From the Ganglioside GQ1b? to Glycomimetic Antagonists of the Myelin-Associated Glycoprotein (MAG)

Ernst, Beat; Schwardt, Oliver; Mesch, Stefanie; Wittwer, Matthias; Rossato, Gianluca; Vedani, Angelo

doi:10.2533/chimia.2010.17

Chimia

2010

DOI: 10.2533/chimia.2010.17

|View full text |Cite

From the Ganglioside GQ1b? to Glycomimetic Antagonists of the Myelin-Associated Glycoprotein (MAG)

Beat Ernst

Oliver Schwardt²,

Stefanie Mesch³

et al.

Abstract: Thetetrasaccharide4,asubstructureofgangliosideGQ1bα,showsaremarkableaffinityforthemyelinassociatedglycoprotein(MAG)andwasthereforeselectedasstartingpointforaleadoptimizationprogram.Inour searchforstructurallysimplifiedandpharmacokineticallyimprovedmimicsof4,antagonistswithmodificationsof thecoredisaccharideGalb(1-3)GalNAc,aswellastheterminalα(2-3)-andtheinternalα(2-6)-linkedneuraminic acidweresynthesizedandtestedintarget-basedbindingassays.Comparedtothereferencetetrasaccharide4, themostpotentantagonist17exhibi… Show more

Help me understand this report

Search citation statements

Order By: Relevance

Paper Sections

Select...

Citation Types

Supporting

Mentioning

Contrasting

Year Published

2013

2021

Publication Types

Select...

Article4

Relationship

Self Cite0

Independent4

Authors

Journals

Cited by 4 publications

(1 citation statement)

References 36 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…7 On the other hand, the terminal di-sialyl GNB component of gangliosides GD1α, GT1aα and GQ1bα is the minimal binding epitope of myelin-associated glycoprotein (MAG) ligands, 8 and is considered as a leading target for developing MAG inhibitors to enhance regeneration of central nervous system axons after injury in adult mammals. 9 …”

mentioning

confidence: 99%

Efficient chemoenzymatic synthesis of novel galacto-N-biose derivatives and their sialylated forms

Liu

et al. 2015

Chem. Commun.

View full text Add to dashboard Cite

Galacto-N-biose (GNB) derivatives were efficiently synthesized from galactose derivatives via a one-pot two-enzyme system containing two promiscuous enzymes from Bifidobacterium infantis: a galactokinase (BiGalK) and a D-galactosyl-β1–3-N-acetyl-D-hexosamine phosphorylase (BiGalHexNAcP). Mono-sialyl and di-sialyl galacto-N-biose derivatives were then prepared using a one-pot two-enzyme system containing a CMP-sialic acid synthetase and an α2–3-sialyltransferase or an α2–6-sialyltransferase.

show abstract

mentioning

confidence: 99%

Efficient chemoenzymatic synthesis of novel galacto-N-biose derivatives and their sialylated forms

Liu

et al. 2015

Chem. Commun.

View full text Add to dashboard Cite

show abstract

Regioselective Chemoenzymatic Synthesis of Ganglioside Disialyl Tetrasaccharide Epitopes

et al. 2014

View full text Add to dashboard Cite

A novel chemoenzymatic approach for the synthesis of disialyl tetrasaccharide epitopes found as the terminal oligosaccharides of GD1α, GT1aα, and GQ1bα is described. It relies on chemical manipulation of enzymatically generated trisaccharides as conformationally constrained acceptors for regioselective enzymatic α2–6-sialylation. This strategy provides a new route for easy access to disialyl tetrasaccharide epitopes and their derivatives.

show abstract

Interfacial Tension of Methylbenzene–Water in the Presence of Hydrophilic and Hydrophobic Alumina Nanoparticles at Different Temperatures

2013

View full text Add to dashboard Cite

The effect of almost low concentrations of alumina hydrophilic (bare surface) and hydrophobic (modified surface with hexadecanoic acid) nanoparticles on interfacial tension of methylbenzene (toluene)−water was investigated based on experimental results from drop weight tensiometry. Nanoparticles were suspended in either aqueous or organic phases to provide a stable nanofluid and then were contacted with another phase to measure the interfacial tension. A nanoparticle mass fraction range of 1•10 −5 to 5•10 −4 (± 5•10 −6 ) and a temperature range of [293.2 to 323.2 (± 0.1)] K were used. Interesting trends of interfacial tension variation were revealed with nanoparticles concentration, showing a sharp increase up to 55.7 mN•m −1 (± 0.1 mN•m −1 ) at 293.2 K, and a decrease to about 14.0 mN•m −1 at 323.2 K with hydrophilic and hydrophobic forms, respectively. The effect of increasing temperature was found to reduce interfacial tension within the used ranges and significantly higher with hydrophilic nanoparticles.

show abstract

scite is a Brooklyn-based organization that helps researchers better discover and understand research articles through Smart Citations–citations that display the context of the citation and describe whether the article provides supporting or contrasting evidence. scite is used by students and researchers from around the world and is funded in part by the National Science Foundation and the National Institute on Drug Abuse of the National Institutes of Health.

Contact Info

hi@scite.ai

10624 S. Eastern Ave., Ste. A-614

Henderson, NV 89052, USA

Blog Terms and Conditions API Terms Privacy Policy Contact Cookie Preferences Do Not Sell or Share My Personal Information

Made with 💙 for researchers

Part of the Research Solutions Family.

From the Ganglioside GQ1b? to Glycomimetic Antagonists of the Myelin-Associated Glycoprotein (MAG)

Cited by 4 publications

References 36 publications

Efficient chemoenzymatic synthesis of novel galacto-N-biose derivatives and their sialylated forms

Efficient chemoenzymatic synthesis of novel galacto-N-biose derivatives and their sialylated forms

Regioselective Chemoenzymatic Synthesis of Ganglioside Disialyl Tetrasaccharide Epitopes

Interfacial Tension of Methylbenzene–Water in the Presence of Hydrophilic and Hydrophobic Alumina Nanoparticles at Different Temperatures

Contact Info

Product

Resources

About