Strong inhibition of cholera toxin by multivalent GM1 derivatives

Aliaksei V. Pukin; Hilbert M. Branderhorst; Cristina Sisu; Carel A. G. M. Weijers; Michel Gilbert; Rob M. J. Liskamp; Gerben M. Visser; Han Zuilhof; Roland J. Pieters

doi:10.1002/cbic.200700266

Strong inhibition of cholera toxin by multivalent GM1 derivatives

Aliaksei V. Pukin
, Hilbert M. Branderhorst
, Cristina Sisu
, Carel A. G. M. Weijers
, Michel Gilbert
, Rob M. J. Liskamp
, Gerben M. Visser
, Han Zuilhof
, Roland J. Pieters

Dept of Pharmaceutical Sciences

Laboratory for Organic Chemistry and Catalysis
Institute for Biological Sciences
extern

Research output: Contribution to journal › Article › Academic › peer-review

Abstract

(Chemical Equation Presented) Sticky fingers. The optimal ligand for the cholera toxin (CT), GM1-oligosaccharide (GM1os), was linked to dendritic structures that contained long spacer arms by using highly efficient "click" chemistry coupling. In the inhibition studies very large multivalency effects were observed; the best structure was an unprecedented 380 000-fold more potent ligand for the toxin than a monovalent GM1os derivative. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

Original language	English
Pages (from-to)	1500-1503
Number of pages	4
Journal	ChemBioChem
Volume	8
Issue number	13
DOIs	https://doi.org/10.1002/cbic.200700266
Publication status	Published - 3 Sept 2007

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

SDG 3 Good Health and Well-being

Keywords

Dendrimers
Glycoconjugates
Ligand design
Oligosaccharides
alpha galactopyranoside
cholera toxin B subunit
enterotoxin
ganglioside GM1
pyranoside
unclassified drug
article
binding affinity
drug activity
drug inhibition
human
priority journal
protein binding

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10.1002/cbic.200700266

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title = "Strong inhibition of cholera toxin by multivalent GM1 derivatives",

abstract = "(Chemical Equation Presented) Sticky fingers. The optimal ligand for the cholera toxin (CT), GM1-oligosaccharide (GM1os), was linked to dendritic structures that contained long spacer arms by using highly efficient {"}click{"} chemistry coupling. In the inhibition studies very large multivalency effects were observed; the best structure was an unprecedented 380 000-fold more potent ligand for the toxin than a monovalent GM1os derivative. {\textcopyright} 2007 Wiley-VCH Verlag GmbH \& Co. KGaA.",

keywords = "Dendrimers, Glycoconjugates, Ligand design, Oligosaccharides, alpha galactopyranoside, cholera toxin B subunit, enterotoxin, ganglioside GM1, pyranoside, unclassified drug, article, binding affinity, drug activity, drug inhibition, human, priority journal, protein binding",

author = "Pukin, \{Aliaksei V.\} and Branderhorst, \{Hilbert M.\} and Cristina Sisu and Weijers, \{Carel A. G. M.\} and Michel Gilbert and Liskamp, \{Rob M. J.\} and Visser, \{Gerben M.\} and Han Zuilhof and Pieters, \{Roland J.\}",

year = "2007",

month = sep,

day = "3",

doi = "10.1002/cbic.200700266",

language = "English",

volume = "8",

pages = "1500--1503",

journal = "ChemBioChem",

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publisher = "John Wiley and Sons Inc.",

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TY - JOUR

T1 - Strong inhibition of cholera toxin by multivalent GM1 derivatives

AU - Pukin, Aliaksei V.

AU - Branderhorst, Hilbert M.

AU - Sisu, Cristina

AU - Weijers, Carel A. G. M.

AU - Gilbert, Michel

AU - Liskamp, Rob M. J.

AU - Visser, Gerben M.

AU - Zuilhof, Han

AU - Pieters, Roland J.

PY - 2007/9/3

Y1 - 2007/9/3

N2 - (Chemical Equation Presented) Sticky fingers. The optimal ligand for the cholera toxin (CT), GM1-oligosaccharide (GM1os), was linked to dendritic structures that contained long spacer arms by using highly efficient "click" chemistry coupling. In the inhibition studies very large multivalency effects were observed; the best structure was an unprecedented 380 000-fold more potent ligand for the toxin than a monovalent GM1os derivative. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

AB - (Chemical Equation Presented) Sticky fingers. The optimal ligand for the cholera toxin (CT), GM1-oligosaccharide (GM1os), was linked to dendritic structures that contained long spacer arms by using highly efficient "click" chemistry coupling. In the inhibition studies very large multivalency effects were observed; the best structure was an unprecedented 380 000-fold more potent ligand for the toxin than a monovalent GM1os derivative. © 2007 Wiley-VCH Verlag GmbH & Co. KGaA.

KW - Dendrimers

KW - Glycoconjugates

KW - Ligand design

KW - Oligosaccharides

KW - alpha galactopyranoside

KW - cholera toxin B subunit

KW - enterotoxin

KW - ganglioside GM1

KW - pyranoside

KW - unclassified drug

KW - article

KW - binding affinity

KW - drug activity

KW - drug inhibition

KW - human

KW - priority journal

KW - protein binding

U2 - 10.1002/cbic.200700266

DO - 10.1002/cbic.200700266

M3 - Article

SN - 1439-4227

VL - 8

SP - 1500

EP - 1503

JO - ChemBioChem

JF - ChemBioChem

IS - 13

ER -

Strong inhibition of cholera toxin by multivalent GM1 derivatives

Abstract

UN SDGs

Keywords

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