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Architectures of Multivalent Glycomimetics for Probing Carbohydrate–Lectin Interactions

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Book cover Glycoscience and Microbial Adhesion

Part of the book series: Topics in Current Chemistry ((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.

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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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  1. School of Chemistry, Bangor University, Bangor, LL57 2SU, UK

    Martina Lahmann

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  1. Inst. Organische Chemie, Universität Kiel, Otto-Hahn-Platz 3, Kiel, 24118, Germany

    Thisbe K. Lindhorst

  2. Arrhenius Laboratory, Stockholm University, Stockholm, 106 91, Sweden

    Stefan Oscarson

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Lahmann, M. (2009). Architectures of Multivalent Glycomimetics for Probing Carbohydrate–Lectin Interactions. In: Lindhorst, T., Oscarson, S. (eds) Glycoscience and Microbial Adhesion. Topics in Current Chemistry, vol 288. Springer, Berlin, Heidelberg. https://doi.org/10.1007/128_2008_30

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