3-propiolactone
3-propiolactone Uses, Dosage, Side Effects, Food Interaction and all others data.
3-propiolactone is a lactone compound with a four-membered ring. It is a colorless liquid with a pungent slightly sweet odor. 3-propiolactone is a disinfectant used for the sterilization of blood plasma, vaccines, tissue grafts, surgical instruments, and enzymes. It has been used against bacteria, fungi, and virus. It is currently FDA approved for its use as an indirect additive used in food contact substances. 3-propiolactone was first commercially available in the United States in 1958.
When employed under conditions of maximum effectiveness, propiolactone is approximately 25 more active as a vapor phase disinfectant than formaldehyde, 4000 times more active than ethylene oxide and 50000 times more active than methyl bromide. It has been shown to be mutagenic by inducing cell transformation, chromosomal aberrations and chromatoid exchange. 3-propiolactone has been shown to be mutagenic in both somatic and germ cells.
| Trade Name | 3-propiolactone |
| Generic | Propiolactone |
| Propiolactone Other Names | 1,3-propiolactone, 3-propanolide, beta-Propiolactone, betapron, Propiolactona, Propiolactone |
| Type | |
| Formula | C3H4O2 |
| Weight | Average: 72.063 Monoisotopic: 72.021129369 |
| Protein binding | Propiolactone is highly bound to proteins showing an almost 2-fold binding increase when compared to DNA and RNA. |
| Groups | Approved, Withdrawn |
| Therapeutic Class | |
| Manufacturer | |
| Available Country | |
| Last Updated: | September 19, 2023 at 7:00 am |
Uses
3-propiolactone was used for vaccines, tissue grafts, surgical instruments, and enzymes, as a sterilant of blood plasma, water, milk and nutrient broth as a vapor-phase disinfectant in enclosed spaces. Its sporicidal action is used against vegetative bacteria, pathologic fungi, and viruses. It is no longer used in medical procedures or in food.
How 3-propiolactone works
3-propiolactone is an alkylating agent that acts through alkylation of carboxyl- and hydroxyl- groups. The lactone ring splits either at the first or third carbon. 3-propiolactone reacts with polynucleotides and DNA, mainly at N7 of guanine and N1 of adenine to form carboxyethyl derivatives. It also forms adducts with N3 of cytosine and thymine.
Toxicity
Based on experimental trials, it has been determined that propiolactone is a human carcinogen. The results have shown the generation of tumors in several tissues and from different administration routes.
Half Life
The half-life of propiolactone in water is of 225 minutes.
Innovators Monograph
You find simplified version here 3-propiolactone
