2889-31-8,MFCD18642138
Catalog No.:AA00BI38

2889-31-8 | 2-hydroxypentanedioic acid

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Purity
Availability
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5mg
≥95%
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$143.00   $100.00
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10mg
≥95%
in stock  
$199.00   $139.00
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25mg
≥95%
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  • Technical Information
  • Properties
  • Literature
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Technical Information
Catalog Number:
AA00BI38
Chemical Name:
2-hydroxypentanedioic acid
CAS Number:
2889-31-8
Molecular Formula:
C5H8O5
Molecular Weight:
148.1140
MDL Number:
MFCD18642138
SMILES:
C(CC(=O)O)C(C(=O)O)O
Properties
Computed Properties
 
Complexity:
141  
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0  
Defined Bond Stereocenter Count:
0  
Formal Charge:
0  
Heavy Atom Count:
10  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
3  
Isotope Atom Count:
0  
Rotatable Bond Count:
4  
Undefined Atom Stereocenter Count:
1  
Undefined Bond Stereocenter Count:
0  
XLogP3:
-1  

Literature

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Title: Oncometabolites d- and l-2-Hydroxyglutarate Inhibit the AlkB Family DNA Repair Enzymes under Physiological Conditions.

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Title: Plasma 2-hydroxyglutarate and hexanoylcarnitine levels are potential biomarkers for skeletal muscle toxicity in male Fischer 344 rats.

Journal: The Journal of toxicological sciences 20170101

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Journal: Journal of inherited metabolic disease 20160101

Title: Inhibition of mutant IDH1 decreases D-2-HG levels without affecting tumorigenic properties of chondrosarcoma cell lines.

Journal: Oncotarget 20150520

Title: Rotenone Stereospecifically Increases (S)-2-Hydroxyglutarate in SH-SY5Y Neuronal Cells.

Journal: Chemical research in toxicology 20150518

Title: Selective inhibition of mutant isocitrate dehydrogenase 1 (IDH1) via disruption of a metal binding network by an allosteric small molecule.

Journal: The Journal of biological chemistry 20150109

Title: An inhibitor of mutant IDH1 delays growth and promotes differentiation of glioma cells.

Journal: Science (New York, N.Y.) 20130503

Title: Metaphyseal chondromatosis combined with D-2-hydroxyglutaric aciduria in four patients.

Journal: Skeletal radiology 20121101

Title: IDH1 and IDH2 mutations in tumorigenesis: mechanistic insights and clinical perspectives.

Journal: Clinical cancer research : an official journal of the American Association for Cancer Research 20121015

Title: Detection of 'oncometabolite' 2-hydroxyglutarate by magnetic resonance analysis as a biomarker of IDH1/2 mutations in glioma.

Journal: Journal of molecular medicine (Berlin, Germany) 20121001

Title: 4-Hydroxy-2-oxoglutarate aldolase inactivity in primary hyperoxaluria type 3 and glyoxylate reductase inhibition.

Journal: Biochimica et biophysica acta 20121001

Title: Cannabinoid receptor antagonist-induced striated muscle toxicity and ethylmalonic-adipic aciduria in beagle dogs.

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Title: IDH mutations in acute myeloid leukemia.

Journal: Human pathology 20121001

Title: D-2-hydroxyglutarate produced by mutant IDH1 perturbs collagen maturation and basement membrane function.

Journal: Genes & development 20120915

Title: IDH1 mutations inhibit multiple α-ketoglutarate-dependent dioxygenase activities in astroglioma.

Journal: Journal of neuro-oncology 20120901

Title: 2-Hydroxyglutarate concentration in serum from patients with gliomas does not correlate with IDH1/2 mutation status or tumor size.

Journal: International journal of cancer 20120801

Title: IDH1 and IDH2 have critical roles in 2-hydroxyglutarate production in D-2-hydroxyglutarate dehydrogenase depleted cells.

Journal: Biochemical and biophysical research communications 20120706

Title: Progress in understanding 2-hydroxyglutaric acidurias.

Journal: Journal of inherited metabolic disease 20120701

Title: Molecular pathogenesis of IDH mutations in gliomas.

Journal: Brain tumor pathology 20120701

Title: Identification of additional IDH mutations associated with oncometabolite R(-)-2-hydroxyglutarate production.

Journal: Oncogene 20120510

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Journal: Journal of neuro-oncology 20120501

Title: Identifying malignant transformations in recurrent low grade gliomas using high resolution magic angle spinning spectroscopy.

Journal: Artificial intelligence in medicine 20120501

Title: Cancer-associated isocitrate dehydrogenase mutations inactivate NADPH-dependent reductive carboxylation.

Journal: The Journal of biological chemistry 20120427

Title: 2-hydroxyglutarate detection by magnetic resonance spectroscopy in IDH-mutated patients with gliomas.

