82-82-6 Usage
Description
4-pyridoxic acid is a methylpyridine that is 2-methylpyridine substituted by a hydroxy group at C-3, a carboxy group at C-4, and a hydroxymethyl group at C-5. It is the catabolic product of vitamin B6 and is excreted in the urine. It has a role as a human metabolite and a mouse metabolite. It is a member of methylpyridines, a hydroxymethylpyridine, a monohydroxypyridine and a vitamin B6. It derives from an isonicotinic acid. It is a conjugate acid of a 4-pyridoxate.https://pubchem.ncbi.nlm.nih.gov/compound/4-Pyridoxic-acid
Biotechnological Production
4-Pyridoxic acid is an inactive metabolite of pyridoxine.It is formed from pyridoxine via pyridoxal 5'-phosphate and pyridoxal intermediates by pyridoxine kinase or pyridoxamine phosphate oxidase, as well as pyridoxine-5'-phosphate oxidase, aldehyde dehydrogenase, or aldehyde oxidase.4-Pyridoxic acid is the catabolic product of vitamin B6 (also known as pyridoxine, pyridoxal and pyradoxamine) which is excreted in the urine. Urinary levels of 4-pyridoxic acid are lower in females than in males and will be reduced in persons with riboflavin deficiency. 4-Pyridoxic acid is formed by the action of aldehyde oxidase I (an endogenous enzyme) and by microbial enzymes (pyridoxal 4-dehydrogenase), an NAD-dependent aldehyde dehydrogenase. 4-pyridoxic acid can be further broken down by the gut microflora via 4-pyridoxic acid dehydrogenase. This enzyme catalyzes the four electron oxidation of 4-pyridoxic acid to 3-hydroxy-2-methylpyridine-4,5-dicarboxylate, using nicotinamide adenine dinucleotide as a cofactor.
Uses
Different sources of media describe the Uses of 82-82-6 differently. You can refer to the following data:
1. 4-Pyridoxic acid is a catabolite of vitamin B6. It has been used as a standard in the clinical spectrometric analysis of metabolites.
2. 4-Pyridoxic Acid, a catabolite of vitamin B6 (P991735), is a water-soluble B-group vitamin that can be used as a urinary diagnostic biomarker for determining the nutritional status of these vitamins.
Enzyme inhibitor
This oxidized derivative (FW = 171.15 g/mol) of pyridoxal is the chief catabolic product of pyridoxine, pyridoxal, and pyridoxamine degradation; it can be isolated from human urine. The carboxyl group has a pKa value of 5.50 while the phenolic OH has a value of 9.75. 4-Pyridoxic acid has a blue fluorescence which is maximal between pH 3 and 4. Heating 4-pyridoxic acid in 0.5 N acid will convert the metabolite to its lactone, which has an even stronger fluorescence. Target(s): dextransucrase; glucose dehydrogenase; pyridoxal dehydrogenase; and pyridoxaminephosphate oxidase.
Check Digit Verification of cas no
The CAS Registry Mumber 82-82-6 includes 5 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 2 digits, 8 and 2 respectively; the second part has 2 digits, 8 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 82-82:
(4*8)+(3*2)+(2*8)+(1*2)=56
56 % 10 = 6
So 82-82-6 is a valid CAS Registry Number.
InChI:InChI=1/C8H9NO4/c1-4-7(11)6(8(12)13)5(3-10)2-9-4/h2,10-11H,3H2,1H3,(H,12,13)
82-82-6Relevant articles and documents
Kinetics and mechanism of oxidation of pyridoxine by enneamolybdomanganate(IV)
Nipane,Gurame,Gokavi
, p. 1102 - 1106 (2011)
Oxidation of pyridoxine (vitamin B6) by enneamolybdomanganate (IV) in aqueous perchloric acid medium has been studied spectrophotometrically at 25°C under pseudo-first-order conditions. The mechanism involves formation of a precursor complex between the reactants which decomposes in a subsequent slow step to give pyridoxal as the intermediate product. The pyridoxal is further oxidized to a final product, 4-pyridoxic acid, by another oxidant molecule in a fast step. The precursor complex formation is supported both kinetically and spectrophotometrically. The accelerating effect of hydrogen ions on the reaction is due to the formation of active hexaprotonated oxidant species. The protonated enneamolybdomanganate(IV) and the pyridoxine cation are found to be the active species of the oxidant and the substrate respectively. The reaction involves direct two-electron transfer step without any free radical intervention. The effects of ionic strength, solvent polarity and the activation parameters were also in support of the mechanism proposed.
Studies on kinetics and mechanism of oxidation of pyridoxal by dichromates in aqueous HClO4 solutions
Kita,Kita,Pietkiewicz,Wrzeszcz,Rozploch
, p. 573 - 581 (2007/10/03)
Oxidation of pyridoxal (PL) by Cr2O2-7 ion has been studied using an excess of the aldehyde under air or argon atmospheres. The reaction leads mainly to two Cr(III) complexes: [Cr(PA)(H2O)4]2+ and [Cr(H2O)6]3+ and to uncoordinated pyridoxic acid (PA). The rate of PL oxidation follows a mixed third order rate law: first order in concentrations of Cr(VI), PL and H3O+. The reduction of Cr(VI) to Cr(III) proceeds through chromium(V) intermediate complex, which has been detected by the EPR method. Mechanism of the reaction has been discussed.
