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2-hydroxypentanedioic acid

CAS No.
40951-21-1
Chemical Name:
2-hydroxypentanedioic acid
Synonyms
2-HG (sodium salt);Disodium 2-hydroxyglutarate;Disodium 2-hydroxypentanedioate;α-Hydroxyglutaric acid (sodium);α-Hydroxyglutaric acid (disodium);DL-ALPHA-HYDROXYGLUTARIC ACID DISODI;2-Hydroxyglutaric Acid (sodium salt);α-Hydroxyglutaric Acid (sodium salt);2-Hydroxyglutaric Acid Disodium Salt;α-Hydroxyglutaric Acid (sodium salt)
CBNumber:
CB71456168
Molecular Formula:
C5H9NaO5
Molecular Weight:
172.11
MDL Number:
MFCD03939807
MOL File:
40951-21-1.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

2-hydroxypentanedioic acid Properties

Melting point >290?C (dec.)
storage temp. 2-8°C 2-8°C
solubility Methanol (Slightly), Water (Slightly)
form Solid
color White to Off-White
Water Solubility Soluble to 100 mM in water

SAFETY

Risk and Safety Statements

WGK Germany  3

2-hydroxypentanedioic acid price More Price(15)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich 94577 DL-α-Hydroxyglutaric acid disodium salt ≥95.0% (GC) 40951-21-1 100mg $177 2024-03-01 Buy
Sigma-Aldrich 94577 DL-α-Hydroxyglutaric acid disodium salt ≥95.0% (GC) 40951-21-1 500mg $687 2024-03-01 Buy
Cayman Chemical 16374 α-Hydroxyglutaric Acid (sodium salt) ≥95% 40951-21-1 10mg $49 2024-03-01 Buy
Cayman Chemical 16374 α-Hydroxyglutaric Acid (sodium salt) ≥95% 40951-21-1 25mg $109 2024-03-01 Buy
Cayman Chemical 16374 α-Hydroxyglutaric Acid (sodium salt) ≥95% 40951-21-1 100mg $403 2024-03-01 Buy
Product number Packaging Price Buy
94577 100mg $177 Buy
94577 500mg $687 Buy
16374 10mg $49 Buy
16374 25mg $109 Buy
16374 100mg $403 Buy

2-hydroxypentanedioic acid Chemical Properties,Uses,Production

Description

α-Hydroxyglutaric acid (2-HG) is an α-hydroxy acid. It is metabolized to 2-oxoglutarate by D- and L-2-hydroxyglutarate dehydrogenases, and mutations in these enzymes lead to 2-hydroxyglutaric aciduria, a neurometabolic disorder characterized by increased levels of L-2-hydroxyglutaric acid . 2-HG can also be metabolized from isocitrate by mutated forms of isocitrate dehydrogenase 1 (IDH1) and IDH2. 2-HG is structurally similar to α-ketoglutarate, the product of wild-type isocitrate dehydrogenases, and competitively inhibits α-ketoglutarate-dependent dioxygenases, including histone lysine demethylases and DNA hydroxylases.

Chemical Properties

White to Off-White Solid

Uses

2-Hydroxyglutaric acid is a potential inhibitor of glutamate carboxypeptidase.

Biochem/physiol Actions

D-(or R-) enantiomer of α-hydroxyglutaric acid is a cancer related biomarker of diagnostic value, whereas the L-(or S-) enantiomer of α-hydroxyglutaric acid is a biomarker for certain neurometabolic, inherited disorder diseases. It has no known physiological function in eukaryotes. It is toxic to the brain and increases the susceptibility to develop brain tumors.

in vitro

in humans the enzyme hydroxyacid-oxoacid transhydrogenase catalyzed the formation of d-α-hydroxyglutaric acid, while d-α-hydroxyglutaric acid is catalyzed by 2-hydroxyglutarate synthase in bacteria. recent study discovered heterozygous somatic mutations in the genes encoding isocitrate dehydrogenase-1 and -2 (idh1 and idh2) and these mutations could disable the enzymes' ability to convert 2-ketoglutarate to d-α-hydroxyglutarate. the authors also found heterozygous germline mutations in idh2 that alter enzyme residue in patients with d-2-hydroxyglutaric aciduria, a neurometabolic disorder characterized by supraphysiological levels of d-α-hydroxyglutaric acid [1].