Journal: Nature medicine 20120401

Title: Model-based confirmation of alternative substrates of mitochondrial electron transport chain.

Journal: The Journal of biological chemistry 20120330

Title: Transformation by the (R)-enantiomer of 2-hydroxyglutarate linked to EGLN activation.

Journal: Nature 20120322

Title: IDH mutations in primary myelofibrosis predict leukemic transformation and shortened survival: clinical evidence for leukemogenic collaboration with JAK2V617F.

Journal: Leukemia 20120301

Title: Non-invasive detection of 2-hydroxyglutarate and other metabolites in IDH1 mutant glioma patients using magnetic resonance spectroscopy.

Journal: Journal of neuro-oncology 20120301

Title: Mutations in isocitrate dehydrogenase 2 accelerate glioma cell migration via matrix metalloproteinase-2 and 9.

Journal: Biotechnology letters 20120301

Title: HIV-1 Tat protein directly induces mitochondrial membrane permeabilization and inactivates cytochrome c oxidase.

Journal: Cell death & disease 20120301

Title: IDH mutation impairs histone demethylation and results in a block to cell differentiation.

Journal: Nature 20120215

Title: L-2-hydroxyglutaric aciduria diagnosed in a young adult with progressive cerebellar ataxia and facial dyskinesia.

Journal: Revue neurologique 20120201

Title: An in vivo patient-derived model of endogenous IDH1-mutant glioma.

Journal: Neuro-oncology 20120201

Title: IDH2 mutations are frequent in angioimmunoblastic T-cell lymphoma.

Journal: Blood 20120201

Title: Detection of 2-hydroxyglutarate in IDH-mutated glioma patients by in vivo spectral-editing and 2D correlation magnetic resonance spectroscopy.

Journal: Science translational medicine 20120111

Title: Magnetic resonance of 2-hydroxyglutarate in IDH1-mutated low-grade gliomas.

Journal: Science translational medicine 20120111

Title: Detection of 2-hydroxyglutarate in formalin-fixed paraffin-embedded glioma specimens by gas chromatography/mass spectrometry.

Journal: Brain pathology (Zurich, Switzerland) 20120101

Title: Mutations in epigenetic modifiers in myeloid malignancies and the prospect of novel epigenetic-targeted therapy.

Journal: Advances in hematology 20120101

Title: Altered cancer cell metabolism in gliomas with mutant IDH1 or IDH2.

Journal: Current opinion in oncology 20120101

Title: Frequent mutation of isocitrate dehydrogenase (IDH)1 and IDH2 in cholangiocarcinoma identified through broad-based tumor genotyping.

Journal: The oncologist 20120101

Title: Combined inactivation of the Clostridium cellulolyticum lactate and malate dehydrogenase genes substantially increases ethanol yield from cellulose and switchgrass fermentations.

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Title: Decoding key nodes in the metabolism of cancer cells: sugar & spice and all things nice.

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Title: Molecular alterations of isocitrate dehydrogenase 1 and 2 (IDH1 and IDH2) metabolic genes and additional genetic mutations in newly diagnosed acute myeloid leukemia patients.

Journal: Journal of hematology & oncology 20120101

Title: Transgenic Introduction of a Glycolate Oxidative Cycle into A. thaliana Chloroplasts Leads to Growth Improvement.

Journal: Frontiers in plant science 20120101

Title: The Role of Mitochondrial NADPH-Dependent Isocitrate Dehydrogenase in Cancer Cells.

Journal: International journal of cell biology 20120101

Title: A L2HGDH initiator methionine codon mutation in a Yorkshire terrier with L-2-hydroxyglutaric aciduria.

Journal: BMC veterinary research 20120101

Title: L-2-hydroxyglutaric aciduria in two female Yorkshire terriers.

Journal: Journal of the American Animal Hospital Association 20120101

Title: The emerging role of fumarate as an oncometabolite.

Journal: Frontiers in oncology 20120101

Title: Production of 2-hydroxyglutarate by isocitrate dehydrogenase 1-mutated gliomas: an evolutionary alternative to the Warburg shift?

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Title: Role of medium- and short-chain L-3-hydroxyacyl-CoA dehydrogenase in the regulation of body weight and thermogenesis.

Journal: Endocrinology 20111201

Title: Isocitrate dehydrogenase mutations in gliomas: mechanisms, biomarkers and therapeutic target.

Journal: Current opinion in neurology 20111201

Title: Ollier disease and Maffucci syndrome are caused by somatic mosaic mutations of IDH1 and IDH2.

Journal: Nature genetics 20111106

Title: A lymphoblast model for IDH2 gain-of-function activity in d-2-hydroxyglutaric aciduria type II: novel avenues for biochemical and therapeutic studies.

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Title: Isocitrate dehydrogenase mutations: a challenge to traditional views on the genesis and malignant progression of gliomas.

Journal: Glia 20110801

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Title: Glutamate racemization and catabolism in Fusobacterium varium.

