Interference of the galactose-dependent binding of lectins by novel pentapeptide ligands

Christopher J Arnusch; Sabine André; Paola Valentini; Martin Lensch; Roland Russwurm; Hans-Christian Siebert; Marcel J E Fischer; Hans-Joachim Gabius; Roland J Pieters

doi:10.1016/j.bmcl.2004.01.029

Interference of the galactose-dependent binding of lectins by novel pentapeptide ligands

Bioorg Med Chem Lett. 2004 Mar 22;14(6):1437-40. doi: 10.1016/j.bmcl.2004.01.029.

Authors

Christopher J Arnusch¹, Sabine André, Paola Valentini, Martin Lensch, Roland Russwurm, Hans-Christian Siebert, Marcel J E Fischer, Hans-Joachim Gabius, Roland J Pieters

Affiliation

¹ Utrecht Institute for Pharmaceutical Sciences, Department of Medicinal Chemistry, Utrecht University, PO Box 80082, 3508 TB Utrecht, The Netherlands.

PMID: 15006378
DOI: 10.1016/j.bmcl.2004.01.029

Abstract

A library of pentapeptides containing the sequence -Y-X-Y- based on rational design was screened with six different lectins. Sequences were identified that modulate galectin binding to its natural carbohydrate ligand. SPR showed inhibition values 2-3 times stronger than galactose and NMR studies suggested real carbohydrate mimicry.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Amino Acid Sequence
Dose-Response Relationship, Drug
Galactose / chemistry
Galactose / metabolism*
Lectins / chemistry
Lectins / metabolism*
Ligands
Molecular Sequence Data
Oligopeptides / chemistry
Oligopeptides / metabolism*
Protein Binding / physiology

Substances

Lectins
Ligands
Oligopeptides
Galactose