L-A-HYDROXYGLUTARIC ACID DISODIUM)

Base Information

• Chemical Name: L-A-HYDROXYGLUTARIC ACID DISODIUM)
• CAS No.: 63512-50-5
• Molecular Formula: C₅H₆O₅*2Na
• Molecular Weight: 192.079
• Mol file: 63512-50-5.mol

Synonyms:L-alpha-Hydroxyglutaric acid, disodium salt;(S)-2-Hydroxypentanedioic acid;L-α-Hydroxyglutaric acid disodium salt;(2S)-2-Hydroxyglutaric acid disodium salt;Pentanedioic acid, 2-hydroxy-, disodium salt, (S)- (9CI);

Chemical Property of L-A-HYDROXYGLUTARIC ACID DISODIUM)

Chemical Property:

• Melting Point: >300°C
• PSA: 100.49000
• LogP: -3.37270
• Storage Temp.: −20°C
• Solubility.: Methanol (Very Slightly), Water (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

(2S)-2-HydroxyglutaricAcidDisodiumSalt ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• 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.
• 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.

Technology Process of L-A-HYDROXYGLUTARIC ACID DISODIUM)

There total 2 articles about L-A-HYDROXYGLUTARIC ACID DISODIUM) which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 62.0%

L-glutamic acid (56-86-0,21675-62-7,23009-64-5,25104-13-6,84960-48-5,25513-46-6) → (S)-2-hydroxypentanedioic acid, disodium salt (40951-21-1,55714-86-8,63512-50-5,103404-90-6)

Guidance literature:

L-glutamic acid; With potassium nitrite; sulfuric acid; In water; at -10 ℃;

With sodium hydroxide; Further stages.;

DOI:10.1002/hlca.200790195

Reference yield: 31.43%

(2S)-tetrahydro-5-oxofuran-2-carboxylic acid (21461-84-7) → (S)-2-hydroxypentanedioic acid, disodium salt (40951-21-1,55714-86-8,63512-50-5,103404-90-6)

Guidance literature:

With sodium hydroxide; In water; at 25 ℃; for 2h; pH=10;

DOI:10.7717/peerj.9438

Reference yield: 77.0%

4-nitrobenzyl chloride (100-14-1) + (S)-2-hydroxypentanedioic acid, disodium salt (40951-21-1,55714-86-8,63512-50-5,103404-90-6) → bis(4-nitrobenzyl) 2-hydroxypentanedioate

Guidance literature:

In N,N-dimethyl-formamide; at 120 ℃; for 6h;

DOI:10.1002/hlca.200790195

upstream raw materials:

L-glutamic acid

(2S)-tetrahydro-5-oxofuran-2-carboxylic acid

Downstream raw materials:

(S)-dimethyl 2-hydroxypentanedioate

(R)-5-Oxo-tetrahydro-furan-2-carboxylic acid 4-bromo-phenyl ester

(R)-2-(2-Nitro-benzoyloxy)-pentanedioic acid dimethyl ester

(R)-2-(2,6-Dinitro-benzoyloxy)-pentanedioic acid dimethyl ester

Refernces

• 1、 Heizmann, Gerhard,Pfleiderer, Wolfgang. "Pteridines Part CXVIII. Methanopterin, chemical approach and partial synthesis". . p. 1856 - 1873. Retrieved 2008/03/12.