D-α-Hydroxyglutaric acid

CAT: 0804-HY-113038-01Size: 10 mgDry Ice: NoHazardous: No
CAT#:0804-HY-113038-01Size:10 mg
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Description
D-α-Hydroxyglutaric acid ((R) -2-Hydroxyglutarate) is the principal metabolite accumulating in neurometabolic disease D-2-hydroxyglutaric aciduria. D-α-Hydroxyglutaric acid is a weak competitive antagonist of α-ketoglutarate (α-KG) and inhibits multiple α-KG-dependent dioxygenases with a Ki of 10.87 mM. D-α-Hydroxyglutaric acid increases reactive oxygen species (ROS) production. D-α-Hydroxyglutaric acid binds and inhibits ATP synthase and inhibits mTOR signaling[1][2][3][4][5].
CAS Number
[13095-47-1]
Product Name Alternative
(R) -2-Hydroxyglutarate; (R) -2-Hydroxyglutaric acid; (R) -2-Hydroxypentanedioic acid
UNSPSC
12352211
Hazard Statement
H302, H312, H332
Target
ATP Synthase; Endogenous Metabolite; mTOR; Reactive Oxygen Species (ROS)
Type
Natural Products
Related Pathways
Immunology/Inflammation; Membrane Transporter/Ion Channel; Metabolic Enzyme/Protease; NF-κB; PI3K/Akt/mTOR
Applications
COVID-19-immunoregulation
Field of Research
Cancer; Inflammation/Immunology; Neurological Disease
Assay Protocol
https://www.medchemexpress.com/d-α-hydroxyglutaric-acid.html
Purity
98.0
Solubility
DMSO : 100 mg/mL|H2O : 200 mg/mL (ultrasonic)
Smiles
O=C(O)[C@H](O)CCC(O)=O
Molecular Formula
C5H8O5
Molecular Weight
148.11
Precautions
H302, H312, H332
References & Citations
[1]Xu W, et al. Oncometabolite 2-hydroxyglutarate is a competitive inhibitor of α-ketoglutarate-dependent dioxygenases. Cancer Cell. 2011 Jan 18;19 (1) :17-30.|[2]Fu X, et al. 2-Hydroxyglutarate Inhibits ATP Synthase and mTOR Signaling. Cell Metab. 2015 Sep 1;22 (3) :508-15.|[3]Martijn Kranendijk, et al. Progress in understanding 2-hydroxyglutaric acidurias. J Inherit Metab Dis. 2012 Jul;35 (4) :571-87.|[4]Martin Böttcher, et al. D-2-hydroxyglutarate interferes with HIF-1α stability skewing T-cell metabolism towards oxidative phosphorylation and impairing Th17 polarization. Oncoimmunology. 2018 Mar 26;7 (7) :e1445454.|[5]Alexandra Latini , et al. D-2-hydroxyglutaric acid induces oxidative stress in cerebral cortex of young rats. Eur J Neurosci. 2003 May;17 (10) :2017-22.
Shipping Conditions
Room Temperature
Storage Conditions
-20°C, 3 years; 4°C, 2 years (Powder)
Scientific Category
Natural Products
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite; Microbial Metabolite
Citation 01
Research Square Preprint. 2024 Apr 19.|Biosensors (Basel) . 2022 Jan 25;12 (2) :66.|Research Square Preprint. 2024 Mar 20.

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