Transnitrosation of nitrosothiols: Characterization of an elusive intermediate

We report an investigation of the reaction between (S)-nitroso-L-cysteine ethyl ester and L-cysteine ethyl ester as a model of physiologically relevant transnitrosation processes. Our theoretical and experimental evidence clearly supports the existence of a nitroxyl disulfide intermediate in solutio...

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Autor principal: Perissinotti, L.L
Otros Autores: Turjanski, A.G, Estrin, D.A, Doctorovich, F.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2005
Acceso en línea:Registro en Scopus
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Registro en la Biblioteca Digital
Aporte de:Registro referencial: Solicitar el recurso aquí
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024 7 |2 scopus  |a 2-s2.0-12944326890 
024 7 |2 cas  |a thiol derivative, 13940-21-1; Cysteine, 52-90-4; Nitroso Compounds; S-nitrosocysteine ethyl ester; ethyl cysteine, 3411-58-3 
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100 1 |a Perissinotti, L.L. 
245 1 0 |a Transnitrosation of nitrosothiols: Characterization of an elusive intermediate 
260 |c 2005 
270 1 0 |m Estrin, D.A.; Depto. Quim. Inorg., Analitica Y Q., Fac. de Ciencias Exactas Y Naturales, Pab. II, (C1428EHA) Buenos Aires, Argentina; email: dario@qi.fcen.uba.ar 
506 |2 openaire  |e Política editorial 
504 |a Ignarro, L.J., Buga, G.M., Word, K.S., Byrns, R.E., Chaudhuri, G., (1987) Proc. Natl. Acad. Sci. U.S.A., 84, pp. 9265-9269 
504 |a Furchgott, R.F., Zawadzki, J.V., (1980) Nature, 288, pp. 373-376 
504 |a Pfeiffer, S., Mayer, B., Hemmens, B., (1999) Angew. Chem., Int. Ed., 38, pp. 1714-1731 
504 |a Stamler, J.S., Jia, L., Eu, J.P., McMahon, T.J., Demchenko, I.T., Bonaventura, J., Gernet, K., Piantadosi, C.A., (1997) Science, 276, pp. 2034-2037 
504 |a Mannick, J.B., Hausladen, A., Liu, L., Hess, D.T., Zeng, M., Miao, Q.X., Kane, L.S., Stamler, J.S., (1999) Science, 284, pp. 651-654 
504 |a Stamler, J.S., Jaraki, O., Osborne, J., Simon, D.I., Keaney, J., Vita, J., Singel, D., Loscalzo, J., (1992) Proc. Natl. Acad. Sci. U.S.A., 89, pp. 7674-7677 
504 |a Dicks, A.P., Williams, D.L., (1996) Chem. Biol., 3, pp. 655-659 
504 |a Kashiba-Iwatsuki, M., Yamaguchi, M., Inoue, M., (1996) FEBS Lett., 389, pp. 149-152 
504 |a Scorza, G., Pietraforte, D., Minetti, M., (1997) Free Radical Biol. Med., 22, pp. 633-642 
504 |a Oae, S., Kim, Y.H., Fukushima, D., Shinhama, K., (1978) J. Chem. Soc., Perkin Trans. 1, pp. 913-917 
504 |a Arnelle, D.R., Stamler, J.S., (1995) Arch. Biochem. Biophys., 318, pp. 279-285 
504 |a Park, J.W., (1988) Biochem. Biophys. Res. Commun., 52, pp. 916-920 
504 |a Meyer, D.J., Kramer, H., Ozer, N., Coles, B., Ketterer, B., (1994) FEBS Lett., 345, pp. 177-180 
504 |a Wong, P.S., Hyun, J., Fukuto, J.M., Shirota, F.N., DeMaster, E.G., Shoeman, D.W., Nagasawa, H.T., (1998) Biochemistry, 37, pp. 5362-5371 
