A unique family of stable and water-soluble S-nitrosothiol complexes

In this work, we present a complete and detailed experimental characterization and theoretical study of a variety of coordinated S-nitrosothiols (RSNOs), such as cysteine derivatives, mercaptosuccinic acid, benzyl thiol, and phenyl thiol. Some of them are extremely unstable and sensitive in free for...

Descripción completa

Guardado en:
Detalles Bibliográficos
Autor principal: Perissinotti, L.L
Otros Autores: Leitus, G., Shimon, L., Estrin, D., Doctorovich, F.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2008
Acceso en línea:Registro en Scopus
DOI
Handle
Registro en la Biblioteca Digital
Aporte de:Registro referencial: Solicitar el recurso aquí
LEADER 07786caa a22011057a 4500
001 PAPER-5885
003 AR-BaUEN
005 20230518203534.0
008 190411s2008 xx ||||fo|||| 00| 0 eng|d
024 7 |2 scopus  |a 2-s2.0-46749120688 
024 7 |2 cas  |a cysteine, 4371-52-2, 52-89-1, 52-90-4; thiomalic acid, 70-49-5; water, 7732-18-5; 2-thiomalic acid, 70-49-5; Cysteine, 52-90-4; Esters; Potassium Compounds; S-Nitrosothiols; Thiomalates; Water, 7732-18-5 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a INOCA 
100 1 |a Perissinotti, L.L. 
245 1 2 |a A unique family of stable and water-soluble S-nitrosothiol complexes 
260 |c 2008 
270 1 0 |m Doctorovich, F.; Departamento de Quimica Inorganica, Analitica Y Quimica Fisica/INQUIMAE, Facultad de Ciencias Exactas Y Naturales, Pabellón II, (C1428EHA) Buenos Aires, Argentina; email: doctorovich@qi.fcen.uba.ar 
506 |2 openaire  |e Política editorial 
504 |a Williams, D.L.H., (1999) Acc. Chem. Res, 32 (10), pp. 869-876 
504 |a Jourd'heuil, D., Hallen, K., Feelisch, M., Grisham, M.B., (2000) Free Radical Biol. Med, 28 (3), pp. 409-417 
504 |a Stamler, J.S., Jia, L., Eu, J.P., McMahon, T.J., Demchenko, I.T., Bonaventura, J., Gernert, K., Piantadosi, C.A., (1997) Science, 276 (5321), pp. 2034-2037 
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 (16), pp. 7674-7677 
504 |a Szacilowski, K., Stasicka, Z., (2001) Prog. React. Kinet. Mech, 26 (1), pp. 1-58 
504 |a Mannick, J.B., Hausladen, A., Liu, L.M., Hess, D.T., Zeng, M., Miao, Q.X., Kane, L.S., Stamler, J.S., (1999) Science, 284 (5414), pp. 651-654 
504 |a Oae, S., Shinhama, K., (1983) Org. Prep. Proced. Int, 15 (3), pp. 165-198 
504 |a Butler, A.R., Calsyharrison, A.M., Glidewell, C., Sorensen, P.E., (1988) Polyhedron, 7 (13), pp. 1197-1202 
504 |a Johnson, M.D., Wilkins, R.G., (1984) Inorg. Chem, 23 (2), pp. 231-235 
504 |a Mulvey, D., Waters, W.A., (1975) J. Chem. Soc., Dalton Trans, 10, pp. 951-959 
504 |a Szacilowski, K., Oszajca, J., Stochel, G., Stasicka, Z., (1999) J. Chem. Soc., Dalton Trans, 14, pp. 2353-2357 
504 |a Szacilowski, K., Wanat, A., Barbieri, A., Wasielewska, E., Witko, M., Stochel, G., Stasicka, Z., (2002) New J. Chem, 26 (10), pp. 1495-1502 
504 |a Perissinotti, L.L., Estrin, D.A., Leitus, G., Doctorovich, F., (2006) J. Am. Chem. Soc, 128 (8), pp. 2512-2513 
504 |a Bottomley, F., Clarkson, S.G., Tong, S.B., (1974) J. Chem. Soc., Dalton Trans, 21, pp. 2344-2346 
504 |a Frisch, M.J., (2004) Gaussian03, Revision, (C.02). , Gaussian, Inc, Wallingford, CT, See Supporting Information for remaining authors 
504 |a Quintal, M.M., Karton, A., Iron, M.A., Boese, A.D., Martin, J.M.L., (2006) J. Phys. Chem. A, 110 (2), pp. 709-716 
504 |a Cossi, M., Barone, V., Cammi, R., Tomasi, J., (1996) Chem. Phys. Lett, 255 (4-6), pp. 327-335 
504 |a Szacilowski, K., Chmura, A., Stasicka, Z., (2005) Coord. Chem. Rev, 249 (21-22), pp. 2408-2436 
504 |a Doctorovich, F., Di Salvo, F., Escola, N., Trapani, C., Shimon, L., (2005) Organometallics, 24 (20), pp. 4707-4709 
504 |a Lever, A.B., (1984) Inorganic Electronic Spectroscopy, , 2nd ed, Elsevier: New York 
504 |a Barrett, J., Debenham, D.F., Glauser, J., (1965) Chem. Commun, 12, p. 248 
504 |a Estrin, D.A., Hamra, O.Y., Paglieri, L., Slep, L.D., Olabe, J.A., (1996) Inorg. Chem, 35 (23), pp. 6832-6837 
