0000000000023368
AUTHOR
Raúl Gotor
Nerve agent simulant detection by using chromogenic triaryl methane cation probes
Two triaryl methane cations have been used as probes for colorimetric detection of nerve agent simulants. Buffered mixed aqueous solutions of 1 and 2 showed bathochromic shifts in the presence of DCNP (diethylcyanophosphonate) and DCP (diethylchlorophosphate). The colour modulation can be observed to the naked eye. Appropriate mechanisms for the recognition event are proposed. © 2012 Elsevier Ltd.
BODIPY dyes functionalized with 2-(2-dimethylaminophenyl)ethanol moieties as selective OFF–ON fluorescent chemodosimeters for the nerve agent mimics DCNP and DFP
[EN] Two OFF-ON fluorescent chemodosimeters based on a BODIPY core for the detection of nerve agent mimics have been synthesized. Their reactivity towards diethylcyanophosphonate (DCNP) and diisopropylfluorophosphate (DFP) has been tested in organic and aqueous phase. These chemodosimeters selectively detect the nerve agent mimics with good LODs. The chemodosimeters hold their sensing properties on solid supports, allowing the preparation of a hand held sensing kit. The sensing in solid-liquid phase has been demonstrated. The X-ray structure of compound 2 has been resolved.
On the Ion-Pair Recognition and Indication Features of a Fluorescent Heteroditopic Host Based on a BODIPY Core
A fluorescent heteroditopic host for ion pairs and zwitterionic species has been synthesized. Its affinity towards a series of anions, cations and ion pairs in acetonitrile has been assessed, and the spectroscopic response has been evaluated. Solid–liquid extraction experiments of inorganic salts, α-amino acids and γ-aminobutyric acid (GABA) into acetonitrile solutions were performed, and the resulting complexes were analyzed by UV/Vis absorption, fluorescence and 1H NMR spectroscopy. The discrimination patterns observed have been rationalized in terms of the molecular topologies of the host and guests.
Chromo-Fluorogenic Detection of Nerve-Agent Mimics Using Triggered Cyclization Reactions in Push-Pull Dyes
A family of azo and stilbene derivatives (1-9) are synthesized, and their chromo-fluorogenic behavior in the presence of nerve-agent simulants, diethylchlorophosphate (DCP), diisopropylfluorophosphate (DFP), and diethylcyanophosphate (DCNP) in acetonitrile and mixed solution of water/acetonitrile (3:1 v/v) buffered at pH 5.6 with MES, is investigated. The prepared compounds contain 2-(2-N,N-dimethylaminophenyl)ethanol or 2-[(2-N,N-dimethylamino)phenoxy]ethanol reactive groups, which are part of the conjugated pi-system of the dyes and are able to give acylation reactions with phosphonate substrates followed by a rapid intramolecular N-alkylation. The nerve-agent mimic-triggered cyclization …
Binding and Fluorescent Sensing of Dicarboxylates by a Bis(calix[4]pyrrole)-Substituted BODIPY Dye
A bis(calix[4]pyrrole)-substituted BODIPY ditopic receptor 1 has been synthesised and characterised. The binding and sensing properties of 1 towards several aliphatic and aromatic dicarboxylates have been evaluated by using UV/Vis fluorescence and 1H NMR spectroscopy. The receptor strongly binds linear α,ω-dicarboxylates of appropriate lengths (C9 and C10) by acting as a cleft. For all dicarboxylates, the binding event is detected by a bathochromic shift in the UV/Vis spectra of the receptor and by strong quenching of its fluorescence.
Selective and Sensitive Chromogenic Detection of Cyanide and HCN in Solution and in Gas Phase
Two triphenylmethane based chemodosimeters for selective and chromogenic sensing of cyanide anions in aqueous environments and of hydrogen cyanide in gas phase were prepared and studied.
