propiolactone

Propiolactone (specifically beta-propiolactone) is a small molecule organic compound belonging to the lactones with a four-membered ring structure. It is a colorless liquid with a slightly sweetish and pungent odor. Propiolactone acts as an alkylating agent that reacts readily with nucleophiles via ring-opening reactions. Historically used as an intermediate in the synthesis of acrylic acid and esters and as a sterilant/disinfectant for blood plasma, vaccines, tissue grafts, surgical instruments and enzymes due to its potent sporicidal activity against bacteria (including spores), fungi and viruses. It has also been used to inactivate viruses during vaccine production. However, its use has been largely discontinued or restricted because it is classified as "reasonably anticipated to be a human carcinogen" by IARC; it can cause cancer following exposure[1][2][3][6]. Its mechanism of action involves alkylation of biological macromolecules such as DNA and proteins.

Other names

beta-propiolactoneβ-propiolactone2-oxetanoneoxetan-2-oneoxetan2-oneoxetan 2-onehydracrylic acid β-lactone3-hydroxypropionic acid lactone3-hydroxypropionic acid β-lactone