Structural study of a small molecule receptor bound to dimethyllysine in lysozyme

McGovern, Róise E.; Snarr, Brendan D.; Lyons, Joseph A.; McFarlane, James; Whiting, Amanda L.; Paci, Irina; Hof, Fraser; Crowley, Peter B.

doi:10.1039/c4sc02383h

Cited by 68 publications

(74 citation statements)

References 61 publications

(117 reference statements)

Supporting

Mentioning

Contrasting

Unclassified

Order By: Relevance

“…A text-book example of such hybrid character is given by Vancomycin. 32 The potential of these hybrid receptors in the binding to specific single points of proteins is certainly attracting the interest of many chemists and biologists also because several are the examples of simple calixarenes able to bind single amino acids via inclusion of their lateral side chains in the cavity thanks to the combination of different interactions. It could be proved that, thanks to this binding ability, Vancomycin can block the cross-linking of this glycopeptide thus causing the cell wall lysis and inhibiting the growth of bacteria.…”

Section: Hybrid Charactermentioning

confidence: 99%

“…53 Again, CH-π interactions and charge-charge salt bridges are simultaneously involved. 32 The sulfonated, cone shaped structure in fact well mimics the aromatic cage accompanied by carboxylate groups that several proteins, such as chromodomains, uses to recognize and complex di-and trimethylated lysines. Arg side chain results almost entirely submerged in the calixarene that buries ~230 Å 2 of the protein surface.…”

Section: Targeting Protein and Enzymesmentioning

confidence: 99%

See 1 more Smart Citation

Moulding calixarenes for biomacromolecule targeting

et al. 2015

View full text Add to dashboard Cite

After their successful use as a preorganized platform for the preparation of receptors for metal ions and small neutral molecules over the last 15 years, calixarenes are enjoying a renaissance of popularity as scaffolds for ligands that are able to efficiently and selectively target macromolecules such as proteins/enzymes, nucleic acids and lipids. This feature article summarizes the peculiar factors characterizing the calixarene structure and properties, as well as outlines the main rules that can be used to turn such macrocycles into efficient and successful ligands for these classes of biomacromolecules. Factors that affect the multivalent properties of calixarenes, such as the size, conformation and stereochemical presentation of binding groups or their amphiphilicity and hybrid character, are described in detail with the use of a few selected examples from the literature. Perspectives and applications of these ligands in bionanotechnology and nanomedicine, such as protein sensing and inhibition, gene-delivery, targeted drug-delivery and cell imaging, are also discussed.

show abstract

Section: Hybrid Charactermentioning

confidence: 99%

Section: Targeting Protein and Enzymesmentioning

confidence: 99%

Moulding calixarenes for biomacromolecule targeting

et al. 2015

View full text Add to dashboard Cite

show abstract

“…3b) 32 and lysozyme. 33 In the former, binding occurred at three different sites, with the calixarenes acting as mediators of the PPIs required for crystallisation. 31 Please do not adjust margins Please do not adjust margins assays/sensors for antibody free detection of histone modifications through lysine side chain recognition.…”

Section: Calixarenesmentioning

confidence: 99%

Metal complexes as “protein surface mimetics”

Hewitt

Wilson

2016

Chem. Commun.

View full text Add to dashboard Cite

A key challenge in chemical biology is to identify small molecule regulators for every single protein. However, protein surfaces are notoriously difficult to recognise with synthetic molecules, often having large flat surfaces that are poorly matched to traditional small molecules. In the surface mimetic approach, a supramolecular scaffold is used to project recognition groups in such a manner as to make multivalent non-covalent contacts over a large area of protein surface. Metal based supramolecular scaffolds offer unique advantages over conventional organic molecules for protein binding, inlcuding greater steroechemcial and geometrical diversity conferred through the metal centre and the potential for direct assessment of binding properties and even visualisation in cells without recourse to further functionalisation. This feature article will highlight the current state of the art in protein surface recognition using metal complexes as surface mimetics.

show abstract

“…We found that 8 was able to disrupt the CBX7-H3K27me3 interaction using a genetically encoded FRET biosensor, created by our collaborators in Robert Campbell's group. 43 Selectivity in the context of a folded protein arises from varying degrees of side chain accessibility, as well as different peripheral contacts between sulfonates and neighboring residues. 6).…”

Section: P-sulfonatocalix[4]arene Binds Post-translational Methylationsmentioning

confidence: 99%

Host–guest chemistry that directly targets lysine methylation: synthetic host molecules as alternatives to bio-reagents

Hof

2016

Chem. Commun.

Self Cite

View full text Add to dashboard Cite

Post-translational methylation is a chemically simple modification, but regulates the function of hundreds of proteins in profound ways. This Feature Article will report on the basic aspects of protein methylation, and will offer a personal perspective on our recent efforts at making supramolecular hosts that can bind and discriminate among post-translationally methylated partners. The article highlights several general lessons drawn from these efforts and related work by other groups. It also describes some ways in which supramolecular approaches are inherently well suited to provide tools that drive new research in the life sciences.

show abstract

Structural study of a small molecule receptor bound to dimethyllysine in lysozyme

Abstract: X-ray crystallography reveals how a calixarene can bind to dimethyllysine to form a complex with features similar to the aromatic cage motif of a chromodomain bound to a histone tail.

Cited by 68 publications

References 61 publications

Moulding calixarenes for biomacromolecule targeting

Moulding calixarenes for biomacromolecule targeting

Metal complexes as “protein surface mimetics”

Host–guest chemistry that directly targets lysine methylation: synthetic host molecules as alternatives to bio-reagents

Contact Info

Product

Resources

About