Oxiran-2-ylmethanol

Oxiran-2-ylmethanol (Glycidol) is an ester product. Oxiran-2-ylmethanol induces base pair point mutations in bacterial strains and structural chromosome aberrations in cultured cells. Oxiran-2-ylmethanol forms N-(2,3-dihydroxypropyl)valine hemoglobin adducts. Oxiran-2-ylmethanol acts as an animal carcinogen but does not significantly induce micronucleated immature erythrocytes in animal bone marrow. Oxiran-2-ylmethanol enables anionic polymerization to produce linear poly(glycidol). Oxiran-2-ylmethanol can be used for cancer-related research^[1][2][3]. In Vitro: Oxiran-2-ylmethanol (G) (0.31-5000 μg/plate; 48 h) induces dose-dependent reverse mutations in Salmonella typhimurium (TA98, TA100, TA1535, TA1537) and Escherichia coli (WP2uvrA) strains, with particularly strong activity in point mutation-detecting strains, in both the presence and absence of metabolic activation^[1].
Oxiran-2-ylmethanol induces structural chromosomal aberrations in cultured Chinese hamster lung (CHL/IU) cells under short-term (with and without metabolic activation) and continuous (24 h and 48 h) treatment conditions, with the highest aberration frequency reaching 93.5% at 300 μg/mL in 6 h treatment without metabolic activation^[1].
Oxiran-2-ylmethanol (125-250 μM; 1 h at 37 °C) forms N-(2,3-dihydroxypropyl)valine adducts with hemoglobin in fresh human whole blood with a second-order reaction rate constant of 19.2 pmol/g Hb per µMh^[3]. In Vivo: Oxiran-2-ylmethanol (G) (50-200 mg/kg; p.o.; two doses separated by 24 h) produces a significant increase in MNIMEs in male ICR mice at 100 mg/kg, but no dose-dependent genotoxic response is observed across 50, 100, and 200 mg/kg doses^[1].