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O-Acetyl-L-carnitine hydrochloride

analytical standard

Synonym: (R)-3-Acetoxy-4-(trimethylammonio)butyrate hydrochloride, ALC, ALCAR, R-(−)-2-Acetyloxy-3-carboxy-N,N,N-trimethyl-1-propanaminium chloride

  • CAS Number 5080-50-2

  • Empirical Formula (Hill Notation) C9H17NO4 · HCl

  • Molecular Weight 239.70

  •  Beilstein/REAXYS Number 4340103

  •  MDL number MFCD00082230

  •  NACRES NB.21

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Properties

Related Categories Amino Acid Metabolite Standards, Analytical Standards, Analytical/Chromatography, Biomarkers and Metabolomics Standards
Quality Level   100
grade   analytical standard
assay   ≥96.0% (HPLC)
  96.0-104.0% (AT)
form   powder or crystals
optical activity   [α]/D -27.0±2.0°, c = 0.2 in H2O
shelf life   limited shelf life, expiry date on the label
color   white to off-white
storage temp.   2-8°C
SMILES string   [Cl-].CC(=O)O[C@H](CC(O)=O)C[N+](C)(C)C
InChI   1S/C9H17NO4.ClH/c1-7(11)14-8(5-9(12)13)6-10(2,3)4;/h8H,5-6H2,1-4H3;1H/t8-;/m1./s1
InChI key   JATPLOXBFFRHDN-DDWIOCJRSA-N

Description

General description

Acetyl carnitine is one of the major acylcarnitines produced during the transport of long-chain fatty acids in the body.

Application

O-Acetyl-L-carnitine hydrochloride may be used as a precursor for the preparation of O-Acetyl-L-carnitine, which in turn may be used as an analytical reference standard for the determination of the analyte in biological samples by hydrophilic interaction liquid chromatography-tandem mass spectrometry (HILIC-MS/MS) technique.

Biochem/physiol Actions

Endogenous mitochondrial metabolite that transports acetyl groups across the mitochondrial membrane. Exogenous acetylcarnitine enhances mitochondrial function in aged rats. As an acetate donor to coenzyme A, it increases the central and peripheral acetylcholine synthesis and function. Acetylcarnitine has antinociceptive activity that may be mediated by enhanced activity of muscarinic cholinergic receptors or mGlu2 glutamate receptors.

Safety & Documentation

Safety Information

Symbol 
GHS07  GHS07
Signal word 
Warning
Hazard statements 
Precautionary statements 
Target organs 
Respiratory system
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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