504 |a Oae, S., Kim, Y.H., Fukushima, D., Shinhama, K., (1978) J. Chem. Soc., Perkin Trans. 1, 9, pp. 913-917 
504 |a Patel, R.P., McAndrew, J., Sellak, H., White, C.R., Jo, H.J., Freeman, B.A., rley-Usmar, V.M., (1999) Biochim. Biophys. Acta, 1411 (2-3), pp. 385-400 
504 |a Moynihan, H.A., Roberts, S.M., (1994) J. Chem. Soc., Perkin Trans. 1, 7, pp. 797-805 
504 |a Clancy, R., Cederbaum, A.I., Stoyanovsky, D.A., (2001) J. Med. Chem, 44 (12), pp. 2035-2038 
504 |a Yi, J., Khan, M.A., Lee, J., Richter-Addo, G.B., (2005) Nitric Oxide, 12 (4), pp. 261-266 
504 |a Lawrance, G.A., Maeder, M., Neuhold, Y.M., Szacilowski, K., Barbieri, A., Stasicka, Z., (2002) J. Chem. Soc., Dalton Trans, 19, pp. 3649-3655 
504 |a Szacilowski, K., Stochel, G., Stasicka, Z., Kisch, H., (1997) New J. Chem, 21 (8), pp. 893-902 
504 |a Szacilowski, K., (2004) Chem. - Eur. J, 10 (10), pp. 2520-2528 
504 |a Chang, J.C., Garner, C.S., (1965) Inorg. Chem, 4 (2), p. 209 
504 |a Timerghazin, Q.K., Peslherbe, G.H., English, A.M., (2007) Org. Lett, 9 (16), pp. 3049-3052 
504 |a Arulsamy, N., Bohle, D.S., Butt, J.A., Irvine, G.J., Jordan, P.A., Sagan, E., (1999) J. Am. Chem. Soc, 121 (30), pp. 7115-7123 
520 3 |a In this work, we present a complete and detailed experimental characterization and theoretical study of a variety of coordinated S-nitrosothiols (RSNOs), such as cysteine derivatives, mercaptosuccinic acid, benzyl thiol, and phenyl thiol. Some of them are extremely unstable and sensitive in free form. Strikingly, in contrast with free S-nitrosothiols, we found that, upon coordination to iridium, they become very stable even in aqueous solutions. The study of these coordinated complexes provides further insight on the elucidation of structural aspects dealing with the nature of the S-N bond in RSNOs, a fact which still remains a matter of controversy. © 2008 American Chemical Society.  |l eng 
593 |a Departamento de Quimica Inorganica, Analitica Y Quimica Fisica/INQUIMAE, Facultad de Ciencias Exactas Y Naturales, Pabellón II, (C1428EHA) Buenos Aires, Argentina 
593 |a Department of Chemical Services, Weizmann Institute of Science, Rehovot 76100, Israel 
690 1 0 |a 2 THIOMALIC ACID 
690 1 0 |a 2-THIOMALIC ACID 
690 1 0 |a CYSTEINE 
690 1 0 |a ESTER 
690 1 0 |a POTASSIUM DERIVATIVE 
690 1 0 |a S NITROSOTHIOL 
690 1 0 |a THIOMALIC ACID 
690 1 0 |a WATER 
690 1 0 |a ARTICLE 
690 1 0 |a CHEMISTRY 
690 1 0 |a ELECTROSPRAY MASS SPECTROMETRY 
690 1 0 |a INFRARED SPECTROSCOPY 
690 1 0 |a NUCLEAR MAGNETIC RESONANCE SPECTROSCOPY 
690 1 0 |a SOLUBILITY 
690 1 0 |a ULTRAVIOLET SPECTROPHOTOMETRY 
690 1 0 |a X RAY CRYSTALLOGRAPHY 
690 1 0 |a CRYSTALLOGRAPHY, X-RAY 
690 1 0 |a CYSTEINE 
690 1 0 |a ESTERS 
690 1 0 |a MAGNETIC RESONANCE SPECTROSCOPY 
690 1 0 |a POTASSIUM COMPOUNDS 
690 1 0 |a S-NITROSOTHIOLS 
690 1 0 |a SOLUBILITY 
690 1 0 |a SPECTROMETRY, MASS, ELECTROSPRAY IONIZATION 
690 1 0 |a SPECTROPHOTOMETRY, ULTRAVIOLET 
690 1 0 |a SPECTROSCOPY, FOURIER TRANSFORM INFRARED 
690 1 0 |a THIOMALATES 
690 1 0 |a WATER 
700 1 |a Leitus, G. 
700 1 |a Shimon, L. 
700 1 |a Estrin, D. 
700 1 |a Doctorovich, F. 
773 0 |d 2008  |g v. 47  |h pp. 4723-4733  |k n. 11  |p Inorg. Chem.  |x 00201669  |w (AR-BaUEN)CENRE-60  |t Inorganic Chemistry 
856 4 1 |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-46749120688&doi=10.1021%2fic7024999&partnerID=40&md5=9e33c56fc057dc452b6d1cd850ccc71c  |y Registro en Scopus 
856 4 0 |u https://doi.org/10.1021/ic7024999  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_00201669_v47_n11_p4723_Perissinotti  |y Handle 
856 4 0 |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00201669_v47_n11_p4723_Perissinotti  |y Registro en la Biblioteca Digital 
961 |a paper_00201669_v47_n11_p4723_Perissinotti  |b paper  |c PE 
962 |a info:eu-repo/semantics/article  |a info:ar-repo/semantics/artículo  |b info:eu-repo/semantics/publishedVersion 
963 |a VARI 
999 |c 66838