Recognition, Transformation, Detection of Nucleotides and Aqueous Nucleotide‐Based Materials

Pont, Isabel; Galiana‐Roselló, Cristina; Lopera, Alberto; González‐García, Jorge; Garcı́a-España, Enrique

doi:10.1002/9783527814923.ch4

Cited by 3 publications

(2 citation statements)

References 107 publications

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“…It is important to note that the well-studied polyazaalkane scaffold containing 2-picolyl subunits is a structural motif frequently used as a building block of biologically relevant molecular receptors, which interact with both cationic and anionic ions. In this line, structurally similar Zn 2+ and Cu 2+ receptors have been described as chelating agents, ,, a mechanism whereby they mediate their anticancer activity in different cancer cell lines, or biosensors for anions through specific recognition of phosphate-containing biomolecules or mononucleotides …”

Section: Resultsmentioning

confidence: 99%

Toward a Rational Design of Polyamine-Based Zinc-Chelating Agents for Cancer Therapies

et al. 2020

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In vitro viability assays against a representative panel of human cancer cell lines revealed that polyamines L1a and L5a displayed remarkable activity with IC50 values in the micromolar range. Preliminary research indicated that both compounds promoted G1 cell cycle arrest followed by cellular senescence and apoptosis. The induction of apoptotic cell death involved loss of mitochondrial outer membrane permeability and activation of caspases 3/7. Interestingly, L1a and L5a failed to activate cellular DNA damage response. The high intracellular zinc-chelating capacity of both compounds, deduced from the metal-specific Zinquin assay and ZnL 2+ stability constant values in solution, strongly supports their cytotoxicity. These data along with quantum mechanical studies have enabled to establish a precise structure–activity relationship. Moreover, L1a and L5a showed appropriate drug-likeness by in silico methods. Based on these promising results, L1a and L5a should be considered a new class of zinc-chelating anticancer agents that deserves further development.

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Section: Resultsmentioning

confidence: 99%

Toward a Rational Design of Polyamine-Based Zinc-Chelating Agents for Cancer Therapies

et al. 2020

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“…While recent progress has been made in the development of selective sensors for some biological phosphate species (e. g. pyrophosphate, PPi), [1][2][3][4][5][6][7][8][9][10][11] there are still only a handful of examples of sensors capable of discriminating between either nucleotides with the same phosphorylation level or nucleotides with the same nucleobase but different level of phosphorylation, despite significant interest in this area of research. [6][7][8]11] This can be attributed to the difficulty in designing a truly selective sensor for anions of similar size, shape and charge.…”

Section: Introductionmentioning

confidence: 99%

A Fluorescent Sensor Array for the Discrimination of Nucleotide Phosphates

2022

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Chemosensors that can discriminate between nucleotide phosphates are difficult to prepare. Here we describe the use of a sensing array comprising metal complexes of bis(dipicolylamino)-functionalised linear peptide based fluorescent sensors for the discrimination of nucleotide phosphates. We demonstrate that through the rational incorporation of additional sensor elements the discriminatory power of the array can be improved. An array incorporating two peptides in combination with four metal ions was able to successfully discriminate all triphosphates and diphosphates tested. When monophosphates were included in the analysis, 91 % of the analytes (blank, AMP, ADP, ATP, CMP, CDP, CTP, GMP, GDP, GTP, UMP, UDP and UTP) could be correctly classified, with all classification errors related to monophosphates.

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Fluorescent Chemosensors for Phosphates

Butler

Jolliffe

2023

Fluorescent Chemosensors

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This chapter outlines the development of small-molecule fluorescent chemosensors for phosphate species. Phosphate species are ubiquitous in nature, play diverse roles in biological systems, and display extensive variation in the functionality attached to the phosphate group. These molecules have a diffuse negative charge, are highly solvated, and are all linked by a common phosphate group. Together, these features present a significant challenge for the development of species-selective chemosensors that function in aqueous media with appropriate binding affinities. This challenge has been tackled via a variety of approaches, including chemosensors that bind the phosphate group via charge–charge, hydrogen-bonding, and metal–cation interactions. Key examples of each of these interaction types, varied approaches to chemosensor design, and fluorescence response mechanisms are highlighted.

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Recognition, Transformation, Detection of Nucleotides and Aqueous Nucleotide‐Based Materials

Cited by 3 publications

References 107 publications

Toward a Rational Design of Polyamine-Based Zinc-Chelating Agents for Cancer Therapies

Toward a Rational Design of Polyamine-Based Zinc-Chelating Agents for Cancer Therapies

A Fluorescent Sensor Array for the Discrimination of Nucleotide Phosphates

Fluorescent Chemosensors for Phosphates

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