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Themed collection Carbohydrates

28 items
Editorial

Carbohydrates themed issue

Welcome to the Carbohydrates themed issue of MedChemComm.

Graphical abstract: Carbohydrates themed issue
From the themed collection: Carbohydrates
Review Article

Beyond substrate analogues: new inhibitor chemotypes for glycosyltransferases

New inhibitor chemotypes for glycosyltransferases, which are not structurally derived from either donor or acceptor substrate, are being reviewed.

Graphical abstract: Beyond substrate analogues: new inhibitor chemotypes for glycosyltransferases
From the themed collection: Carbohydrates
Open Access Review Article

Inhibitors of the human neuraminidase enzymes

A review of known small molecule inhibitors and substrates of the human neuraminidase enzymes.

Graphical abstract: Inhibitors of the human neuraminidase enzymes
From the themed collection: Carbohydrates
Review Article

When proteins start to make sense: fine-tuning of aminoglycosides for PTC suppression therapy

The read-through mechanism of a premature stop codon.

Graphical abstract: When proteins start to make sense: fine-tuning of aminoglycosides for PTC suppression therapy
From the themed collection: Carbohydrates
Review Article

New trends in the use of aminoglycosides

Aminoglycosides (AGs) are well known for their valuable antibiotic properties. Recent advances in the use of AGs for additional purposes are presented.

Graphical abstract: New trends in the use of aminoglycosides
From the themed collection: Carbohydrates
Review Article

Antifungal amphiphilic aminoglycosides

A C8 alkyl chain at the O-4′′ position of kanamycin B transforms this aminoglycoside into an amphiphilic broad spectrum antifungal compound.

Graphical abstract: Antifungal amphiphilic aminoglycosides
From the themed collection: Carbohydrates
Review Article

Neoglycosylation and neoglycorandomization: enabling tools for the discovery of novel glycosylated bioactive probes and early stage leads

Alkoxyamine-based strategies for the rapid chemoselective conjugation of sugars to drugs, natural products and bioactive small molecules.

Graphical abstract: Neoglycosylation and neoglycorandomization: enabling tools for the discovery of novel glycosylated bioactive probes and early stage leads
From the themed collection: Carbohydrates
Open Access Review Article

Surface plasmon resonance for the characterization of bacterial polysaccharide antigens: a review

This review gives an overview of significant applications of flow SPR to investigate the specific interactions of bacterial polysaccharide antigens.

Graphical abstract: Surface plasmon resonance for the characterization of bacterial polysaccharide antigens: a review
From the themed collection: Carbohydrates
Review Article

Design and synthesis of membrane-targeting antibiotics: from peptides- to aminosugar-based antimicrobial cationic amphiphiles

Infections caused by drug resistant and/or slow-growing bacteria are increasingly becoming some of the greatest challenges of health organizations worldwide.

Graphical abstract: Design and synthesis of membrane-targeting antibiotics: from peptides- to aminosugar-based antimicrobial cationic amphiphiles
From the themed collection: Carbohydrates
Review Article

Towards bacterial adhesion-based therapeutics and detection methods

Bacterial adhesion is an important first step towards bacterial infection and plays a role in colonization, invasion and biofilm formation.

Graphical abstract: Towards bacterial adhesion-based therapeutics and detection methods
From the themed collection: Carbohydrates
Open Access Concise Article

Branched α-D-mannopyranosides: a new class of potent FimH antagonists

We report branched α-d-mannopyranosides as potent FimH antagonists that exploit the previously unexplored lipophilic region formed by Phe142 and Ile13.

Graphical abstract: Branched α-d-mannopyranosides: a new class of potent FimH antagonists
From the themed collection: Carbohydrates
Concise Article

Recognition of diazirine-modified O-GlcNAc by human O-GlcNAcase

Mutagenesis of O-GlcNAcase offers insight into its substrate binding pocket and yields a mutant enzyme capable of hydrolyzing photocrosslinking O-GlcNAc.

Graphical abstract: Recognition of diazirine-modified O-GlcNAc by human O-GlcNAcase
From the themed collection: Carbohydrates
Concise Article

Multivalent amino sugars to recognize different TAR RNA conformations

Neomycin dimers synthesized using “click chemistry” with varying functionality and length in the linker region have been shown to be effective in targeting the HIV-1 TAR RNA region of the HIV virus.

Graphical abstract: Multivalent amino sugars to recognize different TAR RNA conformations
From the themed collection: Carbohydrates
Open Access Concise Article

Exploring the meaning of sugar configuration in a supramolecular environment: comparison of six octyl glycoside micelles by ITC and NMR spectroscopy

To promote understanding of sugar configuration in a supramolecular context, glycomicelles were compared and a “trinity projection” of glycosides proposed.

Graphical abstract: Exploring the meaning of sugar configuration in a supramolecular environment: comparison of six octyl glycoside micelles by ITC and NMR spectroscopy
From the themed collection: Carbohydrates
Concise Article

A practical glycosyltransferase assay for the identification of new inhibitor chemotypes

An operationally simple, colorimetric assay protocol for the identification and evaluation of galactosyltransferase inhibitors is described.

Graphical abstract: A practical glycosyltransferase assay for the identification of new inhibitor chemotypes
From the themed collection: Carbohydrates
Concise Article

Carbohydrate antigen delivery by water soluble copolymers as potential anti-cancer vaccines

Water soluble polymers can deliver tumor associated carbohydrate antigens and generate significant titers of tumor cell binding IgG antibodies.

