dihydroxyaceton

Dihydroxyacetone, commonly known as dihydroxyacetone or DHA, is a simple ketotriose with the chemical formula C3H6O3. Its IUPAC name is 1,3-dihydroxy-2-propanone. The molecule contains a carbonyl group on the middle carbon (C2) and hydroxyl groups on C1 and C3, giving the structural formula HO-CH2-CO-CH2-OH. In aqueous solution, DHA can form hydrated and other isomeric forms, and it is the simplest sugar that contains a ketone functional group.

Production and occurrence: industrially, dihydroxyacetone is produced by the oxidation of glycerol, a byproduct of biodiesel production. It can also arise as a minor metabolite in certain microorganisms and plants. DHA is therefore available commercially as a chemical reagent and as an ingredient in various formulations.

Applications: DHA is best known for its use in sunless tanning products, where it reacts with amino groups in skin proteins to produce brown-colored pigments, creating a tanned appearance that develops over several hours and is temporary. It is also employed as a versatile reagent in organic synthesis and as a substrate in some biochemical assays and research contexts.

Safety and handling: DHA should be handled with standard laboratory or cosmetic-safety precautions. It can be irritating to the eyes and skin in concentrated forms, and ingestion or inhalation of concentrated vapors should be avoided. In cosmetic use, regulatory guidelines typically govern concentration limits and labeling to ensure consumer safety.