1129527-13-4Relevant academic research and scientific papers
Hydrophilic Truxene Derivative as a Fluorescent off-on Sensor for Copper (II) Ion and Phosphate Species
Sam-ang, Pornpat,Silpcharu, Komthep,Sukwattanasinitt, Mongkol,Rashatasakhon, Paitoon
, p. 417 - 424 (2019)
A new symmetrical truxene derivative (TP3) containing three dipicolylamino peripheral groups is successfully synthesized in four synthetic steps with an overall yield of 42%. This hydrophilic fluorescent compound exhibits a maximum absorption wavelength at 375?nm, an emission maximum at 474?nm with an outstanding 58% quantum efficiency in THF-HEPES buffer mixture. The compound shows a highly selective fluorescence quenching towards Cu(II) ion with a detection limit of 0.06?ppm. The results from mass spectrometry and Job plot indicate that a 1:1 complex between TP3 and Cu(II) ion is responsible for the signal quenching. Interestingly, this TP3-Cu complex can be used as a turn-on sensor for hydrogen phosphate and nucleoside phosphates. The limit of detection for hydrogen phosphate is estimated at 8.7?nM. The signal restoration involves a displacement of TP3 in the complex by the phosphates which have strong coordination abilities with Cu(II) ion.
Azulene-based fluorescent chemosensor for adenosine diphosphate
Hann, Jodie L.,James, Tony D.,Kim, Hwan Myung,Lee, Dong Joon,Lewis, Simon E.,Murfin, Lloyd C.,Park, Sang Jun,Wenk, Jannis,Kociok-K?hn, Gabriele,López-Alled, Carlos M.
supporting information, p. 10608 - 10611 (2021/10/19)
AzuFluor 435-DPA-Zn, an azulene fluorophore bearing two zinc(ii)-dipicolylamine receptor motifs, exhibits fluorescence enhancement in the presence of adenosine diphosphate. Selectivity for ADP over ATP, AMP and PPi results from appropriate positioning of
Progressive structural modification to a zinc-actuated photoinduced electron transfer (PeT) switch in the context of intracellular zinc imaging
Macias-Contreras, Miguel,Daykin, Kirsten L.,Simmons, J. Tyler,Allen, John R.,Hooper, Zachary S.,Davidson, Michael W.,Zhu, Lei
supporting information, p. 9139 - 9148 (2017/11/14)
Photoinduced electron transfer (PeT)-type fluorescent molecular switches are often applied in ion-selective sensors. Zinc-targeting sensors that contain an anilino-based electron donor (aka, the PeT 'switch') have multiple advantages over those with an al
BODIPY-based ratiometric fluoroionophores with bidirectional spectral shifts for the selective recognition of heavy metal ions
Hafuka, Akira,Taniyama, Hiroki,Son, Sang-Hyun,Yamada, Koji,Takahashi, Masahiro,Okabe, Satoshi,Satoh, Hisashi
, p. 37 - 44 (2013/02/23)
Two novel asymmetric BODIPY fluoroionophores with dipicolylamine (BDP-DPA, dipicolylamine: bis(pyridylmethyl)) and terpyridine (BDP-TPY) are described. These fluoroionophores display opposite wavelength responses on complexation with heavy metal ions. Furthermore, the fluorescence spectra vary depending on the ionic species. In particular, BDP-DPA shows a high affinity toward Cr3+ and upon complexation, the fluorescence spectrum blue-shifts from 591 to 566 nm. In contrast, BDP-TPY preferentially binds to Zn2+ and the fluorescence spectra red-shifts from 539 to 567 nm. BDP-TPY is the first example of asymmetric BODIPY with a pyridyl receptor at the 3 position showing redshifted fluorescence by complexation with metal ions. The concentration of each metal ion was successfully determined by ratiometric measurement. The wavelength-responses characteristics of these fluoroionophores could be very useful in the development of novel ratiometric fluoroionophores for metal ions.
Quantifying factors that influence metal ion release in photocaged complexes using ZinCast derivatives
Gwizdala, Celina,Singh, Charlene V.,Friss, Tracey R.,MacDonald, John C.,Burdette, Shawn C.
experimental part, p. 8162 - 8174 (2012/08/08)
Two generations of nitrobenzhydrol-based photocages for Zn2+ have been prepared and characterized. The first series includes the tridentate ZinCast-1 utilizes a bis-pyridin-2-ylmethyl-aniline ligand that forms a 5,5-chelate ring upon metal binding. The related photocages ZinCast-2 with a N-[2-(pyridine-2-yl)ethyl]-N-(pyridine-2-ylmethyl)aniline (5,6-chelate ring) and ZinCast-3 with a N,N-bis[2-(pyridine-2-yl)ethyl]aniline (6,6-chelate ring) were synthesized for comparative studies. The complexes formed by the ions Cu 2+, Zn2+ and Cd2+ with three ZinCast and their photoproducts (ZinUnc) were interrogated by UV-Vis spectroscopy. The studies indicate that ZinCast-1 forms complexes of the highest stability and ZinCast-3 exhibits the most significant changes in metal affinity upon uncaging. These results suggest that the changes in nitrogen atom donor ability as well as the initial complex stability must be considered to design a photocage with the desired properties. The composite results were used to design ZinCast-4 and ZinCast-5, the second generation photocages that incorporate an additional adjacent ether ligand into the Zn2+ chelator.
ZinCast-1: A photochemically active chelator for Zn2+
Gwizdala, Celina,Kennedy, Daniel P.,Burdette, Shawn C.
supporting information; experimental part, p. 6967 - 6969 (2010/04/25)
Two strategies were applied to the synthesis of ZinCast-1, a nitrobenzhydrol-based caged complex that upon photolysis exhibits a nearly 400-fold difference in binding for Zn2+. The Royal Society of Chemistry 2009.