Graphical abstract: Carbohydrate antigen delivery by water soluble copolymers as potential anti-cancer vaccines
From the themed collection: Carbohydrates
Concise Article

Anti-bacterial glycosyl triazoles – identification of an N-acetylglucosamine derivative with bacteriostatic activity against Bacillus

Screening of a glycosyl triazole library identified compounds that inhibit bacterial N-acetylglucosaminidase activity and growth.

Graphical abstract: Anti-bacterial glycosyl triazoles – identification of an N-acetylglucosamine derivative with bacteriostatic activity against Bacillus
From the themed collection: Carbohydrates
Concise Article

A mechanistic study on the α-N-acetylgalactosaminidase from E. meningosepticum: a family 109 glycoside hydrolase

Studies on the mechanism of action used by a GH109 enzyme.

Graphical abstract: A mechanistic study on the α-N-acetylgalactosaminidase from E. meningosepticum: a family 109 glycoside hydrolase
From the themed collection: Carbohydrates
Concise Article

Response of osteoblast-like MG63 on neoglycosylated collagen matrices

Collagen matrices modified in order to expose galactose residues to cells were studied for their interaction with osteosarcoma-derived cell line MG63.

Graphical abstract: Response of osteoblast-like MG63 on neoglycosylated collagen matrices
From the themed collection: Carbohydrates
Concise Article

New glycopolymers as multivalent systems for lectin recognition

New types of glycopolymers have been designed and evaluated as multivalent systems for lectin recognition.

Graphical abstract: New glycopolymers as multivalent systems for lectin recognition
From the themed collection: Carbohydrates
Concise Article

Synthesis of 4′-deoxy-4′-fluoro neamine and 4′-deoxy-4′-fluoro 4′-epi neamine

The syntheses of 4′-deoxy-4′-fluoro neamine and 4′-deoxy-4′-fluoro 4′-epi neamine from the readily available neamine and paromamine are described.

Graphical abstract: Synthesis of 4′-deoxy-4′-fluoro neamine and 4′-deoxy-4′-fluoro 4′-epi neamine
From the themed collection: Carbohydrates
Concise Article

Synthesis, antiribosomal and antibacterial activity of 4′-O-glycopyranosyl paromomycin aminoglycoside antibiotics

4′-O-Glycopyranosylation of the aminoglycoside paromomycin affects differentially the inhibition of prokaryotic and eukaryotic ribosomes and influences antibacterial activity against MRSA.

Graphical abstract: Synthesis, antiribosomal and antibacterial activity of 4′-O-glycopyranosyl paromomycin aminoglycoside antibiotics
From the themed collection: Carbohydrates
Concise Article

Elucidating structural features of an entirely carbohydrate cancer vaccine construct employing circular dichroism and fluorescent labeling

Structural changes of PS A1 does not alter function.

Graphical abstract: Elucidating structural features of an entirely carbohydrate cancer vaccine construct employing circular dichroism and fluorescent labeling
From the themed collection: Carbohydrates
Concise Article

Structure activity relationship study of mezzettiasides natural products and their four new disaccharide analogues for anticancer/antibacterial activity

Ten members of the mezzettiaside family of natural products were synthesized and evaluated for anticancer and antibacterial activity.

Graphical abstract: Structure activity relationship study of mezzettiasides natural products and their four new disaccharide analogues for anticancer/antibacterial activity
From the themed collection: Carbohydrates
Concise Article

Design of glycosyltransferase inhibitors targeting human O-GlcNAc transferase (OGT)

Inhibition of glycosyltransferases requires the design of neutral inhibitors to allow cell permeation as mimicks of their natural dianionic substrates.

Graphical abstract: Design of glycosyltransferase inhibitors targeting human O-GlcNAc transferase (OGT)
From the themed collection: Carbohydrates
Concise Article

Synthesis of iminosugar derivatives presenting naphthyl and alkyl amine interacting groups and binding to somatostatin receptors

The synthesis of 1-deoxynojirimycin (DNJ) derivatives, presenting a 2-naphthylmethyl and an alkyl amino side chain, from L-sorbose is described.

Graphical abstract: Synthesis of iminosugar derivatives presenting naphthyl and alkyl amine interacting groups and binding to somatostatin receptors
From the themed collection: Carbohydrates
Open Access Concise Article

Sulfonium ions as inhibitors of the mycobacterial galactofuranosyltransferase GlfT2

The mycobacterial cell wall possesses a core galactan moiety composed of approximately 30 galactofuranosyl residues attached via alternating β-(1→5) and β-(1→6) linkages.

Graphical abstract: Sulfonium ions as inhibitors of the mycobacterial galactofuranosyltransferase GlfT2
From the themed collection: Carbohydrates
Concise Article

Synthesis and evaluation of linear CuAAC-oligomerized antifreeze neo-glycopeptides

An azido/alkyne-containing glycopeptide monomer was synthesized and CuAAC-oligomerized to obtain a triazole-containing antifreeze glycopeptide analogue with moderate antifreeze activity.

Graphical abstract: Synthesis and evaluation of linear CuAAC-oligomerized antifreeze neo-glycopeptides
From the themed collection: Carbohydrates
28 items

About this collection

A MedChemComm themed issue guest edited by Professors Sylvie Garneau-Tsodikova and Timor Baasov highlighting recent advances in the glycoscience in its broad sense to drug discovery.

The focus is on the synergy between the carbohydrate-based medicinal chemistry, chemical biology, and biophysics as a key facet to carbohydrate-based drug discovery.

Spotlight

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