Polypeptoids are noticeable biological materials due to their versatile properties and various applications in drug delivery, surface modification, self-assembly, etc. N-Substituted glycine N-thiocarboxyanhydrides (NNTAs) are more stable monomers than the corresponding N-carboxyanhydrides (NNCAs) and enable one to prepare polypeptoids via ring-opening polymerization even in the presence of water. However, larger amounts of water (>10,000 ppm) cause inhibition of the polymerization. Herein, we discover that during polymerization hydrogen sulfide evolves from the hydrolysis of carbonyl sulfide, which is the byproduct of ring-opening reaction, and reacts with NNTA to produce cyclic oligopeptoids. The capture of N-ethylethanethioic acid as an intermediate product confirms the reaction mechanism together with density functional theory quantum computational results. By bubbling the polymerization solution with argon, the side reaction can be suppressed to allow the synthesis of polysarcosine with high molar mass ( M = 11,200 g/mol, Đ = 1.25) even in the presence of ∼10,000 ppm of water.
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http://dx.doi.org/10.1021/acs.biomac.8b01119 | DOI Listing |
J Hazard Mater
January 2025
Bioprocesses Engineering Laboratory, Department of Civil Engineering, National Institute of Technology Karnataka, Surathkal 575025, India. Electronic address:
Plastic pollution, especially microplastics (MPs), is a severe environmental threat. Due to the significant environmental issues posed by plastics, it is critical to use an effective and sustainable degradation technique. The study aimed to isolate and identify Indigenous bacterial strains from landfill leachate (LL) to evaluate its potential for degrading Polypropylene microplastics (PPMPs).
View Article and Find Full Text PDFArch Toxicol
January 2025
School of Chemistry and Chemical Engineering, Guangxi University, Nanning, Guangxi, 530004, People's Republic of China.
Over the past decade, fentanyl-type new psychoactive substances (F-NPS) have emerged as the most representative synthetic opioids in third-generation drugs. These substances are characterized by their "low" fatal dose and parent drug levels in biological matrices, "fast" rates of derivatization and metabolism, and "many" derivatization sites and analogs. The low levels of parent fentanyl NPS in biological matrices complicate their detection, necessitating the use of characteristic metabolites as biomarkers for forensic analysis.
View Article and Find Full Text PDFPolymers (Basel)
November 2024
Chemistry Department, University of Bari Aldo Moro, Via E. Orabona 4, 70126 Bari, Italy.
Polycarbonate (PC) is a highly versatile plastic material that is extensively utilized across various industries due to its superior properties, including high impact strength and heat resistance. However, its durability presents significant challenges for recycling and waste management. Polycarbonate is a thermoplastic polymer representative of the class of condensation reaction polymers obtained from the reaction of bisphenol A (BPA) and a carbonyl source, such as phosgene or alkyl and aryl carbonate.
View Article and Find Full Text PDFACS Omega
November 2024
Centre for Enzyme Innovation, University of Portsmouth, St Michael's Building, Portsmouth PO1 2DT, U.K.
The discovery of novel plastic degrading enzymes commonly relies on comparing features of the primary sequence to those of known plastic degrading enzymes. However, this approach cannot always guarantee success. This is exemplified by the different degradation rates of the two polymers poly(ethylene terephthalate) (PET) and polybutylene succinate (PBS) by two hydrolases: PETase from and Cut from .
View Article and Find Full Text PDFACS Omega
November 2024
MTA-SZTE Lendület Functional Metal Complexes Research Group, University of Szeged, Dóm tér 7-8., H-6720 Szeged, Hungary.
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