Raphidophytes are flagellate unicellular algae that causes algal blooms in drinking water sources. In Japan, it was recently reported that the concentration of trichloroacetic acid (TCAA), a major chlorinated disinfection byproduct (DBP), increased dramatically in drinking water when the source water contained raphidophytes. Additionally, raphidophytes produced haloacetic acid (HAA) precursors, especially TCAA precursors, in high concentrations. However, their properties are still unknown, and thus, well-designed countermeasures against DBP formation have not yet been established. Therefore, in this study, the HAA precursors originated from raphidophytes in natural water collected from the algal blooms in Muro Dam (Nara Prefecture, Japan) and Gonyostomum semen (G. semen), a raphidophyte species, cultivated in the laboratory, were characterized to provide the information for establishing suitable treatment strategies. Using several high-performance liquid chromatography columns, solid-phase extraction cartridges, and ultrafiltration devices, and the spectral profiles, we discovered that the HAA precursors are highly hydrophilic and high-molecular-weight compounds with acidic and phenolic functional groups. Further characterization of the high-molecular-weight fraction (> 3 kDa) from the G. semen culture showed that the HAA precursors had a molecular weight of ~10-60 kDa, and that they were not protein molecules despite containing a large amount of nitrogen atoms. Furthermore, the TCAAFP of the fraction (310 ± 25 μg/mg C) were as high as phenol, known as a reactive TCAA model precursor. The presence of unique and unreported DBP precursors was confirmed.
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http://dx.doi.org/10.1016/j.scitotenv.2023.163000 | DOI Listing |
J Am Chem Soc
October 2024
Division of Chemistry and Chemical Engineering, California Institute of Technology, Pasadena, California 91125, United States.
α-Amino esters are precursors to noncanonical amino acids used in developing small-molecule therapeutics, biologics, and tools in chemical biology. α-C-H amination of abundant and inexpensive carboxylic acid esters through nitrene transfer presents a direct approach to α-amino esters. Methods for nitrene-mediated amination of the protic α-C-H bonds in carboxylic acid esters, however, are underdeveloped.
View Article and Find Full Text PDFFront Nutr
June 2024
School of Pharmacy, Guangxi University of Chinese Medicine, Nanning, China.
Introduction: 2-Amino-1-methyl-6-phenylimidazole [4,5-b] pyridine (PhIP), a heterocyclic amine (HAA), is found in meat products heated at high temperatures. However, PhIP is a mutagenic and potential carcinogenic compound. Cassiae semen, a type of medicine and food homology plant, is abundant in China and has been less applied for inhibiting heterocyclic amines.
View Article and Find Full Text PDFJ Sci Food Agric
August 2024
College of Enology, Northwest A&F University, Yangling, China.
Food Chem
July 2024
College of Food Science and Technology, Guangdong Ocean University, Guangdong Provincial Key Laboratory of Aquatic Product Processing and Safety, Guangdong Province Engineering Laboratory for Marine Biological Products, Zhanjiang 524088, China. Electronic address:
The prevention and control of heterocyclic aromatic amines (HAA) formation to mitigate of potential risks to humans, can be achieved by targeting their precursors. In this study, the detailed roles of individual and excess component (20 common α-amino acids, creatine, creatinine, and glucose) on HAA formation in roasted beef patties were examined using UPLC-MS/MS. The results confirmed the reported classical precursors of HAAs.
View Article and Find Full Text PDFAngew Chem Int Ed Engl
January 2024
Key Laboratory of Organic Synthesis of Jiangsu Province, College of Chemistry, Chemical Engineering and Materials Science, Soochow University, 199 Ren-Ai Road, Suzhou, Jiangsu, 215123, China.
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