25518-49-4 Usage
Description
(3R)-3-(2-methylpropanoyloxy)-4-trimethylazaniumylbutanoate, also known as Isobutyryl-L-carnitine, is an optically active form of O-isobutyrylcarnitine with (R)-configuration. It belongs to the acylcarnitines class of compounds, which are derived from L-carnitine and play a crucial role in fatty acid metabolic pathways. The functions and roles of acyl-L-carnitines in various tissues, such as the brain, heart, and muscle, have garnered significant interest.
Uses
Used in Analytical Reference Standards:
(3R)-3-(2-methylpropanoyloxy)-4-trimethylazaniumylbutanoate is used as an analytical reference standard for the separation and identification of underivatized isobutyryl-L-carnitine in human plasma samples. This is achieved through the use of high-performance liquid chromatography coupled to tandem mass spectrometry (HPLC-MS/MS).
Used in Quantification of Analytes:
(3R)-3-(2-methylpropanoyloxy)-4-trimethylazaniumylbutanoate is also used as an analytical reference standard for the quantification of the analyte in human urine samples. This is done using liquid chromatography/electrospray ionization tandem mass spectrometry (LC/ESI-MS/MS).
Used in Pharmaceutical and Biomedical Research:
As a member of the acylcarnitines class, (3R)-3-(2-methylpropanoyloxy)-4-trimethylazaniumylbutanoate may have potential applications in pharmaceutical and biomedical research, particularly in the study of fatty acid metabolism and its role in various tissues and conditions.
Used in the Development of Drug Delivery Systems:
The compound may also be utilized in the development of novel drug delivery systems, aiming to enhance the delivery, bioavailability, and therapeutic outcomes of related compounds in the treatment of various diseases and conditions.
Biochem/physiol Actions
Isobutyryl-L-carnitine is a product of the acyl-CoA dehydrogenases (ACADs), which are a group of mitochondrial enzymes involved in the metabolism of fatty acids or branched-chain amino acids.
Check Digit Verification of cas no
The CAS Registry Mumber 25518-49-4 includes 8 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 5 digits, 2,5,5,1 and 8 respectively; the second part has 2 digits, 4 and 9 respectively.
Calculate Digit Verification of CAS Registry Number 25518-49:
(7*2)+(6*5)+(5*5)+(4*1)+(3*8)+(2*4)+(1*9)=114
114 % 10 = 4
So 25518-49-4 is a valid CAS Registry Number.
InChI:InChI=1/C11H21NO4/c1-8(2)11(15)16-9(6-10(13)14)7-12(3,4)5/h8-9H,6-7H2,1-5H3/t9-/m1/s1
25518-49-4Relevant articles and documents
An LC-MS/MS method to quantify acylcarnitine species including isomeric and odd-numbered forms in plasma and tissues
Giesbertz, Pieter,Ecker, Josef,Haag, Alexander,Spanier, Britta,Daniel, Hannelore
, p. 2029 - 2039 (2015/11/17)
Acylcarnitines are intermediates of fatty acid and amino acid oxidation found in tissues and body fluids. They are important diagnostic markers for inherited diseases of peroxisomal and mitochondrial oxidation processes and were recently described as biomarkers of complex diseases like the metabolic syndrome. Quantification of acylcarnitine species can become challenging because various species occur as isomers and/or have very low concentrations. Here we describe a new LC-MS/MS method for quantification of 56 acylcarnitine species with acyl-chain lengths from C2 to C18. Our method includes amino acid-derived positional isomers, like methacrylyl-carnitine (2-M-C3:1-CN) and crotonyl-carnitine (C4:1-CN), and odd-numbered carbon species, like pentadecanoyl-carnitine (C15:0-CN) and heptadecanoyl-carnitine (C17:0-CN), occurring at very low concentrations in plasma and tissues. Method validation in plasma and liver samples showed high sensitivity and excellent accuracy and precision. In an application to samples from streptozotocin-treated diabetic mice, we identified significantly increased concentrations of acylcarnitines derived from branched-chain amino acid degradation and of odd-numbered straight-chain species, recently proposed as potential biomarkers for the metabolic syndrome. In conclusion, the LC-MS/MS method presented here allows robust quantification of isomeric acylcarnitine species and extends the palette of acylcarnitines with diagnostic potential derived from fatty acid and amino acid metabolism.