High formation of trichloroacetic acid from high molecular weight and ultra-hydrophilic components in freshwater raphidophytes upon chlorination.

Sci Total Environ

Department of Environmental Engineering, Graduate School of Engineering, Kyoto University, Nishikyo, Kyoto 615-8540, Japan.

Published: June 2023

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.

Download full-text PDF

Source
http://dx.doi.org/10.1016/j.scitotenv.2023.163000DOI Listing

Publication Analysis

Top Keywords

haa precursors
16
trichloroacetic acid
8
molecular weight
8
algal blooms
8
drinking water
8
precursors
6
raphidophytes
5
high
4
high formation
4
formation trichloroacetic
4

Similar Publications

Biocatalytic Synthesis of α-Amino Esters via Nitrene C-H Insertion.

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 PDF

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 PDF
Article Synopsis
  • Higher alcohol acetates (HAAs) are important esters in winemaking that add fruity and floral aromas, but the conversion of precursors into HAAs is very low.
  • A study investigated interactions between two yeast species, Pichia kluyveri and Saccharomyces cerevisiae, to see how they affect fermentation and HAA production.
  • Results showed that when P. kluyveri was used in sequential fermentation, it significantly increased HAA levels and improved the aroma profile of the wine, suggesting a new, non-genetic method for enhancing HAAs in winemaking.*
View Article and Find Full Text PDF

Exploring the roles of excess amino acids, creatine, creatinine, and glucose in the formation of heterocyclic aromatic amines by UPLC-MS/MS.

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 PDF

Copper-Catalyzed Radical Allene C(sp )-H Cyanation.

Angew 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.

Article Synopsis
  • - The study addresses the challenge of selectively functionalizing allenic C(sp )-H bonds through radical-mediated hydrogen atom abstraction (HAA), which has been underexplored in synthetic chemistry compared to other C(sp )-H bonds.
  • - A novel method using copper catalysis enables the effective cyanation of tri- and di-substituted allenes with high site-selectivity, while achieving lower yields for mono-substituted allenes.
  • - A key component of this approach is a steric N-fluoro-N-alkylsulfonamide, which acts as a precursor for the hydrogen atom abstractor, helping to enhance regioselectivity and prevent undesired reactions with the allene.
View Article and Find Full Text PDF

Want AI Summaries of new PubMed Abstracts delivered to your In-box?

Enter search terms and have AI summaries delivered each week - change queries or unsubscribe any time!