L-A-HYDROXYGLUTARIC ACID DISODIUM) manufacturers
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| | L-A-HYDROXYGLUTARIC ACID DISODIUM) Basic information |
| Product Name: | L-A-HYDROXYGLUTARIC ACID DISODIUM) | | Synonyms: | (S)-2-Hydroxypentanedioic acid;L-α-Hydroxyglutaric acid disodium salt;(2S)-2-Hydroxyglutaric Acid Disodium Salt;Pentanedioic acid,2-hydroxy-, disodium salt, (2S)-;s-2-Hydroxypentanedioic acid disodium salt;L-2-Hydroxyglutaric acid (disodium);L-α-Hydroxyglutaric Acid (sodium salt);Pentanedioic acid, 2-hydroxy-, sodiuM salt (1:2) | | CAS: | 63512-50-5 | | MF: | C5H9NaO5 | | MW: | 172.11 | | EINECS: | | | Product Categories: | Inhibitors;Aliphatics;Chiral Reagents | | Mol File: | 63512-50-5.mol |  |
| | L-A-HYDROXYGLUTARIC ACID DISODIUM) Chemical Properties |
| Melting point | >300°C | | storage temp. | 2-8°C | | solubility | Methanol (Very Slightly), Water (Slightly) | | form | Solid | | color | White to Off-White | | Optical Rotation | [α]/D -8.5±1.5°, c = 1 in 0.1 M NaOH | | BRN | 5318042 | | Major Application | clinical testing | | InChI | 1S/C5H8O5.2Na/c6-3(5(9)10)1-2-4(7)8;;/h3,6H,1-2H2,(H,7,8)(H,9,10);;/q;2*+1/p-2/t3-;;/m0../s1 | | InChIKey | DZHFTEDSQFPDPP-QTNFYWBSSA-L | | SMILES | [O-]C(CC[C@@H](C([O-])=O)O)=O.[Na+].[Na+] |
| WGK Germany | 3 | | Storage Class | 13 - Non Combustible Solids |
| | L-A-HYDROXYGLUTARIC ACID DISODIUM) Usage And Synthesis |
| Description | L-α-Hydroxyglutaric acid (L-2-HG) is an α-hydroxy acid. It is metabolized to 2-oxoglutarate (α-ketoglutarate) by L-2-hydroxyglutarate dehydrogenase, and mutations in this enzyme lead to 2-hydroxyglutaric aciduria, a neurometabolic disorder characterized by increased L-2-HG levels. L-2-HG is structurally similar to α-ketoglutarate and competitively inhibits α-ketoglutarate-dependent dioxygenases, including several involved in histone lysine and DNA demethylation. | | Chemical Properties | White Solid | | Uses | L-α-Hydroxyglutaric acid disodium salt is suitable for use in collection buffer for increased recovery of hypoxia-inducible factor-1 α (HIF-1α), a marker of hypoxia in human tumors. It is also suitable for the radiolabeled 5mC-5hmC conversion assay to study the effect of 2-HG on the TET family of methyl hydroxylases. | | Uses | A potential inhibitor of glutamate carboxypeptidase. | | General Description | Glutamic acid is metabolized to α-Hydroxyglutaric acid in an NAD-dependent manner by cell-free extracts of Peptococcus aerogenes. It is formed as an intermediate during glyoxylic acid metabolism in bacteria. | | Biochem/physiol Actions | L-alpha-Hydroxyglutaric acid accumulates as a result of a rare defect in L-2-HG dehydogenase, leading to the metabolic disorder L-2-hydroxyglutaric aciduria (L-2HGA). L-2HGA is associated with neuronal defects, leukodystrophy and linked to an increased risk of brain tumors. | | in vitro | it has been reported that l-α-hydroxyglutaric acid disodium salt could be used as the collection buffer for increasing the recovery of hypoxia-inducible factor-1 α, which was a marker of hypoxia in human tumors [1]. in another previous study, l-α-hydroxyglutaric acid disodium salt was also used in the radiolabeled conversion assay to evaluate its effect on the tet family of methyl hydroxylases [2]. | | in vivo | in the 30-day-old rats, l-α-hydroxyglutaric acid was found to be able to significantly increase chemiluminescence, pcf and tba-rs measurements and decrease the tar values in cerebellum markedly. in addition, the l-α-hydroxyglutaric acid-induced increase of tba-rs was significantly attenuated by melatonin and also by the combinations of ascorbic acid and soluble alpha-tocopherol (trolox) and of superoxide dismutase plus catalase but not by the inhibitor of nitric oxide synthase nomega-nitro-l-arginine methyl ester (l-name), , superoxide dismutase or creatine or catalase alone in either cerebral structure [3]. | | references | [1] park sr,kinders rj,khin s,et al. validation of a hypoxia-inducible factor-1 alpha specimen collection procedure and quantitative enzyme-linked immunosorbent assay in solid tumor tissues. anal biochem.2014 aug 15;459:1-11.
[2] evans b,griner e. registered report: oncometabolite 2-hydroxyglutarate is a competitive inhibitor of α-ketoglutarate-dependent dioxygenases. elife.2015 jul 31;4:e07420.
[3] latini a,scussiato k,rosa rb,leipnitz g,llesuy s,belló-klein a,dutra-filho cs,wajner m. induction of oxidative stress by l-2-hydroxyglutaric acid in rat brain. j neurosci res.2003 oct 1;74(1):103-10. |
| | L-A-HYDROXYGLUTARIC ACID DISODIUM) Preparation Products And Raw materials |
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