| Identification | Back Directory | [Name]
D-2-HYDROXYPENTANEDIOIC ACID DISODIUM SALT | [CAS]
103404-90-6 | [Synonyms]
sodiuM 2-hydroxypentanedioate
(r)-2-hydroxypentanedioic acid
Disodium (R)-2-hydroxyglutarate
(2R)-2-Hydroxypentanedioic acid
D-α-Hydroxyglutaric acid disodium
SodiuM (R)-2-hydroxypentanedioate
D-A-HYDROXYGLUTARIC ACID DISODIUM
isodium,(2R)-2-hydroxypentanedioate
disodium:(2R)-2-hydroxypentanedioate
D-ALPHA-HYDROXYGLUTARIC ACID DISODIU
D-alpha-Hydroxyglutaric Acid Disodium
D-α-Hydroxyglutaric Acid (sodium salt)
d-α-hydroxyglutaric acid disodium salt
(2R)-2-Hydroxyglutaric Acid Disodium Salt
D-2-HYDROXYPENTANEDIOIC ACID DISODIUM SALT
D-ALPHA-HYDROXYGLUTARIC ACID DISODIUM SALT
D-.alpha.-Hydroxyglutaric Acid (sodium salt)
D-α-Hydroxyglutaric acid disodiuM salt
D-α-Hydroxypentanedioic acid disodium salt, 95%
Pentanedioic acid,2-hydroxy-, disodium salt, (2R)-
D-2-HYDROXYPENTANEDIOIC ACID DISODIUM SALT USP/EP/BP
D-alpha-Hydroxyglutaric acid disodiuM salt >=95% (GC) | [Molecular Formula]
C5H6Na2O5 | [MDL Number]
MFCD00069573 | [MOL File]
103404-90-6.mol | [Molecular Weight]
192.08 |
| Chemical Properties | Back Directory | [Melting point ]
>291°C (dec.) | [storage temp. ]
-20°C | [solubility ]
PBS (pH 7.2): 10 mg/ml | [form ]
A crystalline solid | [color ]
White to light yellow | [Optical Rotation]
[α]/D 8.5±1.5°, c = 1 in NaOH | [Water Solubility ]
Soluble to 100 mM in water | [BRN ]
5318041 | [Stability:]
Hygroscopic | [Major Application]
cell analysis
peptide synthesis | [InChI]
InChI=1/C5H8O5.Na.H/c6-3(5(9)10)1-2-4(7)8;;/h3,6H,1-2H2,(H,7,8)(H,9,10);;/t3-;;/s3 | [InChIKey]
DZHFTEDSQFPDPP-HWYNEVGZSA-L | [SMILES]
[C@H](O)(C(=O)O)CCC(=O)O.[NaH] |&1:0,r| |
| Hazard Information | Back Directory | [Description]
D-α-Hydroxyglutaric Acid (D-2-HG) is an α-hydroxy acid that is over-produced in the human neurometabolic disease D-2-hydroxyglutaric aciduria (D-2-HGA).1 It is normally synthesized from 2-ketoglutarate (2-KG) by hydroxyacid-oxoacid transhydrogenase (HOT), although defects in HOT are not known to be associated with D-2-HGA.1 Instead, type I D-2-HGA involves mutations in D-2-hydroxyglutarate dehydrogenase, which converts D-2-HG back to 2-KG.1 Type II D-2-HGA results from gain-of-function mutations in isocitrate dehydrogenase 2, causing it to supplement HOT in converting 2-KG to D-2-HG.2,3 In bacteria, this α-hydroxy acid may be synthesized from oxalate and propionyl-coenzyme A by an α-hydroxyglutaric acid synthetase.4 | [Chemical Properties]
Pale Orange Solid | [Uses]
A potential inhibitor of glutamate carboxypeptidase. | [Biochem/physiol Actions]
Biomarker for inborn errors of metabolism and cancer | [storage]
Store at -20°C | [References]
[1] XUDONG FU. 2-Hydroxyglutarate Inhibits ATP Synthase and mTOR Signaling.[J]. Cell metabolism, 2015, 22 3: 508-515. DOI: 10.1016/j.cmet.2015.06.009
[2] ALEXANDRA LATINI. D-2-hydroxyglutaric acid induces oxidative stress in cerebral cortex of young rats[J]. European Journal of Neuroscience, 2003, 17 10: 2017-2022. DOI: 10.1046/j.1460-9568.2003.02639.x
[3] MARTIJN KRANENDIJK. IDH2 Mutations in Patients with d-2-Hydroxyglutaric Aciduria[J]. Science, 2010, 330 6002. DOI: 10.1126/science.1192632
[4] EDUARD A STRUYS. Mutations in the D-2-hydroxyglutarate dehydrogenase gene cause D-2-hydroxyglutaric aciduria.[J]. American journal of human genetics, 2005, 76 2: 358-360. DOI: 10.1086/427890
[5] HUI YANG. IDH1 and IDH2 mutations in tumorigenesis: mechanistic insights and clinical perspectives.[J]. Clinical Cancer Research, 2012, 18 20: 5562-5571. DOI: 10.1158/1078-0432.ccr-12-1773
[6] WEI XU. Oncometabolite 2-hydroxyglutarate is a competitive inhibitor of α-ketoglutarate-dependent dioxygenases.[J]. Cancer Cell, 2011, 19 1: 17-30. DOI: 10.1016/j.ccr.2010.12.014
[7] RASHEDUZZAMAN CHOWDHURY. The oncometabolite 2-hydroxyglutarate inhibits histone lysine demethylases.[J]. EMBO Reports, 2011, 12 5: 463-469. DOI: 10.1038/embor.2011.43 |
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