22, Last modification date: 2024-05-08)

Primary citation

Zetterberg, F.R.,Peterson, K.,Johnsson, R.E.,Brimert, T.,Hakansson, M.,Logan, D.T.,Leffler, H.,Nilsson, U.J.
Monosaccharide Derivatives with Low-Nanomolar Lectin Affinity and High Selectivity Based on Combined Fluorine-Amide, Phenyl-Arginine, Sulfur-pi , and Halogen Bond Interactions.
ChemMedChem, 13:133-137, 2018

PubMed Abstract: The design of small and high-affinity lectin inhibitors remains a major challenge because the natural ligand binding sites of lectin are often shallow and have polar character. Herein we report that derivatizing galactose with un-natural structural elements that form multiple non-natural lectin-ligand interactions (orthogonal multipolar fluorine-amide, phenyl-arginine, sulfur-π, and halogen bond) can provide inhibitors with extraordinary affinity (low nanomolar) for the model lectin, galectin-3, which is more than five orders of magnitude higher than the parent galactose; moreover, is selective over other galectins.

PubMed: 29194992
DOI: 10.1002/cmdc.201700744

Experimental method

X-RAY DIFFRACTION (1.5 Å)