We have not tested the solubility of this product in either solvent. However, other sources have stated that this chemical is soluble in water and insoluble in organic solvents. Additional information may be found in the Peer Reviewed Papers available for this compound. Please see the link below to review: https://www.sigmaaldrich.com/US/en/search/59464?focus=papers&page=1&perpage=30&sort=relevance&term=59464&type=citation_search
59464
Trisodium 2-methylcitrate, racemic mixture of diastereomers
≥85% (mixture of diastereomers, NMR)
Synonym(s):
Trisodium 3-carboxy-3-hydroxy-2-methyl-pentanedioate
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About This Item
Empirical Formula (Hill Notation):
C7H7Na3O7
CAS Number:
Molecular Weight:
272.10
MDL number:
UNSPSC Code:
12352107
PubChem Substance ID:
NACRES:
NA.25
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Quality Level
assay
≥85% (mixture of diastereomers, NMR)
form
solid
impurities
≤5% water
SMILES string
[Na+].[Na+].[Na+].CC(C([O-])=O)C(O)(CC([O-])=O)C([O-])=O
InChI
1S/C7H10O7.3Na/c1-3(5(10)11)7(14,6(12)13)2-4(8)9;;;/h3,14H,2H2,1H3,(H,8,9)(H,10,11)(H,12,13);;;/q;3*+1/p-3
InChI key
HPLKAWNRQOHUKD-UHFFFAOYSA-K
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1 of 4
This Item | 772461 | 729531 | P2371 |
|---|---|---|---|
| assay ≥85% (mixture of diastereomers, NMR) | assay ≥98% (CP) | assay 97% (CP) | assay ≥95% (NMR) |
| form solid | form solid | form liquid | form solid |
| Quality Level 100 | Quality Level - | Quality Level - | Quality Level 100 |
| impurities ≤5% water | impurities - | impurities - | impurities - |
Application
2-Methylcitrate is a component of the 2-methylcitric acid (2-MCA) cycle that utilizes propionate as a source of carbon and energy in bacteria. Trisodium 2-methylcitrate may be used to study this pathway
Biochem/physiol Actions
MCA is a diagnostic marker metabolite which cumulates in body fluids of patients suffering from the following inherited metabolic diseases: propionic acidemia (PA), methylmalonic aciduris (MMA), holocarboxylase synthetase deficiency (HCSD)[1][2]. There MCA occurs as a mixture of (2S,3S)- and (2R,3S)-stereoisomers.
Packaging
Bottomless glass bottle. Contents are inside inserted fused cone.
Storage Class
11 - Combustible Solids
wgk_germany
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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S Cheema-Dhadli et al.
Pediatric research, 9(12), 905-908 (1975-12-01)
2-Methylcitrate was tested in vitro on enzymes which interact with citrate and isocitrate. It was found to inhibit citrate synthase, aconitase, the NAD+- and NADP+-linked isocitrate dehydrogenase. This inhibition was competitive in nature except in the case of aconitase, and
Sagar Chittori et al.
Journal of structural biology, 174(1), 58-68 (2010-10-26)
2-Methylcitric acid (2-MCA) cycle is one of the well studied pathways for the utilization of propionate as a source of carbon and energy in bacteria such as Salmonella typhimurium and Escherichia coli. 2-Methylcitrate synthase (2-MCS) catalyzes the conversion of oxaloacetate
Characterization of the 1H and 13C NMR spectra of methylcitric acid.
Krawczyk, H. and Martyniuk, T.
Spectrochimica Acta Part A: Molecular Spectroscopy, 67, 298-305 (2007)
Preliminary X-ray crystallographic analysis of 2-methylcitrate synthase from Salmonella typhimurium.
Sagar Chittori et al.
Acta crystallographica. Section F, Structural biology and crystallization communications, 66(Pt 4), 467-470 (2010-04-13)
Analysis of the genomic sequences of Escherichia coli and Salmonella typhimurium has revealed the presence of several homologues of the well studied citrate synthase (CS). One of these homologues has been shown to code for 2-methylcitrate synthase (2-MCS) activity. 2-MCS
Sergio Palacios et al.
Journal of bacteriology, 185(9), 2802-2810 (2003-04-18)
The studies reported here identify propionyl coenzyme A (propionyl-CoA) as the common intermediate in the 1,2-propanediol and propionate catabolic pathways of Salmonella enterica serovar Typhimurium LT2. Growth on 1,2-propanediol as a carbon and energy source led to the formation and
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Hi, To make a stock solution, I tried methanol first but it didn't disolve the compound, so I added same amount of DI water as the amount of methanol to the solution, the solution became clear. Do you think the compund still okay, just x2 diluted? 5
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