By studying the thermal condensation of melamine, we have identified three solid molecular adducts consisting of melamine C(3)N(3)(NH(2))(3) and melem C(6)N(7)(NH(2))(3) in differing molar ratios. We solved the crystal structure of 2 C(3)N(3)(NH(2))(3)C(6)N(7)(NH(2))(3) (1; C2/c; a=21.526(4), b=12.595(3), c=6.8483(14) A; beta=94.80(3) degrees ; Z=4; V=1850.2(7) A(3)), C(3)N(3)(NH(2))(3)C(6)N(7)(NH(2))(3) (2; Pcca; a=7.3280(2), b=7.4842(2), c=24.9167(8) A; Z=4; V=1366.54(7) A(3)), and C(3)N(3)(NH(2))(3)3 C(6)N(7)(NH(2))(3) (3; C2/c; a=14.370(3), b=25.809(5), c=8.1560(16) A; beta=94.62(3) degrees ; Z=4; V=3015.0(10) A(3)) by using single-crystal XRD. All syntheses were carried out in sealed glass ampoules starting from melamine. By variation of the reaction conditions in terms of temperature, pressure, and the presence of ammonia-binding metals (europium) we gained a detailed insight into the occurrence of the three adduct phases during the thermal condensation process of melamine leading to melem. A rational bulk synthesis allowed us to realize adduct phases as well as phase separation into melamine and melem under equilibrium conditions. A solid-state NMR spectroscopic investigation of adduct 1 was conducted.
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http://dx.doi.org/10.1002/chem.200901518 | DOI Listing |
Sci Total Environ
January 2025
Institute of Catalysis for Energy and Environment, College of Chemistry and Chemical Engineering, Shenyang Normal University, Shenyang 110034, China; State Key Laboratory of Heavy Oil Processing, China University of Petroleum, Chang Ping, Beijing 102249, China.
The transformation and risk assessment of flavonoids triggered by free radicals deserve extensive attention. In this work, the degradation mechanisms, kinetics, and ecotoxicity of kaempferol and quercetin mediated by ∙OH, ∙OCH, ∙OOH, and O in gaseous and aqueous environments were investigated using cell experiments and quantum chemical calculations. Three radical scavenging mechanisms, including hydrogen atom transfer (HAT), radical adduct formation (RAF) and single electron transfer (SET) were discussed.
View Article and Find Full Text PDFJ Org Chem
January 2025
Department of Chemistry, Indian Institute of Technology Bombay, Powai, Mumbai 400076, India.
The DNA adducts formed by the alkenylbenzene natural products, safrole (SF) and methyleugenol (MEG) are primarily attributed to their reported carcinogenic properties. Herein, we report a concise strategy to access -Ac-SF/MEG-dA phosphoramidites, which were selectively incorporated into DNA oligonucleotides by solid-phase DNA synthesis. The replication studies using human polymerases hpolκ and hpolη showed that both polymerases replicate these adducts error-free, which indicates that these polymerases do not contribute to the adduct-induced mutagenicity.
View Article and Find Full Text PDFEnviron Sci Process Impacts
January 2025
Univ. Lille, CNRS, UMR 8522, Physico-Chimie des Processus de Combustion et de l'Atmosphère - PC2A, 59000 Lille, France.
Fenpyrazamine (FPA) is a widely used fungicide in agriculture to control fungal diseases, but its environmental degradation by oxidants and the formation of potential degradation products remain unexplored. This study investigates the oxidation of FPA by hydroxyl radicals (HO˙) using density functional theory (DFT) calculations at the M06-2X/6-311++G(3df,3pd)//M06-2X/6-31+G(d,p) level of theory. Three standard oxidation mechanisms, including formal hydrogen transfer (FHT), radical adduct formation (RAF), and single electron transfer (SET), were evaluated in the aqueous phase, with reaction kinetics analyzed over a temperature range of 283-333 K.
View Article and Find Full Text PDFJ Sep Sci
January 2025
Department of Analytical, Bioanalytical Sciences and Miniaturization (LSABM) Chemistry, Biology and Innovation (CBI), UMR CNRS-ESPCI Paris 8231, ESPCI Paris, PSL University, CNRS, Paris, France.
Adduction on protein nucleophile sites by mustard agents can be monitored to assess detection of retrospective exposure to these agents. Cysteine 34 (Cys34) on human serum albumin was selected as the target of choice. This work targets di- and tripeptides adducted on Cys34 by sulfur mustard, sesquimustard, and nitrogen mustards separated in hydrophilic liquid chromatography (HILIC) and Reversed-Phase (RP) mode.
View Article and Find Full Text PDFGut Microbiome (Camb)
November 2024
Department of Hospital Medicine, University of Cincinnati Medical Center, Cincinnati, OH, USA.
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