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Dihydroxyacetone (/ ˌ d aɪ h aɪ ˌ d r ɒ k s i ˈ æ s ɪ t oʊ n / ⓘ; DHA), also known as glycerone, is a simple saccharide (a triose) with formula C 3 H 6 O 3. DHA is primarily used as an ingredient in sunless tanning products. It is often derived from plant sources such as sugar beets and sugar cane, and by the fermentation of glycerin.
Dihydroxyacetone phosphate (DHAP, also glycerone phosphate in older texts) is the anion with the formula HOCH 2 C(O)CH 2 OPO 3 2-. This anion is involved in many metabolic pathways, including the Calvin cycle in plants and glycolysis. [1] [2] It is the phosphate ester of dihydroxyacetone.
Oxidation of cytoplasmic NADH by the cytosolic form of the enzyme creates glycerol-3-phosphate from dihydroxyacetone phosphate. Once the glycerol-3-phosphate has moved through the outer mitochondrial membrane it can then be oxidised by a separate isoform of glycerol-3-phosphate dehydrogenase that uses quinone as an oxidant and FAD as a co ...
D-Glyceraldehyde is an aldotriose because the carbonyl group is at the end of the chain Dihydroxyacetone is a ketotriose because the carbonyl group is the center of the chain.. A triose is a monosaccharide, or simple sugar, containing three carbon atoms.
Glycerol 3-phosphate is synthesized by reducing dihydroxyacetone phosphate (DHAP), an intermediate in glycolysis. The reduction is catalyzed by glycerol-3-phosphate dehydrogenase. DHAP and thus glycerol 3-phosphate can also be synthesized from amino acids and citric acid cycle intermediates via the glyceroneogenesis pathway.
The structure of TPI facilitates the conversion between dihydroxyacetone phosphate (DHAP) and glyceraldehyde 3-phosphate (GAP). The nucleophilic glutamate 165 residue of TPI deprotonates the substrate, [4] and the electrophilic histidine 95 residue donates a proton to form the enediol intermediate.
Glycerol dehydrogenase is a homooctamer composed of eight identical monomer subunits made up of a single polypeptide chain of 370 amino acids (molecular weight 42,000 Da). ). Each subunit contains 9 beta sheets and 14 alpha helices within two distinct domains (N-terminal, residues 1-162 and C-terminal, residues 163–3
Erythrulose and dihydroxyacetone (DHA) are very similar in composition, and both react much the same way on the skin surface. Erythrulose produces a lighter and slower-developing tan, taking 24 to 48 hours to complete development. When used alone, it fades faster than a DHA-based sunless tan.