Halogen-containing BODIPY derivatives for photodynamic therapy
Abstract Two iodinated (1 and 2) and two brominated (3 and 4) BODIPY-based photosensitizers are prepared and characterized using slightly modified synthetic procedures previously described. 1–4 present intense absorption bands in the 510–540 nm interval and very weak emissions due to the presence of halogen atoms in their structure. Irradiation of aqueous solutions of 1–4 with visible light (wavelength > 475 nm) induce the generation of singlet oxygen with quantum yields of ca. 0.62–0.66 for the photosensitizers containing iodine atoms (1 and 2) and of ca. 0.16–0.21 for the brominated counterparts (3 and 4). In vitro studies carried out with HeLa, SCC-13 and HaCaT cell lines and the four ph…
Aryl carbinols as nerve agent probes. Influence of the conjugation on the sensing properties
Two new aryl carbinols (1 and 3) have been synthesised and characterised and their ability as OFF-ON probes for the chromogenic detection of the nerve agent simulant in acetonitrile has been tested. In addition compound 2 has been also studied. The carbinols suffered a phosphorylation reaction followed by an elimination process giving rise to the corresponding carbocations. This transformation of the carbinol into the carbocation is responsible for a significant color change. © The Royal Society of Chemistry and the Centre National de la Recherche Scientifique 2012.
Boolean operations mediated by an ion-pair receptor of a multi-readout molecular logic gate
A heteroditopic BODIPY dye that performs all basic Boolean operations with a cation (K+) and an anion (F-) as inputs and absorption, transmission and fluorescence as outputs is described. The molecular logic gate can also act as a digital comparator between the inputs.
Discrimination of nerve gases mimics and other organophosphorous derivatives in gas phase using a colorimetric probe array.
A colorimetric array for the chromogenic discrimination of organophosphorous derivatives in gas phase has been developed. The array allows us to classify the nerve agent simulants DFP, DCP and DCNP.
Low-cost, portable open-source gas monitoring device based on chemosensory technology
[EN] We report herein the construction of an electronic device to perform the real-time digitalization of the color state of the optical chemosensors used in the detection of dangerous gases. To construct the device, we used open-source modular electronics, such as Arduino and Sparkfun components, as well as free and open-source software (FOSS). The basic principle of the operation of this device is the continuous color measurement of a chemosensor-doped sensing film, whose color changes in the presence of a specific gas. The chemosensor-sensing film can be prepared by using any of the widely available chemosensors for the desired gas. Color measurement is taken by two TCS230 color sensor I…
CCDC 1819378: Experimental Crystal Structure Determination
Related Article: Mónica Gorbe, Ana M. Costero, Félix Sancenón, Ramón Martínez-Máñez, Rafael Ballesteros-Cillero, Luis. E. Ochando, Katherine Chulvi, Raúl Gotor, Salvador Gil|2019|Dyes Pigm.|160|198|doi:10.1016/j.dyepig.2018.08.007
CCDC 1819380: Experimental Crystal Structure Determination
Related Article: Mónica Gorbe, Ana M. Costero, Félix Sancenón, Ramón Martínez-Máñez, Rafael Ballesteros-Cillero, Luis. E. Ochando, Katherine Chulvi, Raúl Gotor, Salvador Gil|2019|Dyes Pigm.|160|198|doi:10.1016/j.dyepig.2018.08.007
CCDC 982038: Experimental Crystal Structure Determination
Related Article: Raúl Gotor, Pablo Gaviña, Luis E. Ochando, Katherine Chulvi, Alejandro Lorente, Ramón Martínez-Máñez, Ana M. Costero|2014|RSC Advances|4|15975|doi:10.1039/C4RA00710G
CCDC 1819379: Experimental Crystal Structure Determination
Related Article: Mónica Gorbe, Ana M. Costero, Félix Sancenón, Ramón Martínez-Máñez, Rafael Ballesteros-Cillero, Luis. E. Ochando, Katherine Chulvi, Raúl Gotor, Salvador Gil|2019|Dyes Pigm.|160|198|doi:10.1016/j.dyepig.2018.08.007
CCDC 1819381: Experimental Crystal Structure Determination
Related Article: Mónica Gorbe, Ana M. Costero, Félix Sancenón, Ramón Martínez-Máñez, Rafael Ballesteros-Cillero, Luis. E. Ochando, Katherine Chulvi, Raúl Gotor, Salvador Gil|2019|Dyes Pigm.|160|198|doi:10.1016/j.dyepig.2018.08.007