A cationic ZnII
porphyrazine induces a stable parallel G-quadruplex conformation in human telomeric DNA
A water soluble octacationic ZnII porhyrazine macrocycle drives the conformational equilibrium of the G-quadruplex of a human telomeric sequence exclusively towards a parallel conformation upon complexation.
“Click-made” biaryl-linker improving efficiency in
protein labelling for the membrane target protein of a bioactive compound
The design, synthesis and assessment of a novel biaryl-linked (BArL) molecular probe for the exploration of low-abundant target proteins for bioactive metabolites is reported
Design and synthesis of nonpeptidic, small molecule
inhibitors for the Mycobacterium tuberculosis protein tyrosine phosphatase PtpB
The design and synthesis of small molecules with low micromolar inhibition of Mycobacterium tuberculosis protein tyrosine phosphatase PtpB is described.
trans,trans-2,4-Hexadiene incorporation on enzymes for site-specific immobilization and fluorescent labeling
Chemical incorporation of a hexadiene moiety on an enzyme molecule permitted protein immobilization and site-specific labeling with NBD fluorophore by Diels–Alder reaction.
Rapid synthesis and zebrafish evaluation of a
phenanthridine-based small molecule library
A phenanthridine-based small molecule library was rapidly assembled using Heck methodology; library evaluation identified a novel inhibitor of early-stage zebrafish embryo development.
fluorescent dye-protein complexes based on fluorogenic cyanine dyes and single chain antibody fragments
Dye-protein complexes that emit intense blue fluorescence have been created from fluorogenic cyanine dyes and single chain antibody fragments.
Alkyl sulfonyl derivatized PAMAM-G2 dendrimers as nonviral gene delivery vectors with improved transfection efficiencies
Amphiphilic PAMAM-G2 derivatives engineered with peripheral alkyl chains are nonviral gene delivery vectors that exhibit high transfection efficiencies and low toxicity, particularly in the case of functionalization with C18 tails.
Cell permeable ITAM constructs for the modulation of mediator release in mast cells
A synthetic cell permeable ITAM construct can enhance mast cell degranulation up to 140%.
Antimicrobial phenalenone derivatives from the marine-derived fungus Coniothyrium cereale
The marine algae-derived fungus Coniothyrium cereale produces phenalenone derivatives with a variety of significant biological activities.
Structural basis for the potential antitumour activity of DNA-interacting
The investigation of benzo[kl]xanthene as DNA ligands suggests they are suitable lead compounds for the design of new binders with potential antitumour properties.
Comparable stabilisation, structural changes and activities can be induced in FGF by a variety of HS and non-GAG analogues: implications for sequence-activity relationships
Appropriate characteristics for FGF binding and activity are provided by various HS structures and non-GAG analogues
Discovery of a
quorum sensing modulator pharmacophore by 3D small-molecule microarray screening
A 3D microarray platform was used to discover the biologically active chloro-pyridine pharmacophore, which was found to be able to inhibit N acyl-homoserine-lactone (AHL) mediated quorum sensing phenotypes in Serratia and Pseudomonas aeruginosa.
Chemical genetics approach to identify new small molecule modulators of
cell growth by phenotypic screening of Saccharomyces cerevisiae strains with a library of morpholine-derived compounds
The screening of yeast deletants strains with a pool of morpholine-derived compounds towards cell growth rate identified two small molecules able to produce phenotypic effects on yeast cells.
DNA binding of novel non-symmetrical guanidinium/2-aminoimidazolinium derivatives
The DNA binding of asymmetric guanidinium/2-aminoimidazolinium has been explored using different biophysical techniques such as SPR, UV-titrations, CD, LD and ITC.
Tubulin-binding dibenz[c,e]oxepines as colchinol analogues for targeting tumour vasculature
Of various dibenz[c,e]oxepines prepared as colchinol analogues, 5,7-dihydro-3,9,10,11-tetramethoxydibenz[c,e]oxepin-4-ol is a potent inhibitor of microtubule assembly and cytotoxic agent.
