Publicaciones 2011-2020

@article{RN195,
title = {Substituent Effects on Reactivity of 3-Cinnamoylcoumarins with Thiols of Biological Interest},
author = { M.E. Aliaga and W. Tiznado and B.K. Cassels and M. Nunez and D. Millan and E.G. Perez and O. Garcia-Beltran and P. Pavez},
url = {/brokenurl#<Go to ISI>://WOS:000327849700027},
doi = {10.1039/c3ra44695f},
issn = {2046-2069},
year = {2014},
date = {2014-01-01},
journal = {Rsc Advances},
volume = {4},
number = {2},
pages = {697-704},
abstract = {The Michael addition reactions of the biothiols cysteine, homocysteine, cysteinyl-glycine, gamma-glutamylcysteine and glutathione with 3-cinnamoylcoumarin derivatives (ChC1-ChC4) in aqueous solution (30 degrees C, ionic strength 0.2 M KCI) were followed fluorimetrically and evaluated kinetically. The study was completed with a theoretical analysis based on the inverse of the Fukui potential (1/v(f) (r)), which is proposed for the first time as a local softness descriptor. Thus, considering both experimental results and theoretical analysis, the following conclusions can be drawn: (i) the reactivity of the tested probes towards Michael addition increases in the para-substitution sequence: H < OEt < SMe < Br < NO2, and is not correlated with the sigma(P) values of the substituents; (ii) in turn, the descriptor proposed here as local softness (1/v(f) (r)) appears as a promising reactivity index that is able to explain the higher k(N) values found for both electron-withdrawing and electron-donating groups; (iii) the nucleophilic reactivity of the biothiols employed increases in the sequence Cys-Gly < Hcy < GSH < Cys < gamma-Glu-Cys; and also finally (iv) we have demonstrated that these probes can be used for fluorimetric thiol determination in SH-SY5Y cells.},
keywords = {alpha, beta-unsaturated chemical-reactivity, cysteine, density-functional-approach, disease, electrophilicity fluorescent, glutathione, ketones, michael probe, turn-on},
pubstate = {published},
tppubtype = {article}
}

@article{RN17e,
title = {The Development of a Fluorescence Turn-on Sensor for Cysteine, Glutathione and Other Biothiols. A Kinetic Study},
author = { O. Garcia-Beltran and N. Mena and E.G. Perez and B.K. Cassels and M. Nunez and F. Werlinger and D. Zavala and M.E. Aliaga and P. Pavez},
url = {/brokenurl#<Go to ISI>://WOS:000297442400022},
doi = {10.1016/j.tetlet.2011.09.137},
issn = {0040-4039},
year = {2011},
date = {2011-01-01},
journal = {Tetrahedron Letters},
volume = {52},
number = {49},
pages = {6606-6609},
publisher = {2011 Elsevier Ltd.},
abstract = {Two fluorescence probes for the detection of cysteine (Cys), glutathione (GSH) and other biothiols, such as homocysteine (Hcy) and cysteinyl-glycine (Cys-Gly), were developed. These molecular probes are coumarin-based derivatives containing a chalcone-like moiety that reacts with biothiols through a Michael addition reaction, leading to strong fluorescence enhancements. The reactivity of the tested biothiols toward both probes (ChC1 and ChC2) follows the order Cys > GSH > Hcy > Cys-Gly, ChC1 being less reactive than ChC2. Possible interference with other amino acids was assessed. ChC1 and ChC2 display a highly selective fluorescence enhancement with thiols, allowing these probes to be used for fluorimetric thiol determination in SH-SY5Y cells.},
keywords = {addition, biothiols, coumarin-based derivatives, disease, fluorescence homocysteine, michael probe, probes, thiols, water},
pubstate = {published},
tppubtype = {article}
}