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2-Hexanamidoacetic acid

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2-Hexanamidoacetic acid Basic information

Product Name:
2-Hexanamidoacetic acid
Synonyms:
  • Glycine, N-(1-oxohexyl)-
  • Hexanoylglycine
  • N-(1-oxohexyl)-glycine
  • N-caproylglycine
  • (Hexanol Glycine)
  • Caproylglycine
  • n-Hexanoylglycine
  • NSC 224460
CAS:
24003-67-6
MF:
C8H15NO3
MW:
173.21
Product Categories:
  • Aliphatics
  • Amino Acids & Derivatives
Mol File:
24003-67-6.mol
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2-Hexanamidoacetic acid Chemical Properties

Melting point:
90-92°C
Boiling point:
387.2±25.0 °C(Predicted)
Density 
1.074±0.06 g/cm3(Predicted)
storage temp. 
Refrigerator
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
3.60±0.10(Predicted)
color 
White to Off-White
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2-Hexanamidoacetic acid Usage And Synthesis

Description

Hexanoyl glycine is an acylated amino acid that is used as a urinary biomarker for several indications. It is normally biosynthesized from hexanoyl-CoA and glycine by the mitochondrial enzyme glycine N-acyltransferase. Increased urinary excretion of hexanoyl glycine in humans is indicative of a deficiency in medium-chain acyl-CoA dehydrogenase. Increased urinary hexanoyl glycine can also be used as a biomarker for exposure to gamma radiation. Levels of hexanyl glycine can also be elevated during cancer, while they are decreased 20-fold in mice following treatment with the PPARα ligand Wy 14643.

Chemical Properties

White Solid

Uses

An acylaminoacid derivative as antipsychotic drug.

Definition

ChEBI: An N-acylglycine in which the acyl group is specified as hexanoyl.

References

[1] K Y TSERNG. Abnormal urinary excretion of unsaturated dicarboxylic acids in patients with medium-chain acyl-CoA dehydrogenase deficiency.[J]. Journal of Lipid Research, 1990, 31 5: 763-771.
[2] JOHN B TYBURSKI. Radiation metabolomics. 1. Identification of minimally invasive urine biomarkers for gamma-radiation exposure in mice.[J]. Radiation research, 2008, 170 1: 1-14. DOI: 10.1667/rr1265.1
[3] FEI LI. Metabolomics reveals that tumor xenografts induce liver dysfunction.[J]. Molecular & cellular proteomics?: MCP, 2013: 2126-2135. DOI: 10.1074/mcp.m113.028324
[4] YUEYING ZHEN. Metabolomic and genetic analysis of biomarkers for peroxisome proliferator-activated receptor alpha expression and activation.[J]. Molecular endocrinology, 2007: 2136-2151. DOI: 10.1210/me.2007-0150

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