Chemistry of ascorbic acid Haworth and Szent-Györgyi, respectively. Ascorbic acid is a vinylogous carboxylic acid and forms the ascorbate anion when deprotonated on one of the hydroxyls. This property is characteristic of reductones: enediols with a carbonyl group adjacent to the enediol group, namely with the group –C(OH)=C(OH)–C(=O)–. The ascorbate anion is stabilized by electron delocalization that results from resonance between two forms: For this reason, ascorbic acid is much more acidic than would be expected if the compound contained only isolated hydroxyl groups. The ascorbate anion forms salts, such as sodium ascorbate, calcium ascorbate, and potassium ascorbate. Ascorbic acid can also react with
Vitamin C and also regenerator of other antioxidants. Plants use multiple pathways to synthesize vitamin C. The major pathway starts with glucose, fructose or mannose (all simple sugars) and proceeds to L-galactose, L-galactonolactone and ascorbic acid. There is feedback regulation in place, in that the presence of ascorbic acid inhibits enzymes in the synthesis pathway. This process follows a diurnal rhythm, so that enzyme expression peaks in the morning to support biosynthesis later on when mid-day sunlight intensity demands high ascorbic acid concentrations. Minor pathways may be specific to certain parts of plants; these can be either identical to the vertebrate pathway