34895-45-9Relevant academic research and scientific papers
Glutathione peroxidase mimics based on conformationally-restricted,peri-like, 4,5-disubstituted fluorene dichalcogenides
Capperucci, Antonella,Figliola, Carlotta,Grainger, Richard S.,Jagdev, Kesar,Lownes, Jack W.,Male, Louise,Tanini, Damiano
, p. 10565 - 10569 (2021/12/27)
Glutathione peroxidase (GPx) regulates cellular peroxide levels through glutathione oxidation. GPx-mimics based on 4,5-disubstituted fluorene diselenides, their oxides, and ditellurides show catalytic activities consistent with conformational restriction
Lewis Acid Coordination Redirects S-Nitrosothiol Signaling Output
Bakhoda, Abolghasem,Bertke, Jeffery A.,Hosseininasab, Valiallah,McQuilken, Alison C.,Timerghazin, Qadir K.,Warren, Timothy H.
supporting information, p. 10854 - 10858 (2020/04/27)
S-Nitrosothiols (RSNOs) serve as air-stable reservoirs for nitric oxide in biology. While copper enzymes promote NO release from RSNOs by serving as Lewis acids for intramolecular electron-transfer, redox-innocent Lewis acids separate these two functions
Copper(II) activation of nitrite: Nitrosation of nucleophiles and generation of NO by thiols
Kundu, Subrata,Kim, William Y.,Bertke, Jeffery A.,Warren, Timothy H.
supporting information, p. 1045 - 1048 (2017/05/15)
Nitrite (NO2-) and nitroso compounds (E-NO, E = RS, RO, and R2N) in mammalian plasma and cells serve important roles in nitric oxide (NO) dependent as well as NO independent signaling. Employing an electron deficient β-diketiminato copper(II) nitrito complex [C12NNf6]Cu(κ2-O2N)-THF, thiols mediate reduction of nitrite to NO. In contrast to NO generation upon reaction of thiols at iron nitrite species, at copper this conversion proceeds through nucleophilic attack of thiol RSH on the bound nitrite in [CuII](κ2-O2N) that leads to S-nitrosation to give the S-nitrosothiol RSNO and copper(Il) hydroxide [CuII]-OH. This nitrosation pathway is general and results in the nitrosation of the amine Ph2NH and alcohol tBuOH to give Ph2NNO and tBuONO, respectively. NO formation from thiols occurs from the reaction of RSNO and a copper(II) thiolate [CuII]-SR intermediate formed upon reaction of an additional equiv thiol with [CuII]-OH.
