Details zur Publikation

Kategorie Textpublikation
Referenztyp Zeitschriften
DOI 10.1021/acs.est.5c10178
Lizenz creative commons licence
Titel (primär) Uptake and biotransformation govern the toxicity of reactive acrylamides in an in vivo zebrafish embryo model: implications for NAM-based hazard assessment
Autor Grasse, N. ORCID logo ; Scholz, S. ORCID logo ; Reemtsma, T.; Fu, Q.
Quelle Environmental Science & Technology
Erscheinungsjahr 2026
Department ETOX; EAC
Band/Volume 60
Heft 8
Seite von 6546
Seite bis 6557
Sprache englisch
Topic T9 Healthy Planet
T7 Bioeconomy
Supplements Supplement 1
Supplement 2
Keywords reactive toxicity; electrophiles; biotransformation; new approach methodologies; water; bioaccumulation; oxidative stress
Abstract Acrylamides are widely used in polymer manufacturing and adhesives, and their electrophilic nature raises toxicological concerns when released into aquatic environments. However, their physicochemical diversity complicates the prediction of environmental fate and toxicity. To elucidate the main drivers of their toxicity in aquatic organisms, we investigated ten structurally diverse monomeric acrylamides and methacrylamides in zebrafish embryos (Danio rerio) (ZFE). Acute toxicity varied over 2 orders of magnitude (0.16–33 mM) and showed a moderate correlation with hydrophobicity (logKlipw, R2 = 0.87) and intrinsic electrophilic reactivity (logkGSH). Measured bioconcentration factors of highly polar, reactive compounds (e.g., NMBA) for ZFE deviated up to 16-fold from model predictions, indicating limited uptake or significant biotransformation. This indicates an impact of toxicokinetics on their in vivo toxicity. UPLC-HRMS-based nontarget screening revealed 90 transformation products across the ten compounds. Glutathione conjugation and mercapturic acid formation were dominant pathways, with mercapturic acid-taurine conjugates observed for eight compounds, suggesting a previously undescribed detoxification mechanism for (meth)acrylamides in the ZFE. Our results highlight the need to integrate toxicokinetic data into hazard assessment of electrophilic compounds, as in vitro assays may overestimate risks. The ZFE provides a mechanistically informative in vivo model to reduce misclassifications, especially for polar and reactive chemicals.
Grasse, N., Scholz, S., Reemtsma, T., Fu, Q. (2026):
Uptake and biotransformation govern the toxicity of reactive acrylamides in an in vivo zebrafish embryo model: implications for NAM-based hazard assessment
Environ. Sci. Technol. 60 (8), 6546 - 6557 10.1021/acs.est.5c10178