Theoretical investigation of the mechanism of nitroxyl decomposition in aqueous solution
Nitroxyl (HNO) is a species that has been proposed recently to play different roles in nitrosative stress processes. HNO decomposition in aqueous solution leading to N2O is a fast reaction that competes with many biochemical reactions in which HNO may be involved. Since molecular determinants of thi...
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| Lenguaje: | Inglés |
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Elsevier Inc.
2016
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| LEADER | 11646caa a22012857a 4500 | ||
|---|---|---|---|
| 001 | PAPER-15765 | ||
| 003 | AR-BaUEN | ||
| 005 | 20230518204634.0 | ||
| 008 | 190411s2016 xx ||||fo|||| 00| 0 eng|d | ||
| 024 | 7 | |2 scopus |a 2-s2.0-84994000080 | |
| 024 | 7 | |2 cas |a nitrous oxide, 10024-97-2; nitrogen oxide, 11104-93-1; water, 7732-18-5; Nitrogen Oxides; Nitrous Oxide; nitroxyl; Solutions; Water | |
| 040 | |a Scopus |b spa |c AR-BaUEN |d AR-BaUEN | ||
| 030 | |a JIBID | ||
| 100 | 1 | |a Bringas, M. | |
| 245 | 1 | 0 | |a Theoretical investigation of the mechanism of nitroxyl decomposition in aqueous solution |
| 260 | |b Elsevier Inc. |c 2016 | ||
| 270 | 1 | 0 | |m Estrin, D.A.; DQIAyQF, INQUIMAE-CONICET, FCEN UBA, Ciudad Universitaria, Pab. 2, CP, Argentina; email: dario@qi.fcen.uba.ar |
| 506 | |2 openaire |e Política editorial | ||
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| 520 | 3 | |a Nitroxyl (HNO) is a species that has been proposed recently to play different roles in nitrosative stress processes. HNO decomposition in aqueous solution leading to N2O is a fast reaction that competes with many biochemical reactions in which HNO may be involved. Since molecular determinants of this reaction are still not fully understood, we present in this work an exhaustive analysis of the mechanism in terms of electronic-structure calculations as well as state of the art hybrid quantum mechanics/molecular mechanics molecular dynamics simulations. We characterized the reaction mechanism and computed free energy profiles for the reaction steps using an umbrella sampling procedure. We propose a first dimerization step followed by an acid-base equilibria. Afterwards, the product is formed from two main pathways involving cis-hyponitrous acid (cis-HONNOH) and its conjugate basis as intermediate. Our calculations show preference for the anionic pathway under physiological conditions and allow us to rationalize the results in terms of a molecular description of specific interactions with the solvent. These interactions turn out to be determinant in the stabilization of transition states and, thereby, modifying the free energy barriers. We predict a strong pH-dependence of the overall kinetics of N2O formation, related with the fraction of reactive species available in solution. Finally, we suggest experimental procedures which could validate this mechanism. © 2016 Elsevier Inc. |l eng | |
| 536 | |a Detalles de la financiación: Universidad de Buenos Aires | ||
| 536 | |a Detalles de la financiación: Consejo Nacional de Investigaciones Científicas y Técnicas, PICT 2012-1266, PICT 2014-1022 | ||
| 536 | |a Detalles de la financiación: This work was supported by the Universidad de Buenos Aires ( 20020130100097BA UBACyT grant) and CONICET ( PICT 2012-1266 and PICT 2014-1022 grants). Appendix A | ||
| 593 | |a DQIAyQF, INQUIMAE-CONICET, FCEN UBA, Ciudad Universitaria, Pab. 2, CP, Buenos Aires, 1428, Argentina | ||
| 690 | 1 | 0 | |a AQUEOUS DECOMPOSITION |
| 690 | 1 | 0 | |a MECHANISM |
| 690 | 1 | 0 | |a NITROXYL |
| 690 | 1 | 0 | |a QM/MM |
| 690 | 1 | 0 | |a REACTIVE NITROGEN SPECIES |
| 690 | 1 | 0 | |a NITROUS OXIDE |
| 690 | 1 | 0 | |a NITROXYL |
| 690 | 1 | 0 | |a REACTIVE NITROGEN SPECIES |
| 690 | 1 | 0 | |a UNCLASSIFIED DRUG |
| 690 | 1 | 0 | |a NITROGEN OXIDE |
| 690 | 1 | 0 | |a NITROXYL |
| 690 | 1 | 0 | |a SOLUTION AND SOLUBILITY |
| 690 | 1 | 0 | |a WATER |
| 690 | 1 | 0 | |a AQUEOUS SOLUTION |
| 690 | 1 | 0 | |a ARTICLE |
| 690 | 1 | 0 | |a CALCULATION |
| 690 | 1 | 0 | |a DECOMPOSITION |
| 690 | 1 | 0 | |a DIMERIZATION |
| 690 | 1 | 0 | |a MOLECULAR DYNAMICS |
| 690 | 1 | 0 | |a NITROSATIVE STRESS |
| 690 | 1 | 0 | |a PREDICTIVE VALUE |
| 690 | 1 | 0 | |a QUANTUM MECHANICS |
| 690 | 1 | 0 | |a STRUCTURE ANALYSIS |
| 690 | 1 | 0 | |a THEORETICAL STUDY |
| 690 | 1 | 0 | |a CHEMISTRY |
| 690 | 1 | 0 | |a ELECTRON |
| 690 | 1 | 0 | |a KINETICS |
| 690 | 1 | 0 | |a QUANTUM THEORY |
| 690 | 1 | 0 | |a SOLUTION AND SOLUBILITY |
| 690 | 1 | 0 | |a THERMODYNAMICS |
| 690 | 1 | 0 | |a DIMERIZATION |
| 690 | 1 | 0 | |a ELECTRONS |
| 690 | 1 | 0 | |a HYDROGEN-ION CONCENTRATION |
| 690 | 1 | 0 | |a KINETICS |
| 690 | 1 | 0 | |a MOLECULAR DYNAMICS SIMULATION |
| 690 | 1 | 0 | |a NITROGEN OXIDES |
| 690 | 1 | 0 | |a NITROUS OXIDE |
| 690 | 1 | 0 | |a QUANTUM THEORY |
| 690 | 1 | 0 | |a SOLUTIONS |
| 690 | 1 | 0 | |a THERMODYNAMICS |
| 690 | 1 | 0 | |a WATER |
| 650 | 1 | 7 | |2 spines |a PH |
| 700 | 1 | |a Semelak, J. | |
| 700 | 1 | |a Zeida, A. | |
| 700 | 1 | |a Estrin, D.A. | |
| 773 | 0 | |d Elsevier Inc., 2016 |g v. 162 |h pp. 102-108 |p J. Inorg. Biochem. |x 01620134 |w (AR-BaUEN)CENRE-818 |t Journal of Inorganic Biochemistry | |
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| 856 | 4 | 0 | |u https://hdl.handle.net/20.500.12110/paper_01620134_v162_n_p102_Bringas |y Handle |
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