in vivo

previous animal study demonstrated that the overexpression of the isocitrate dehydrogenase-1 (idh1) mutation resulted in detectable levels of d-α-hydroxyglutaric acid in a mouse glioma model that could be measured in vivo and noninvasively by mrs. results showed that this mouse model system was of potential application in establishing the relationships among d-α-hydroxyglutaric acid levels and treatment effect, outcomes, as well as other related and necessary variables to validate d-α-hydroxyglutaric acid as a clinically important biomarker for glioma [2].

storage

Store at -20°C

References

[1] kranendijk m,struys ea,van schaftingen e,gibson km,kanhai wa,van der knaap ms,amiel j,buist nr,das am,de klerk jb,feigenbaum as,grange dk,hofstede fc,holme e,kirk ep,korman sh,morava e,morris a,smeitink j,sukhai rn,vallance h,jakobs c,salomons gs. idh2 mutations in patients with d-2-hydroxyglutaric aciduria. science.2010 oct 15;330(6002):336.
[2] lazovic j,soto h,piccioni d,lou jr,li s,mirsadraei l,yong w,prins r,liau lm,ellingson bm,cloughesy tf,lai a,pope wb. detection of 2-hydroxyglutaric acid in vivo by proton magnetic resonance spectroscopy in u87 glioma cells overexpressing isocitrate dehydrogenase-1 mutation. neuro oncol.2012 dec;14(12):1465-72.

2-hydroxypentanedioic acid Preparation Products And Raw materials

Raw materials

Preparation Products

2-hydroxypentanedioic acid Suppliers

Global( 43)Suppliers
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TargetMol Chemicals Inc.
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J & K SCIENTIFIC LTD. 010-82848833 400-666-7788 jkinfo@jkchemical.com China 96815 76
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AdooQ BioScience, LLC +1 (866) 930-6790 info@adooq.com United States 2784 58
Sigma-Aldrich 021-61415566 800-8193336 orderCN@merckgroup.com China 51471 80
Chengdu Chuangkecheng Biological Technology Co., Ltd. 028-028-0000000 13008177686 sales@ckcbiotech.com China 738 55
Shanghai EFE Biological Technology Co., Ltd. 021-65675885 18964387627 info@efebio.com China 9708 58
Beyond Pharmaceutical Co., Ltd +86-0571-81953185; 15381198709 +86-15381198709 jasonyao@beyond-pharma.com China 837 60

2-hydroxypentanedioic acid Spectrum

DL-ALPHA-HYDROXYGLUTARIC ACID DISODI (RS)-2-Hydroxypentanedioic acid disodium salt Disodium 2-hydroxyglutarate Pentanedioic acid, 2-hydroxy-, disodiuM salt 2-Hydroxypentanedioic Acid SodiuM Salt DL-α-Hydroxyglutaric acid disodiuM salt 2-Hydroxyglutaric Acid Disodium Salt 2-Hydroxyglutaric Acid DisodiuM Salt, contains up to 10% Methanol 2-HG (sodium salt) α-Hydroxyglutaric Acid (sodium salt) 2-Hydroxyglutaric Acid (sodium salt) DL-alpha-Hydroxyglutaric acid disodium salt DL-α-Hydroxyglutaric?acid?disodium?salt Disodium 2-hydroxypentanedioate α-Hydroxyglutaric acid (sodium) α-Hydroxyglutaric acid (disodium) D,L-2-Hydroxyglutaric acid disodium salt DL α Hydroxyglutaric acid disodium salt,DLαHydroxyglutaric acid disodium salt α-Hydroxyglutaric Acid (sodium salt) 40951-21-1 Other APIs Aliphatics Inhibitors