monocarboxylate

Monocarboxylate is a term used in chemistry and biochemistry to describe a compound that contains a single carboxyl group per molecule. In many contexts it refers to the carboxylate anion, the deprotonated form of a monocarboxylic acid (R–COO−), or to salts and esters derived from such acids. The defining feature is the presence of one carboxylate functionality, as opposed to polycarboxylates that contain two or more carboxyl groups.

The general structural motif of a monocarboxylate is R–COO−, where R is an organic substituent that can be alkyl, aryl, or more complex groups. Common examples include acetate (CH3COO−), propionate, butyrate, benzoate, and lactate. These species can exist as free acids, salts, or esters, and their properties vary with the counterion or attached ester group.

In biology, several monocarboxylates are central to metabolism and signaling. Lactate, pyruvate, acetate, and propionate are involved in energy production and carbon flux, and their transport across cell membranes is facilitated by monocarboxylate transporters (MCTs). These transporters regulate cellular uptake and efflux of monocarboxylates in tissues such as muscle and brain.

Industry and food science commonly employ monocarboxylates as additives and precursors. Sodium acetate and calcium propionate serve as buffering agents and preservatives, while benzoate and related salts are used as antimicrobial additives. Monocarboxylates are also used in synthesis as intermediates for pharmaceuticals and polymers. They contrast with dicarboxylates, which contain two carboxyl groups per molecule.