2435-64-5Relevant academic research and scientific papers
A chemosensor bearing sulfonyl azide moieties for selective chromo-fluorogenic hydrogen sulfide recognition in aqueous media and in living cells
Santos-Figueroa, Luis E.,De Latorre, Cristina,El Sayed, Sameh,Sancenon, Felix,Martinez-Manez, Ramon,Costero, Ana M.,Gil, Salvador,Parra, Margarita
, p. 1848 - 1854 (2014)
A simple chemodosimeter based on a sulfonyl azide dye (1-Az), which displayed a highly selective response toward hydrogen sulfide anion in mixed aqueous media, was synthesised and characterised. Addition of hydrogen sulfide to acetonitrile/HEPES 1:1 solutions of 1-Az induced a clear colour change from red-orange to yellow, which was easily detected by the naked eye, and by an enhancement in the emission intensity. Other common anions, thiol-containing biomolecules and oxidants did not induce any noticeable colour or fluorescence modulation in the probe. The chemodosimeter also showed a good sensitivity, with limits of detection of 11.91 and 0.63 μM by using UV/Vis or fluorescence measurements, respectively. Moreover, 1-Az could be used for real-time fluorescence imaging of intracellular HS- at micromolar concentrations. Sensitive and selective chromogenic detection of hydrogen sulfide in aqueous environments was achieved with a simple sulfonyl azide derivative. Copyright
A Chemosensor Bearing Sulfonyl Azide Moieties for Selective Chromo-Fluorogenic Hydrogen Sulfide Recognition in Aqueous Media and in Living Cells
Santos-Figueroa, Luis E.,De Latorre, Cristina,El Sayed, Sameh,Sancen?n, Félix,Martínez-Má?ez, Ram?n,Costero, Ana M.,Gil, Salvador,Parra, Margarita
, p. 1848 - 1854 (2015/10/05)
A simple chemodosimeter based on a sulfonyl azide dye (1-Az), which displayed a highly selective response toward hydrogen sulfide anion in mixed aqueous media, was synthesised and characterised. Addition of hydrogen sulfide to acetonitrile/HEPES 1:1 solutions of 1-Az induced a clear colour change from red-orange to yellow, which was easily detected by the naked eye, and by an enhancement in the emission intensity. Other common anions, thiol-containing biomolecules and oxidants did not induce any noticeable colour or fluorescence modulation in the probe. The chemodosimeter also showed a good sensitivity, with limits of detection of 11.91 and 0.63 μM by using UV/Vis or fluorescence measurements, respectively. Moreover, 1-Az could be used for real-time fluorescence imaging of intracellular HS- at micromolar concentrations.
Synthesis of non-proteinogenic phenylalanine derivatives by rhodium-catalyzed [2+2+2] cycloaddition reactions
Garcia, Lidia,Pla-Quintana, Anna,Roglans, Anna
supporting information; experimental part, p. 5020 - 5027 (2010/02/15)
Non-proteinogenic phenylalanine derivatives were efficiently prepared by Rh(I)-catalyzed [2+2+2] cycloaddition reactions between enantiopure and racemic propargylglycine amino acids, with different protective groups, and diynes. Diverse substituents, incl
Carbonic anhydrase inhibitors. Inhibition of the Rv1284 and Rv3273 β-carbonic anhydrases from Mycobacterium tuberculosis with diazenylbenzenesulfonamides
Maresca, Alfonso,Carta, Fabrizio,Vullo, Daniela,Scozzafava, Andrea,Supuran, Claudiu T.
experimental part, p. 4929 - 4932 (2009/12/24)
A series of diazenylbenzenesulfonamides obtained from sulfanilamide or metanilamide by diazotization followed by coupling with phenols or amines, was tested for the inhibition of the β-carbonic anhydrases (CAs, EC 4.2.1.1) encoded by the genes Rv1284 and
Carbonic anhydrase inhibitors. Diazenylbenzenesulfonamides are potent and selective inhibitors of the tumor-associated isozymes IX and XII over the cytosolic isoforms I and II
Carta, Fabrizio,Maresca, Alfonso,Scozzafava, Andrea,Vullo, Daniela,Supuran, Claudiu T.
experimental part, p. 7093 - 7099 (2010/03/03)
A series of diazenylbenzenesulfonamides, azo-dye derivatives of sulfanilamide or metanilamide incorporating phenol and amine moieties, were tested for inhibition of the tumor-associated isozymes of carbonic anhydrase (CA, EC 4.2.1.1), CA IX and XII. These compounds showed moderate-low inhibitory activities against the cytosolic isoforms CA I and II (offtargets) and excellent, low nanomolar inhibitory activity against the transmembrane CA IX and XII (KIs in the range of 3.5-63 nM against CA IX and 5.0-69.4 nM against CA XII, respectively). The selectivity ratio for inhibiting the tumor-associated CA IX over the offtarget CA II was in the range of 15-104 for these diazenylbenzenesulfonamides, making them among the most isoform-selective inhibitors targeting tumor-associated CAs (over the ubiquitous CA II). Since CA IX/XII were recently shown to be both therapeutic and diagnostic targets for hypoxic solid tumors overexpressing these proteins, such compounds held promise for the management of hypoxic tumors, which are largely non-responsible to classical chemo- and radio-therapy.
