Radical S-Adenosyl-l-methionine Tryptophan Lyase (NosL): How the Protein Controls the Carboxyl Radical •CO2– Migration

2018 ◽  
Vol 140 (48) ◽  
pp. 16661-16668 ◽  
Author(s):  
Patricia Amara ◽  
Jean-Marie Mouesca ◽  
Maxime Bella ◽  
Lydie Martin ◽  
Claire Saragaglia ◽  
...  
Keyword(s):  
Carboxyl Radical

Carboxyl radical induced cleavage of disulfide bonds in proteins. A .gamma.-ray and pulse radiolysis mechanistic investigation

Biochemistry ◽  
1990 ◽  
Vol 29 (49) ◽  
pp. 10978-10989 ◽  
Author(s):  
Vincent Favaudon ◽  
Herve Tourbez ◽  
Chantal Houee-Levin ◽  
Jean Marc Lhoste
Keyword(s):  
Disulfide Bonds ◽  
Pulse Radiolysis ◽  
Gamma Ray ◽  
Mechanistic Investigation ◽  
Carboxyl Radical

Organocatalytic Electrochemical C–H Lactonization of Aromatic Carboxylic Acids

Synthesis ◽  
2018 ◽  
Vol 50 (15) ◽  
pp. 2924-2929 ◽  
Author(s):  
Sanzhong Luo ◽  
Longji Li ◽  
Qi Yang ◽  
Zongbin Jia
Keyword(s):  
Carboxylic Acid ◽  
Carboxylic Acids ◽  
Glassy Carbon ◽  
Bond Formation ◽  
Carbon Electrodes ◽  
Glassy Carbon Electrodes ◽  
Aromatic Carboxylic Acids ◽  
Radical Substitution ◽  
Carboxyl Radical ◽  
Oxygen Bond

An electrochemical strategy has been developed for radical arene carbon–oxygen bond formation. This reaction utilizes DDQ as a redox mediator, with inexpensive glassy carbon electrodes to facilitate an intramolecular lactonization of biphenyl-2-carboxylic acid derivatives via aromatic carboxyl radical substitution to give 6H-benzo[c]chromen-6-ones.

scholarly journals Picosecond to millisecond tracking of a photocatalytic decarboxylation reaction provides direct mechanistic insights

2019 ◽  
Vol 10 (1) ◽  
Author(s):  
Aditi Bhattacherjee ◽  
Mahima Sneha ◽  
Luke Lewis-Borrell ◽  
Omri Tau ◽  
Ian P. Clark ◽  
...  
Keyword(s):  
Transient Absorption ◽  
Spectroscopic Observation ◽  
Transient Absorption Spectroscopy ◽  
Radical Intermediates ◽  
Diffusion Limited ◽  
Decarboxylation Reaction ◽  
Spectroscopy Experiment ◽  
Measured Time ◽  
Carboxyl Radical ◽  
Time Offset

Abstract The photochemical decarboxylation of carboxylic acids is a versatile route to free radical intermediates for chemical synthesis. However, the sequential nature of this multi-step reaction renders the mechanism challenging to probe. Here, we employ a 100 kHz mid-infrared probe in a transient absorption spectroscopy experiment to track the decarboxylation of cyclohexanecarboxylic acid in acetonitrile-d3 over picosecond to millisecond timescales using a photooxidant pair (phenanthrene and 1,4-dicyanobenzene). Selective excitation of phenanthrene at 256 nm enables a diffusion-limited photoinduced electron transfer to 1,4-dicyanobenzene. A measured time offset in the rise of the CO2 byproduct reports on the lifetime (520 ± 120 ns) of a reactive carboxyl radical in solution, and spectroscopic observation of the carboxyl radical confirm its formation as a reaction intermediate. Precise clocking of the lifetimes of radicals generated in situ by an activated C-C bond fission will pave the way for improving the photocatalytic selectivity and turnover.

Pulse radiolysis of sodium formate aqueous solution up to 400 °C: Absorption spectra, kinetics and yield of carboxyl radical CO2−

2008 ◽  
Vol 77 (10-12) ◽  
pp. 1208-1212 ◽  
Author(s):  
Mingzhang Lin ◽  
Yosuke Katsumura ◽  
Yusa Muroya ◽  
Hui He ◽  
Toyoaki Miyazaki ◽  
...  
Keyword(s):  
Aqueous Solution ◽  
Absorption Spectra ◽  
Pulse Radiolysis ◽  
Sodium Formate ◽  
Carboxyl Radical
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