PMID- 36628463 OWN - NLM STAT- Publisher LR - 20240216 IS - 1520-5851 (Electronic) IS - 0013-936X (Print) IS - 0013-936X (Linking) VI - 57 IP - 3 DP - 2023 Jan 10 TI - Aspartame-Sweetened Tap Water: Transformation Products and 2,6-Dichloro-1,4-Benzoquinone Formation. PG - 1332-41 LID - 10.1021/acs.est.2c07156 [doi] AB - Aspartame (APM), a dipeptide of aspartic acid (ASP) and phenylalanine (PHE), is a widely used artificial sweetener in beverages. It is unclear whether residual chlorine in tap water can react with APM to form disinfection byproducts (DBPs). Therefore, we investigated the formation of DBPs from the reaction of APM with residual chlorine in authentic tap water. APM and a commercial sweetener (CS) packet containing APM were studied under authentic and simulated tap water conditions. Eight chlorinated products of APM were detected using solid-phase extraction (SPE) and high performance liquid chromatography quadrupole time-of-flight mass spectrometry (HPLC-QTOF-MS). These new chloro-products were tentatively identified based on accurate masses, isotopic patterns of (35,37)Cl, and MS/MS spectra. Furthermore, we identified APM as a precursor to 2,6-dichloro-1,4-benzoquinone (DCBQ). DCBQ significantly increased to 2.3-12 ng/L with the addition of APM or CS in tap waters collected from different locations compared to 1.4-1.8 ng/L in the same tap water samples without sweetener. DCBQ and two of the chlorinated transformation products were identified in cold prepared tea containing APM. DCBQ formation was eliminated when the residual chlorine in tap water was reduced by ascorbic acid or boiling prior to the addition of APM or CS. This study found that eight new DBPs and DCBQ were produced by the reactions of residual chlorine with APM and CS. These findings show an unintended exposure source of emerging DBPs via APM sweetened beverages. FAU - Wawryk, Nicholas J P AU - Wawryk NJP AD - Division of Analytical and Environmental Toxicology, Department of Laboratory Medicine and Pathology, Faculty of Medicine and Dentistry, University of Alberta, Edmonton, AB T6G 2G3, Canada. FAU - Huang, Guang AU - Huang G AUID- ORCID: 0000-0002-4275-9221 AD - Division of Analytical and Environmental Toxicology, Department of Laboratory Medicine and Pathology, Faculty of Medicine and Dentistry, University of Alberta, Edmonton, AB T6G 2G3, Canada. AD - Department of Hygiene Analysis and Detection, School of Public Health, Nanjing Medical University, 101 Longmian Avenue, Nanjing, Jiangsu 211166, P.R. China. FAU - Craven, Caley AU - Craven C AD - Division of Analytical and Environmental Toxicology, Department of Laboratory Medicine and Pathology, Faculty of Medicine and Dentistry, University of Alberta, Edmonton, AB T6G 2G3, Canada. FAU - Qiu, Junlang AU - Qiu J AD - Division of Analytical and Environmental Toxicology, Department of Laboratory Medicine and Pathology, Faculty of Medicine and Dentistry, University of Alberta, Edmonton, AB T6G 2G3, Canada. FAU - Jmaiff Blackstock, Lindsay K AU - Jmaiff Blackstock LK AD - Division of Analytical and Environmental Toxicology, Department of Laboratory Medicine and Pathology, Faculty of Medicine and Dentistry, University of Alberta, Edmonton, AB T6G 2G3, Canada. FAU - Li, Xing-Fang AU - Li XF AUID- ORCID: 0000-0003-1844-7700 AD - Division of Analytical and Environmental Toxicology, Department of Laboratory Medicine and Pathology, Faculty of Medicine and Dentistry, University of Alberta, Edmonton, AB T6G 2G3, Canada. LA - eng PT - Journal Article DEP - 20230110 PL - United States TA - Environ Sci Technol JT - Environmental science & technology JID - 0213155 SB - IM PMC - PMC9878719 OTO - NOTNLM OT - aspartame OT - chloramination OT - chlorination OT - disinfection byproducts (DBPs) OT - halobenzoquinones (HBQs) OT - residual chlorine COIS- The authors declare no competing financial interest. EDAT- 2023/01/12 06:00 MHDA- 2023/01/12 06:00 PMCR- 2023/01/26 CRDT- 2023/01/11 02:42 PHST- 2023/01/11 02:42 [entrez] PHST- 2023/01/12 06:00 [pubmed] PHST- 2023/01/12 06:00 [medline] PHST- 2023/01/26 00:00 [pmc-release] AID - 10.1021/acs.est.2c07156 [doi] PST - aheadofprint SO - Environ Sci Technol. 2023 Jan 10;57(3):1332-41. doi: 10.1021/acs.est.2c07156.