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Merck

08984

Butyryl-L-carnitine

analytical standard

Sinónimos:

(2R)-3-Carboxy-N,N,N-trimethyl-2-(1-oxobutoxy)-1-propanaminium inner salt, Butanoyl-L-carnitine, C4-Carnitine

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Fórmula empírica (notación de Hill):
C11H21NO4
Número CAS:
Peso molecular:
231.29
UNSPSC Code:
41116107
NACRES:
NB.21
MDL number:
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grade

analytical standard

Quality Level

assay

≥97.0% (HPLC)

optical activity

[α]/D -23.0±2.0°, c = 0.1 in H2O

shelf life

limited shelf life, expiry date on the label

impurities

≤10.0% water

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

C[N+](C)(C)C[C@H](OC(CCC)=O)CC([O-])=O

InChI

1S/C11H21NO4/c1-5-6-11(15)16-9(7-10(13)14)8-12(2,3)4/h9H,5-8H2,1-4H3/t9-/m1/s1

InChI key

QWYFHHGCZUCMBN-SECBINFHSA-N

General description

Butyryl-L-carnitine is a naturally occurring compound belonging to the acylcarnitine class of compounds as listed in the human metabolome database (HMBD). These compounds are reported to be used as biomarkers in the diagnosis of carnitine deficiency. It acts as a carrier of long chain acyl groups from activated fatty acids across the inner mitochondrial membrane into the mitochondrial matrix where they undergo β-oxidation to acetyl CoA to obtain usable energy via the citric acid cycle.

Application

Butyryl-L-carnitine may be used as an analytical reference standard for the separation and identification of underivatized butyryl-L-carnitine in human plasma samples using high-performance liquid chromatography coupled to tandem mass spectrometry (HPLC-MS/MS). It may also be used as an analytical reference standard for the quantification of the analyte in biological samples using chromatography-based techniques.


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Clase de almacenamiento

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable



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Metabolomic analyses reveal extensive progenitor cell deficiencies in a mouse model of duchenne muscular dystrophy
Joseph J, et al.
Metabolites, 8(4), 61-61 (2018)
Exogenous carnitine application augments transport of fatty acids into mitochondria and stimulates mitochondrial respiration in maize seedlings grown under normal and cold conditions
Turk H, et al.
Cryobiology, 9, 97-103 (2019)
Ralph Fingerhut et al.
Analytical chemistry, 81(9), 3571-3575 (2009-03-28)
Electrospray ionization-tandem mass spectrometry (ESI-MS/MS) is increasingly used in newborn screening programs. Acylcarnitine profiles from dried blood spots (DBS) are used to detect fatty acid oxidation disorders, carnitine cycle disorders, and organic acidurias. Stored dried blood is also a valuable