Synthesis and characterization of new selective Zn2+ fluorescent probes for functionalization: in vitro Cell imaging applications

Åstrand, Ove Alexander Høgmoen; Austdal, Lars Peter Engeset; Paulsen, Ragnhild E.; Hansen, Trond Vidar; Rongved, Pål

doi:10.1016/j.tet.2013.07.049

Cited by 8 publications

(3 citation statements)

References 29 publications

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“…[25][26] We have earlier studied TPA as a zinc chelator, 27 however, we now wanted to study dipicolylamine (DPA) as the chelating moiety. [28][29] As metal chelators are generally toxic, we need a chelator that is selective for zinc, and by selective we mean that they bind weaker to iron, manganese, sodium, potassium, calcium and other relevant biological cations than to zinc. The DPA based zinc chelators we use fit this criterion and that is why, we think, we are able to get a decent toxicity profile.…”

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Synthesis and biological evaluation of new dipicolylamine zinc chelators as metallo-β-lactamase inhibitors

et al. 2019

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Antimicrobial resistance (AMR), and in particular antibacterial resistance, is an increasingly serious threat to global public health. AMR develops when a microorganism (bacteria, fungus, virus or parasites) no longer responds to a drug to which it was originally sensitive. [1][2] Antibiotics have an enormous impact on modern medicine. They are essential in the treatment of many human diseases such as urinary tract infections, wound infections, bloodstream infections, pneumonia, tuberculosis and they are a prerequisite for chemotherapy or surgery. Without harmonized and immediate worldwide action to develop agents countering highly resistant bacteria (e.g. Escherichia coli, Klebsiella pneumoniae and Staphylococcus aureus), the world is heading towards a post-antibiotic era in which common infections could once again become life threatening. [1][2] The increase in mortality with bloodstream infections caused by methicillin-resistant S. aureus (MRSA) and third-generation cephalosporin-resistant E. coli is significant, and the prolongation of hospital stay imposes a considerable burden on health care systems. [3][4] The introduction of more potent alternatives of existing antibiotics provides only temporary

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Synthesis and biological evaluation of new dipicolylamine zinc chelators as metallo-β-lactamase inhibitors

et al. 2019

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“…We have earlier studied the effect of tris-picolylamine (TPA) derivatives as MBL inhibitors. 13 In this work, we chose to vary the zinc binding strength by using N, N-dipicolylamine (DPA), 14 N,N-dipicolyl-N-triazolylmethylamine (DPTA), N,N-dipicolyl ethylenediamine (DPED) and trispicolyl ethylenediamine (TPED) as starting points. The chelators were attached to various peptides, using peptide coupling reagents, to produce chelator-peptide constructs as putative MBL inhibitors.…”

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Synthesis and biological evaluation of zinc chelating compounds as metallo-β-lactamase inhibitors

et al. 2019

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“…The development of chemical probes for sensing metal ions [1][2][3][4][5][6] and anions [7][8][9][10][11] has received considerable attention due to their fundamental applications in chemical, environmental and biological fields. For example, despite the fact that zinc has significant roles in catalytic centers and serves as structural cofactor of many Zn 2+ -containing enzymes and DNA-binding proteins, [12][13][14][15][16][17] an unregulated zinc level in the body may lead to a number of severe neurological diseases (e.g. Alzheimer's disease, cerebral ischemia, and epilepsy), developmental defects, and malfunctions.…”

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confidence: 99%

A simple pincer-type chemosensor for reversible fluorescence turn-on detection of zinc ion at physiological pH range

et al. 2015

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A new, highly selective and sensitive pincer-type chemosensor (Y) for zinc ion with turn-on fluorescence behavior in physiological pH range solution was developed. Y is based on bi-hydrazone derivatives, which contain pyridine as the fluorescent group and a hydrazone bond as recognition site. The selectivity mechanism of Y for zinc is based on the combined effects of the inhibition of excited-state intramolecular proton transfer (ESIPT) and -HCQN-isomerization, as well as chelation-enhanced fluorescence. The entire process takes less than 15 seconds. The minimum detection limit of Y for zinc reaches 1.39 Â 10 À8 M.Moreover, Y can conveniently detect zinc in test strip form, and it can be recycled.

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Synthesis and characterization of new selective Zn2+ fluorescent probes for functionalization: in vitro Cell imaging applications

Cited by 8 publications

References 29 publications

Synthesis and biological evaluation of new dipicolylamine zinc chelators as metallo-β-lactamase inhibitors

Synthesis and biological evaluation of new dipicolylamine zinc chelators as metallo-β-lactamase inhibitors

Synthesis and biological evaluation of zinc chelating compounds as metallo-β-lactamase inhibitors

A simple pincer-type chemosensor for reversible fluorescence turn-on detection of zinc ion at physiological pH range

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