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Architectures of Multivalent Glycomimetics for Probing Carbohydrate–Lectin Interactions

  • Martina LahmannEmail author
Chapter
Part of the Topics in Current Chemistry book series (TOPCURRCHEM, volume 288)

Abstract

Well-defined multivalent glycoconjugates are valued tools in glycoscience and they are particularly valuable for the investigation of carbohydrate–lectin interactions. In addition to the relatively globularly shaped glycodendrimers many other designs have been realized. This chapter gives an overview on the common different architectures and their chemical synthesis by focussing on the achievements made since 2001.

Keywords

Carbohydrate–lectin interaction Chemoselective ligation Conjugation technique Glycocluster Glycoconjugate Glycodendrimer Multivalency 

Abbreviations

AFM

Atomic force microscopy

BOP

Benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate

BSA

Bovine serum albumin

Boc

tert-Butyloxycarbonyl

CB

Cucurbituril-based

CD

Cyclodextrin

ConA

Concanavalin A

CRM197

A diphtheria toxin mutant

DCC

Dicyclohexylcarbodiimide

DC-SIGN

Dendritic cell-specific intercellular adhesion molecule-3-grabbing non-integrin

DEPC

Diethyl phosphorocyanidate

DIPEA

Ethyldiisopropylamine

DMAP

4-Dimethylaminopyridine

DMSO

Dimethyl sulfoxide

DNA

Deoxyribonucleic acid

DOTA

1,4,7,10-Tetrakis (carboxymethyl)-1,4,7,10-tetraazacyclododecane E. coli Escherichia coli

EDCI

1-Ethyl-3-(3-dimethylaminopropyl) carbodiimide hydrochloride

ELLA

Enzyme-linked lectin assays

G

Generation

Gal

Galactose

Glc

Glucose

GlcNAc

N-Acetylglucosamine

GM1

Monosialotetrahexosylganglioside

GPC

Gel permeation chromatography

HBTU

O-Benzotriazole-N,N,N′,N′-tetramethyl-uronium hexafluorophosphate

HIA

Hemagglutination inhibition assay

HIV-1

A human immunodeficiency virus

HOBt

Hydroxybenzotriazole

HSA

Human serum albumin

ITC

Isothermal titration calorimetry

Lac

Lactose (Galβ1-4Glc)

MALDI-Tof

Matrix-assisted laser desorption/ionization-time of flight

MALS

Multiangle light scattering

Man

Mannose

MD

Molecular dynamics

MS

Mass spectrometry

MRI

Magnetic resonance imaging

NK

Natural killer cells

NMM

N-Methylmorpholine

NMR

Nuclear magnetic resonance

PAMAM

Polyamido amino

PEG

Polyethylene glycol

PNA

Peanut agglutinin

PPI

Polypropylene imine

PyBOP

Benzotriazol-1-yl-oxytripyrrolidinophosphonium hexafluorophosphate

RAFT

Regioselectively addressable functionalised template

SAM

Self-assembled monolayer

SPR

Surface plasmon resonance

T-antigen

Tumor antigen

TBTU

O-(Benzotriazol-1-yl)-1,1,3,3-tetramethyluronium tetrafluoroborate

Tce

2,2,2-Trichloroethyl

TMSOTf

Trimethylsilyl trifluoromethanesulfonate

Tn-antigen

GalNAcα1Ser/Thr

UV–VIS spectroscopy

Ultraviolet–visible spectroscopy

WGA

Wheat germ agglutinin

XSAF

Extended X-ray absorption fine structure

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Copyright information

© Springer 2009

Authors and Affiliations

  1. 1.School of ChemistryBangor UniversityBangorUK

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