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G3407 Sigma-Aldrich

Glutaric acid

99%

  • CAS Number 110-94-1

  • Linear Formula HOOC(CH2)3COOH

  • Molecular Weight 132.11

  •  Beilstein/REAXYS Number 1209725

  •  EC Number 203-817-2

  •  MDL number MFCD00004410

  •  PubChem Substance ID 24895125

  •  NACRES NA.22

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Properties

Related Categories Building Blocks, C1 to C5, Carbonyl Compounds, Carboxylic Acids, Chemical Synthesis,
Quality Level   200
assay   99%
bp   200 °C/20 mmHg (lit.)
mp   95-98 °C (lit.)
solubility   water: soluble 5 mg/mL, clear to slightly hazy, colorless to faintly yellow
  alcohol: soluble(lit.)
  chloroform: soluble(lit.)
SMILES string   OC(=O)CCCC(O)=O
InChI   1S/C5H8O4/c6-4(7)2-1-3-5(8)9/h1-3H2,(H,6,7)(H,8,9)
InChI key   JFCQEDHGNNZCLN-UHFFFAOYSA-N

Description

General description

Glutaric acid (Pentanedioic Acid) is a linear dicarboxylic acid. It has been prepared by oxidizing cyclopentane, cyclopentanol and cyclopentanone.

Glutaric acid is a pentanedioic acid. On exposure to X-rays, glutaric acid crystals generate two stable free radicals. These free radicals have been investigated by electron nuclear double resonance (ENDOR) technique. Presence of glutaric acid in urine and plasma is an indicator of type I glutaric aciduria (GA-I).

Glutaric acid is formed as an intermediate during the catabolism of lysine in mammals. Electron spin resonance spectra of radical (CO2H)CH2CH2CH(CO2H formed in glutaric acid crystal after γ-irradiation is reported to remains trapped in it. Polymorphism of Glycine-glutaric acid co-crystals has been studied by single crystal X-ray diffraction and Raman spectroscopy.

Application

Glutaric acid may be employed as starting reagent in the synthesis of glutaric anhydride.

Glutaric acid may be used for the following studies:
• Complexation with DL-lysine. Complexes have been reported to possess zwitterionic lysinium ions (positively charged) and semi-glutarate ions (negatively charged).
• Synthesis of complexes with L-arginine and L-histidine.
• Preparation of glycine-glutaric acid co-crystals. Phase transition studies of these cocrystals have been reported by single-crystal X-ray diffraction, polarized Raman spectroscopy and differential scanning calorimetry.

Packaging

25, 100, 500 g in poly bottle

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. G3407.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
GHS05  GHS05
Signal word 
Danger
Hazard statements 
Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 1
RTECS 
MA3740000
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles

Articles

Characteristic Metabolites for Inborn Errors of Amino Acid Metabolism

Inborn errors of metabolism are caused by changes in specific enzymatic reactions and hundreds of different such alterations, which affect about 1 of every 5000 newborns, have been characterized. The...
Keywords: Indicators, Metabolism, Metabolites

MSMLS Online Plate Map

Metabolite descriptors included with the software download upon purchase of the product include: Name, Parent CID, molecular formula, molecular weight, CAS, ChEBI, HMDB ID, PubChem Compound and Subst...
Keywords: Mass spectrometry, Metabolites

OAMLS Online Plate Map

OAMLS compounds are conveniently provided at 5µg per well, enough for multiple injections. These are high purity (>95%) compounds supplied in an economical, ready to use format. Compounds are arrange...
Keywords: Metabolites

Peer-Reviewed Papers
15

References

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