Journal: The FEBS journal 20110701

Title: Glioma-derived mutations in isocitrate dehydrogenase 2 beneficial to traditional chemotherapy.

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Title: Substrate specificity of 2-hydroxyglutaryl-CoA dehydratase from Clostridium symbiosum: toward a bio-based production of adipic acid.

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Title: Papillary thyroid carcinoma shows elevated levels of 2-hydroxyglutarate.

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Journal: Plant physiology 20110401

Title: The sodium-dependent di- and tricarboxylate transporter, NaCT, is not responsible for the uptake of D-, L-2-hydroxyglutarate and 3-hydroxyglutarate into neurons.

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Title: Isocitrate dehydrogenase mutations may be a protective mechanism in glioma patients.

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Title: Plant D-2-hydroxyglutarate dehydrogenase participates in the catabolism of lysine especially during senescence.

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Title: Novel biosynthesis of (R)-ethyl-3-hydroxyglutarate with (R)-enantioselective hydrolysis of racemic ethyl 4-cyano-3-hydroxybutyate by Rhodococcus erythropolis.

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Title: WHO-defined 'myelodysplastic syndrome with isolated del(5q)' in 88 consecutive patients: survival data, leukemic transformation rates and prevalence of JAK2, MPL and IDH mutations.

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Title: L-2-hydroxyglutaric aciduria and brain tumors.

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Title: Identification of the 2-hydroxyglutarate and isovaleryl-CoA dehydrogenases as alternative electron donors linking lysine catabolism to the electron transport chain of Arabidopsis mitochondria.

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Title: Metabolomic analysis identifies inflammatory and noninflammatory metabolic effects of genetic modification in a mouse model of Crohn's disease.

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Title: An overview of L-2-hydroxyglutarate dehydrogenase gene (L2HGDH) variants: a genotype-phenotype study.

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Title: The prognostic IDH1( R132 ) mutation is associated with reduced NADP+-dependent IDH activity in glioblastoma.

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Title: IDH1 and IDH2 mutations in gliomas and the associated induction of hypoxia-inducible factor and production of 2-hydroxyglutarate.

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Title: 2-hydroxyglutarate accumulation caused by IDH mutation is involved in the formation of malignant gliomas.

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Title: Metabolism, gliomas, and IDH1.

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Title: The common feature of leukemia-associated IDH1 and IDH2 mutations is a neomorphic enzyme activity converting alpha-ketoglutarate to 2-hydroxyglutarate.

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Journal: Investigacion clinica 20090901

Title: Sudden unexpected death in an infant with L-2-hydroxyglutaric aciduria.

Journal: European journal of pediatrics 20090801

Title: L-2-Hydroxyglutaric aciduria: pattern of MR imaging abnormalities in 56 patients.

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Title: L: -2-Hydroxyglutaric aciduria, a disorder of metabolite repair.

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Title: Measurement of D: -2-hydroxyglutarate dehydrogenase activity in cell homogenates derived from D: -2-hydroxyglutaric aciduria patients.

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Journal: European journal of paediatric neurology : EJPN : official journal of the European Paediatric Neurology Society 20090101

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Title: Tracing the origin of L-2-hydroxyglutaric aciduria in a family.

Journal: The International journal of neuroscience 20090101

Title: L-2-hydroxyglutaric aciduria: identification of ten novel mutations in the L2HGDH gene.

Journal: Journal of inherited metabolic disease 20081201

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SDS
Tags:2889-31-8 Molecular Formula|2889-31-8 MDL|2889-31-8 SMILES|2889-31-8 2-hydroxypentanedioic acid
Catalog No.: AA00BI38
2889-31-8,MFCD18642138
2889-31-8 | 2-hydroxypentanedioic acid
Pack Size: 5mg
Purity: ≥95%
in stock
$143.00 $100.00
Pack Size: 10mg
Purity: ≥95%
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$199.00 $139.00
Pack Size: 25mg
Purity: ≥95%
in stock
$348.00 $243.00
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Technical Information
Catalog Number: AA00BI38
Chemical Name: 2-hydroxypentanedioic acid
CAS Number: 2889-31-8
Molecular Formula: C5H8O5
Molecular Weight: 148.1140
MDL Number: MFCD18642138
SMILES: C(CC(=O)O)C(C(=O)O)O
Properties
Complexity: 141  
Covalently-Bonded Unit Count: 1  
Defined Atom Stereocenter Count: 0  
Defined Bond Stereocenter Count: 0  
Formal Charge: 0  
Heavy Atom Count: 10  
Hydrogen Bond Acceptor Count: 5  
Hydrogen Bond Donor Count: 3  
Isotope Atom Count: 0  
Rotatable Bond Count: 4  
Undefined Atom Stereocenter Count: 1  
Undefined Bond Stereocenter Count: 0  
XLogP3: -1  
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