Inhibition of the
histone demethylase JMJD2E by 3-substituted pyridine 2,4-dicarboxylates
Structure-based design, microwave-assisted synthesis and biochemical evaluation of 3-substituted pyridine dicarboxylates as JMJD2 histone demethylase inhibitors with selectivity over the PHD2 prolyl hydroxylase.
aryl conjugates as nucleic acid sensors: switch of binding mode and spectroscopic responses by introducing additional binding sites into the linker
Compounds 3 and 4 are specific spectroscopic probes for ds-polynucleotides interacting strongly with ds-DNAs (but only weakly with ds-RNA) being able to distinguish different forms of DNA minor grooves due to different positioning of the pyrene probe in the groove.
Amino acids attached to 2′-amino-LNA: synthesis and excellent duplex stability
2′-Amino-LNA-derived monomers with positive charges improve thermal stability of duplexes.
Cationic nucleolipids as efficient
Five novel uridine-based cationic nucleolipids, synthesized by introducing basic amino acid residues at the 5′ position of uridine, through 1,3-dipolar cycloaddition, and hydrophobic alkyl moieties at the 2′ and 3′ positions, through carbamate linkages, delivered siRNAs efficiently to cells without any severe toxicity.
3-Phosphono-L-alanine as pyrophosphate mimic for DNA synthesis using HIV-1 reverse transcriptase
The synthesis and evaluation of a series of sulf(on)ate and phosph(on)ate amino acid phosphoramidate analogues of deoxynucleotides as potential substrates for HIV-1 reverse transcriptase are described.
Synthesis of cyclic
adenosine 5′-diphosphate ribose analogues: a C2′ endo/syn “southern” ribose conformation underlies activity at the sea urchin cADPR receptor
Conformational analysis of cyclic ADP-ribose analogues reveals a correlation between a C2′ endo/syn “southern” ribose conformation and activity in sea urchin egg homogenates.
Rapid chemical ligation of
oligonucleotides by the Diels–Alder reaction
Simultaneous templated Diels–Alder chemical ligation of multiple furan and maleimide oligonucleotides proceeds within 1 min at room temperature.
Crystal structure of the insect neuropeptide
The crystal structure of the neuropeptide proctolin (Arg-Tyr-Leu-Pro-Thr) is reported revealing the solid-state conformation of its molecules and their association in the crystal.
Access to phosphoproteins and glycoproteins through semi-synthesis, Native Chemical Ligation and N→S
Phosphoproteins and glycoproteins can be assembled through Native Chemical Ligation using thioesters prepared by N→S acyl transfer.
Preparation of FRET reporters to support chemical probe development
We describe economical routes for the preparation of rhodamine maleimide and non-emitting quencher probes to enable a high throughput screening campaign that seeks to identify inhibitors of phosphopantetheinyl transferase.
Highly efficient and enantioselective biotransformations of β-lactam carbonitriles and carboxamides and their synthetic applications
Biotransformations of nitriles and amides provide a highly efficient and enantioselective approach to enantioenriched β-lactam compounds, which are useful intermediates in the synthesis of fused heterocycles
dissection of the classic terpinyl/ pinyl/ bornyl/ camphyl cation conundrum—the role of pyrophosphate in manipulating pathways to monoterpenes
Quantum chemical methods are used to reveal details of the conversion of farnesyl diphosphate to bornyl diphosphate and several monoterpenes.
N-Terminal peptidic boronic acids selectively inhibit human ClpXP
We report the synthesis and development of N-terminal peptidic boronic acids as novel protease inhibitors. These boronic acids harvest the unique selectivity inherent on the P′-site of peptide substrates. Our effort provides the first selective inhibitor of hClpXP over hLon; both are ATP-dependent serine proteases present in mitochondrial matrix.
About this collection
Organic and Biomolecular Chemistry has collated some of the latest exciting research from across the breadth of chemical biology published in our journal. You can read about it in this web themed issue guest edited by Nick Westwood (School of Chemistry and BSRC, University of St Andrews).