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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-factor.
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.
Alkylglycerone phosphate synthase (EC 2.5.1.26, alkyldihydroxyacetonephosphate synthase, alkyldihydroxyacetone phosphate synthetase, alkyl DHAP synthetase, alkyl-DHAP, dihydroxyacetone-phosphate acyltransferase, DHAP-AT) is an enzyme associated with Type 3 Rhizomelic chondrodysplasia punctata. [1] [2] This enzyme catalyses the following ...
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.
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Dihydroxyacetone phosphate, anion with the formula HOCH 2 C(O)CH 2 OPO 3 2- Glyceraldehyde 3-phosphate , anion with the formula H(O)CCH(OH)CH 2 OPO 3 2- Index of chemical compounds with the same molecular formula