504 |a Barnett, D.J., McAninly, J., Williams, D.L.H., (1994) J. Chem. Soc., Perkin Trans. 2, pp. 1131-1133 
504 |a Barnett, D.J., Rios, A., Williams, D.L.H., (1995) J. Chem. Soc., Perkin Trans. 2, pp. 1279-1282 
504 |a Giustarini, D., Milzani, S., Colombo, R., Dalle-Donne, I., Rossi, R., (2003) Clin. Chim. Acta, 330, pp. 85-98 
504 |a Dicks, A., Li, E., Munro, A., Swift, H., Williams, D., (1998) Can. J. Chem., 76, pp. 789-794 
504 |a Houk, K.N., Hietbrink, B.N., Bartberger, M.D., McCarren, P.R., Choi, B.Y., Voyksner, R.D., Stamler, J.S., Toone, E.J., (2003) J. Am. Chem. Soc., 125, pp. 6972-6976 
504 |a Singh, P.S., Wishnok, J.S., Keshive, M., Deen, W.M., Tannebaum, S.R., (1996) Proc. Natl. Acad. Sci. U.S.A., 93, pp. 14428-14433 
504 |a Srivastava, S., Dixit, B.L., Ramana, K.V., Chandra, A., Chandra, D., Zacarias, A., Petrash, J.M., Srivastava, S.K., (2001) Biochem. J., 358, pp. 111-118 
504 |a Frisch, M.J., (1998) Gaussian 98, Revision A7, , Gaussian, Inc.: Pittsburgh, PA, See Supporting Information for remaining 56 authors 
504 |a Becke, A., (1993) J. Chem. Phys., 98, pp. 5648-5652 
504 |a Lee, C., Yang, W., Parr, R., (1988) Phys, Rev. B, 37, pp. 785-789 
504 |a Cossi, M., Barone, V., Cammi, R., Tomasi, J., (1996) Chem. Phys. Lett., 255, pp. 327-335 
520 3 |a We report an investigation of the reaction between (S)-nitroso-L-cysteine ethyl ester and L-cysteine ethyl ester as a model of physiologically relevant transnitrosation processes. Our theoretical and experimental evidence clearly supports the existence of a nitroxyl disulfide intermediate in solution. Copyright © 2005 American Chemical Society.  |l eng 
593 |a Depto. Quim. Inorg., Analitica Y Q., Fac. de Ciencias Exactas Y Naturales, Pab. II, (C1428EHA) Buenos Aires, Argentina 
690 1 0 |a NITROSOCYSTEINE ETHYLESTER 
690 1 0 |a THIOL DERIVATIVE 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a ARTICLE 
690 1 0 |a CHEMICAL REACTION KINETICS 
690 1 0 |a GEOMETRY 
690 1 0 |a NITROGEN NUCLEAR MAGNETIC RESONANCE 
690 1 0 |a NITROSATION 
690 1 0 |a NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY 
690 1 0 |a PROTON NUCLEAR MAGNETIC RESONANCE 
690 1 0 |a THERMODYNAMICS 
690 1 0 |a TRANSNITROSATION 
690 1 0 |a CYSTEINE 
690 1 0 |a KINETICS 
690 1 0 |a MAGNETIC RESONANCE SPECTROSCOPY 
690 1 0 |a MODELS, MOLECULAR 
690 1 0 |a NITROSATION 
690 1 0 |a NITROSO COMPOUNDS 
690 1 0 |a THERMODYNAMICS 
700 1 |a Turjanski, A.G. 
700 1 |a Estrin, D.A. 
700 1 |a Doctorovich, F. 
773 0 |d 2005  |g v. 127  |h pp. 486-487  |k n. 2  |p J. Am. Chem. Soc.  |x 00027863  |w (AR-BaUEN)CENRE-19  |t Journal of the American Chemical Society 
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856 4 0 |u https://doi.org/10.1021/ja044056v  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_00027863_v127_n2_p486_Perissinotti  |y Handle 
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