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It is prepared by disulfonation of benzoic acid followed by hydrolysis of the disulfonate. [3] It is a metabolite of alkylresorcinols, first identified in human urine [4] and can be quantified in urine [5] and plasma, [6] and may be an alternative, equivalent biomarker of whole grain wheat intake. [7]
Dihydroxybenzoic acids (DHBA) are a type of phenolic acids. There are six main compounds, having all the same molecular formula C 7 H 6 O 4. Those are: 2,3-Dihydroxybenzoic acid (2-Pyrocatechuic acid or hypogallic acid) 2,4-Dihydroxybenzoic acid (β-Resorcylic acid) 2,5-Dihydroxybenzoic acid (Gentisic acid) 2,6-Dihydroxybenzoic acid (γ ...
Gentisic acid is produced by carboxylation of hydroquinone. [6] C 6 H 4 (OH) 2 + CO 2 → C 6 H 3 (CO 2 H)(OH) 2. This conversion is an example of a Kolbe–Schmitt reaction. Alternatively the compound can be synthesized from salicylic acid via Elbs persulfate oxidation. [7] [8]
UV visible spectrum of protocatechuic acid. Protocatechuic acid (PCA) is a dihydroxybenzoic acid, a type of phenolic acid. It is a major metabolite of antioxidant polyphenols found in green tea. It has mixed effects on normal and cancer cells in in vitro and in vivo studies. [4] It is produced commercially from vanillin. [5]
2,3-diDHB dehydrogenase catalyzes the NAD +-dependent oxidation of 2,3-dihydro-2,3-dihydroxybenzoate to produce an aromatic compound 2,3-dihydroxybenzoic acid (2,3-DHB or simply DHB). [4] In times of iron deficiency, iron uptake is controlled by three genes: ent , fep , and fes for synthesis, export, and uptake of ferric Enterobactin and its ...
Protonated hexamine ring-opens to expose an iminium group. Addition to the aromatic ring results in an intermediate at the oxidation state of a benzylamine. An intramolecular redox reaction then ensues, raising the benzylic carbon to the oxidation state of an aldehyde. The oxygen atom is provided by water on acid hydrolysis in the final step.
2,4-Dihydroxybenzoic acid (β-resorcylic acid) is a dihydroxybenzoic acid. As a resorcylic acid, it is one of the three isomeric crystalline acids that are both carboxyl derivatives of resorcinol and dihydroxy derivatives of benzoic acid. [4] Synthesis from resorcinol is via the Kolbe-Schmitt reaction. [5]
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