The Chemistry of HNO: Mechanisms and Reaction Kinetics

被引:16
作者
Michalski, Radoslaw [1 ]
Smulik-Izydorczyk, Renata [1 ]
Pieta, Jakub [1 ]
Rola, Monika [1 ]
Artelska, Angelika [1 ]
Pierzchala, Karolina [1 ]
Zielonka, Jacek [2 ]
Kalyanaraman, Balaraman [2 ]
Sikora, Adam Bartlomiej [1 ]
机构
[1] Lodz Univ Technol, Inst Appl Radiat Chem, Lodz, Poland
[2] Med Coll Wisconsin, Dept Biophys, Milwaukee, WI USA
关键词
azanone; nitroxyl; HNO; chemical kinetics; reaction mechanism; NITRIC-OXIDE NO; REDUCED VITAMIN-B-12 DERIVATIVES; NITROSYL HYDRIDE HNO; DONOR PILOTYS ACID; NITROXYL HNO; ANGELIS SALT; SUPEROXIDE-DISMUTASE; CHEMICAL BIOLOGY; CENTER-DOT; INFLAMMATORY OXIDANTS;
D O I
10.3389/fchem.2022.930657
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Azanone (HNO, also known as nitroxyl) is the protonated form of the product of one-electron reduction of nitric oxide ((NO)-N-center dot), and an elusive electrophilic reactive nitrogen species of increasing pharmacological significance. Over the past 20 years, the interest in the biological chemistry of HNO has increased significantly due to the numerous beneficial pharmacological effects of its donors. Increased availability of various HNO donors was accompanied by great progress in the understanding of HNO chemistry and chemical biology. This review is focused on the chemistry of HNO, with emphasis on reaction kinetics and mechanisms in aqueous solutions.
引用
收藏
页数:24
相关论文
共 148 条
[1]   ALKALINE HYDROLYSIS OF HYDROXYLAMINE-N-SULFONATE [J].
ACKERMANN, MN ;
POWELL, RE .
INORGANIC CHEMISTRY, 1966, 5 (08) :1334-+
[2]   AIR OXIDATION OF HYDROXYLAMINE-N-SULFONATE [J].
ACKERMANN, MN ;
POWELL, RE .
INORGANIC CHEMISTRY, 1967, 6 (09) :1718-+
[3]   ANTAGONISTIC ACTION OF IMIDAZOLINEOXYL N-OXIDES AGAINST ENDOTHELIUM-DERIVED RELAXING FACTOR .NO THROUGH A RADICAL REACTION [J].
AKAIKE, T ;
YOSHIDA, M ;
MIYAMOTO, Y ;
SATO, K ;
KOHNO, M ;
SASAMOTO, K ;
MIYAZAKI, K ;
UEDA, S ;
MAEDA, H .
BIOCHEMISTRY, 1993, 32 (03) :827-832
[4]   Redox Potential Determines the Reaction Mechanism of HNO Donors with Mn and Fe Porphyrins: Defining the Better Traps [J].
Alvarez, Lucia ;
Suarez, Sebastian A. ;
Bikiel, Damian E. ;
Reboucas, Julio S. ;
Batinic-Haberle, Ines ;
Marti, Marcelo A. ;
Doctorovich, Fabio .
INORGANIC CHEMISTRY, 2014, 53 (14) :7351-7360
[5]   Kinetic Study on the Reactivity of Azanone (HNO) toward Cyclic C-Nucleophiles [J].
Artelska, Angelika ;
Rola, Monika ;
Rostkowski, Michal ;
Pieta, Marlena ;
Pieta, Jakub ;
Michalski, Radoslaw ;
Sikora, Adam Bartlomiej .
INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, 2021, 22 (23)
[6]   On the acidity and reactivity of HNO in aqueous solution and biological systems [J].
Bartberger, MD ;
Fukuto, JM ;
Houk, KN .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2001, 98 (05) :2194-2198
[7]   The reduction potential of nitric oxide (NO) and its importance to NO biochemistry [J].
Bartberger, MD ;
Liu, W ;
Ford, E ;
Miranda, KM ;
Switzer, C ;
Fukuto, JM ;
Farmer, PJ ;
Wink, DA ;
Houk, KN .
PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2002, 99 (17) :10958-10963
[8]   THE CRYSTAL STRUCTURE OF POTASSIUM HYDROXYLAMINE-N-SULFONATE [J].
BELT, RF ;
BAENZIGER, NC .
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1957, 79 (02) :316-318
[9]   Acidity and nucleophilic reactivity of glutathione persulfide [J].
Benchoam, Dayana ;
Semelak, Jonathan A. ;
Cuevasanta, Ernesto ;
Mastrogiovanni, Mauricio ;
Grassano, Juan S. ;
Ferrer-Sueta, Gerardo ;
Zeida, Ari ;
Trujillo, Madia ;
Moller, Matias N. ;
Estrin, Dario A. ;
Alvarez, Beatriz .
JOURNAL OF BIOLOGICAL CHEMISTRY, 2020, 295 (46) :15466-15481
[10]   The chemical biology of HNO signaling [J].
Bianco, Christopher L. ;
Toscano, John P. ;
Bartberger, Michael D. ;
Fukuto, Jon M. .
ARCHIVES OF BIOCHEMISTRY AND BIOPHYSICS, 2017, 617 :129-136