98%
921
2 minutes
20
Enzymes are making a significant impact on chemical synthesis. However, the range of chemical products achievable through biocatalysis is still limited compared to the vast array of products possible with organic synthesis. For instance, azoxy products have rarely been synthesized using enzyme catalysts. In this study, we discovered that fungal unspecific peroxygenases are promising catalysts for synthesizing azoxy products from simple aniline starting materials. The catalytic features (up to 48,450 turnovers and a turnover frequency of 6.7 s) and substrate transformations (up to 99% conversion with 98% chemoselectivity) highlight the synthetic potential. We propose a mechanism where peroxygenase-derived hydroxylamine and nitroso compounds spontaneously (non-enzymatically) form the desired azoxy products. This work expands the reactivity repertoire of biocatalytic transformations in the underexplored field of azoxy compound formation reactions.
Download full-text PDF |
Source |
---|---|
http://www.ncbi.nlm.nih.gov/pmc/articles/PMC11436639 | PMC |
http://dx.doi.org/10.1038/s41467-024-52648-0 | DOI Listing |
Inorg Chem
August 2025
School of Chemistry and Chemical Engineering, Nanjing University of Science and Technology, Nanjing 210094, China.
The electrochemical synthesis of azo-bridged nitrogen-rich heterocyclic compounds has emerged as a promising strategy in the field of energetic materials due to its efficiency and controllability. Here, we present an innovative and environmentally benign electrocatalytic strategy employing cobalt phosphide (CoP) nanowire arrays as cathodic catalysts for the safe and efficient synthesis of sodium 5,5'-azo-tetrazole under mild electrochemical conditions. Notably, the CoP catalyst drives the reaction at a low potential of -0.
View Article and Find Full Text PDFFront Toxicol
June 2025
SParker Toxicology Consulting LLC, Davie, FL, United States.
Introduction: In the absence of sufficient constituent-specific dose-response toxicity data, threshold of toxicological concern (TTC) values are commonly used in toxicological risk assessment of medical device (MD) constituents. When experimental data or predictions suggest that a constituent is not likely to have genotoxic effects, categorizing the constituent into its appropriate Cramer Class and application of the corresponding TTC value is recommended. This paper presents the uniqueness of the MD chemical space when compared to the historical Munro TTC dataset via structure-based chemical taxonomy, ToxPrint chemotypes, physicochemical properties and molecular descriptors, and proposes duration-based MD non-cancer TTC values.
View Article and Find Full Text PDFMolecules
November 2024
N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences, 47 Leninsky Prosp., 119991 Moscow, Russia.
In this study, the electrochemical coupling of nitrosoarenes with ammonium dinitramide is discovered, leading to the facile construction of the nitro--azoxy group, which represents an important motif in the design of energetic materials. Compared to known approaches to nitro--azoxy compounds involving two chemical steps (formation of azoxy group containing a leaving group and its nitration) and demanding expensive, corrosive, and hygroscopic nitronium salts, the presented electrochemical method consists of a single step and is based solely on nitrosoarenes and ammonium dinitramide. The dinitramide salt plays the roles of both the electrolyte and reactant for the coupling.
View Article and Find Full Text PDFNat Commun
September 2024
Key Laboratory of Engineering Biology for Low-carbon Manufacturing, Tianjin Institute of Industrial Biotechnology, Chinese Academy of Sciences, 32 West 7th Avenue, Tianjin, 300308, China.
Enzymes are making a significant impact on chemical synthesis. However, the range of chemical products achievable through biocatalysis is still limited compared to the vast array of products possible with organic synthesis. For instance, azoxy products have rarely been synthesized using enzyme catalysts.
View Article and Find Full Text PDFJ Org Chem
October 2024
Biochemistry and Chemical Biology Research Laboratory, Chemistry Department, Sharif University of Technology, Tehran 11365-11155, Iran.
Azoxy arenes are valuable compounds in different areas of chemistry, such as organic chemistry, medicinal chemistry, and natural product chemistry. Despite their value, the regioselective synthesis of unsymmetric azoxybenzenes has remained a real challenge in the field. Herein, the product selectivity in oxidative homocoupling of anilines into symmetric azoxybenzenes was first achieved by an asparagine-functionalized CQD catalyst.
View Article and Find Full Text PDF