Thiourea-Based Fluorescent Chemosensors for Aqueous Metal Ion Detection and Cellular Imaging

Vonlanthen, Mireille; Connelly, Colleen M.; Deiters, Alexander; Linden, Anthony; Finney, Nathaniel S.

doi:10.1021/jo500710g

Cited by 39 publications

(17 citation statements)

References 38 publications

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“…Vonlanthen and his team members developed a PET thiourea-naphthalimide-based probe, Hg-4 ( Fig. 6) that demonstrates Hg 2+ sensing over competing metal ions like Na + , K + , Mg 2+ , Ca 2+ , Ag + , Zn 2+ , Cd 2+ , Hg 2+ , and Pb 2+ in CH 3 OH (Vonlanthen et al 2014). At pH 5.5 or lower, in 9:1 H 2 O/CH 3 OH, no fluorescence enlargement was observed, but there was a massive amplification of the fluorescence in the case of Hg 2+ .…”

Section: Small-molecule Hg 2+ Probes Based On Naphthalimide Fluorophorementioning

confidence: 99%

Fluorescent, colourimetric, and ratiometric probes based on diverse fluorophore motifs for mercuric(II) ion (Hg2+) sensing: highlights from 2011 to 2019

Aderinto

2020

Chem. Pap.

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Though it has not been shown to deliver any biological importance, mercuric(II) ion (Hg 2+) is a deleterious cation which poses grievous effects to the human body and/or the ecosystem, hence, the need for its sensitive and selective monitoring in both environmental and biological systems. Over the years, there has been a great deal of work in the use of fluorescent, colourimetric, and/or ratiometric probes for Hg 2+ recognition. Essentially, the purpose of this review article is to give an overview of the advances made in the constructions of such probes based on the works reported in the period from 2011 to 2019. Discussion in this review work has been tailored to the kinds of fluorophore scaffolds used for the constructions of the probes reported. Selected examples of probes under each fluorophore subcategory were discussed with mentions of the typically determined parameters in an analytical sensing operation, including modulation in fluorescence intensity, optimal pH, detection limit, and association constant. The environmental and biological application ends of the probes were also touched where necessary. Important generalisations and conclusions were given at the end of the review. This review article highlights 196 references. Keywords Mercuric(II) ion (Hg 2+) • Fluorescent probes • Colourimetric probes • Ratiometric probes • Hg 2+-selective probes • Sensing

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Section: Small-molecule Hg 2+ Probes Based On Naphthalimide Fluorophorementioning

confidence: 99%

Fluorescent, colourimetric, and ratiometric probes based on diverse fluorophore motifs for mercuric(II) ion (Hg2+) sensing: highlights from 2011 to 2019

Aderinto

2020

Chem. Pap.

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“…The need to perform measurements while minimizing light exposure is not surprising since the PET channel designed into the sensor can lead to photodecomposition if the intramolecular radical ion recombination is not fast enough. 70 Huan and colleagues describe sensor 10 44 which shares the bispicolylamine moiety not only with 8 37 but also with many other Zn 2+ -sensitive fluorescent PET systems. 11 Particular mention needs to be made of S. A. de Silva's first example of a bispicolylamine-based fluorescent PET sensor for Zn 2+ .…”

Section: Transition Metal and Post-transition Metal Ion Targetsmentioning

confidence: 99%

Current developments in fluorescent PET (photoinduced electron transfer) sensors and switches

2015

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Following a brief introduction to the principle of fluorescent PET (photoinduced electron transfer) sensors and switches, the outputs of laboratories in various countries from the past year or two are categorized and critically discussed. Emphasis is placed on the molecular design and the experimental outcomes in terms of target-induced fluorescence enhancements and input/output wavelengths. The handling of single targets takes up a major fraction of the review, but the extension to multiple targets is also illustrated. Conceptually new channels of investigation are opened up by the latter approach, e.g.'lab-on-a-molecule' systems and molecular keypad locks. The growing trends of theoretically-fortified design and intracellular application are pointed out.

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“…The boronic acid and dipicolylamine (DPA) groups, for example, provide m-SMS with an affinity towards different saccharides45 and metal ions46, respectively. The thiourea and sulfonamide functionalities serve as additional metal ion-binding sites474849, as well as anion50 receptors and hydrogen-bonding motifs5152. Additional binding interactions may involve hydrogen bonding with the amides and carboxylic acid of m-SMS, in addition to hydrophobic interactions and π-stacking with the various aromatic groups.…”

Section: Resultsmentioning

confidence: 99%

Message in a molecule

et al. 2016

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Since ancient times, steganography, the art of concealing information, has largely relied on secret inks as a tool for hiding messages. However, as the methods for detecting these inks improved, the use of simple and accessible chemicals as a means to secure communication was practically abolished. Here, we describe a method that enables one to conceal multiple different messages within the emission spectra of a unimolecular fluorescent sensor. Similar to secret inks, this molecular-scale messaging sensor (m-SMS) can be hidden on regular paper and the messages can be encoded or decoded within seconds using common chemicals, including commercial ingredients that can be obtained in grocery stores or pharmacies. Unlike with invisible inks, however, uncovering these messages by an unauthorized user is almost impossible because they are protected by three different defence mechanisms: steganography, cryptography and by entering a password, which are used to hide, encrypt or prevent access to the information, respectively.

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Thiourea-Based Fluorescent Chemosensors for Aqueous Metal Ion Detection and Cellular Imaging

Cited by 39 publications

References 38 publications

Fluorescent, colourimetric, and ratiometric probes based on diverse fluorophore motifs for mercuric(II) ion (Hg2+) sensing: highlights from 2011 to 2019

Fluorescent, colourimetric, and ratiometric probes based on diverse fluorophore motifs for mercuric(II) ion (Hg2+) sensing: highlights from 2011 to 2019

Current developments in fluorescent PET (photoinduced electron transfer) sensors and switches

Message in a molecule

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