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89151

Supelco

Dimethylmalonic acid

Standard for quantitative NMR, TraceCERT®, Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

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About This Item

Fórmula lineal:
(CH3)2C(COOH)2
Número de CAS:
595-46-0
Peso molecular:
132.11
Beilstein/REAXYS Number:
774375
EC Number:
209-867-1
MDL number:
MFCD00004193
UNSPSC Code:
41116107
PubChem Substance ID:
329769707
NACRES:
NA.24

grade

Standard for quantitative NMR
certified reference material
TraceCERT®

Quality Level

300

description

qNMR Standard for D2O and organic solvents (1.3 - 1.4 ppm)

shelf life

limited shelf life, expiry date on the label

manufacturer/tradename

Manufactured by: Sigma-Aldrich Production GmbH, Switzerland

technique(s)

gas chromatography (GC): suitable
qNMR: suitable

mp

191-193 °C (lit.)

application(s)

cleaning products
cosmetics
flavors and fragrances
food and beverages
personal care
pharmaceutical

format

neat

storage temp.

2-8°C

SMILES string

CC(C)(C(O)=O)C(O)=O

InChI

1S/C5H8O4/c1-5(2,3(6)7)4(8)9/h1-2H3,(H,6,7)(H,8,9)

InChI key

OREAFAJWWJHCOT-UHFFFAOYSA-N

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General description

This certified reference material (CRM) is produced and certified in accordance with ISO/IEC 17025 and ISO 17034. This CRM is traceable to primary material from an NMI, e.g. NIST or NMIJ.
Certified content by quantitative NMR incl. uncertainty and expiry date are given on the certificate.
Download your certificate at: http://www.sigma-aldrich.com.

Check out our entire range of quantitative NMR standards (qNMR standards)

Application


  • Metabolic enzyme research: A study involving ECHDC1 knockout mice, which affect metabolism of branched-chain fatty acids, referenced the role of derivatives like dimethylmalonic acid in understanding metabolic disorders. This research is significant for biochemical studies related to metabolism and enzyme function (Dewulf et al., 2021).

  • NMR-based metabolomics: Utilizing NMR techniques, researchers have analyzed metabolites in biological samples, demonstrating the utility of dimethylmalonic acid in enhancing the resolution of metabolic profiling. This methodology is valuable in biochemical research, especially in studying complex biological matrices (Tang & Hatzakis, 2020).

Other Notes

Chemical Shift: 1.3 - 1.4 ppm (chemical shifts may slightly vary depending on the experimental conditions)
suitable NMR solvents: MeOD, D2O, DMSO-d6

Recommended products

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

Legal Information

TraceCERT is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Choose from one of the most recent versions:

Certificados de análisis (COA)

Lot/Batch Number
BCCJ8228
BCBT7621
BCCB0292
BCBL6998V
BCBG4555V

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M Phillips et al.
Clinical chemistry, 38(1), 60-65 (1992-01-01)
We describe a method for the collection and microanalysis of the volatile organic compounds in human breath. A transportable apparatus supplies subjects with purified air and samples their alveolar breath; the volatile organic compounds are captured in an adsorptive trap
O Kniemeyer et al.
Applied and environmental microbiology, 65(8), 3319-3324 (1999-07-31)
The microbial capacity to degrade simple organic compounds with quaternary carbon atoms was demonstrated by enrichment and isolation of five denitrifying strains on dimethylmalonate as the sole electron donor and carbon source. Quantitative growth experiments showed a complete mineralization of
James R Harbridge et al.
Journal of magnetic resonance (San Diego, Calif. : 1997), 159(2), 195-206 (2002-12-17)
The effects of methyl rotation on electron spin-lattice relaxation times were examined by pulsed electron paramagnetic resonance for the major radicals in gamma-irradiated polycrystalline alpha-amino isobutyric acid, dimethyl-malonic acid, and L-valine. The dominant radical is the same in irradiated dimethyl-malonic
P A Frey et al.
Science (New York, N.Y.), 264(5167), 1927-1930 (1994-06-24)
Spectroscopic properties of chymotrypsin and model compounds indicate that a low-barrier hydrogen bond participates in the mechanism of serine protease action. A low-barrier hydrogen bond between N delta 1 of His57 and the beta-carboxyl group of Asp102 in chymotrypsin can
J Schneede et al.
Analytical chemistry, 67(5), 812-819 (1995-03-01)
Methylmalonic acid (MMA) in serum is an established marker of cobalamin deficiency. MMA and other short-chain dicarboxylic acids react with 1-pyrenyldiazomethane to form stable, highly fluorescent 1-pyrenylmethyl monoesters. We have analyzed these esters in human blood by capillary electrophoresis (CE)
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