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Merck

C0158

L-Carnitine inner salt

≥98%

Synonym(s):

(−)-(R)-3-Hydroxy-4-(trimethylammonio)butyrate, Vitamin BT

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About This Item

Linear Formula:
(CH3)3N+CH2CH(OH)CH2COO-
CAS Number:
541-15-1
Molecular Weight:
161.20
NACRES:
NA.79
PubChem Substance ID:
24892238
UNSPSC Code:
12352209
EC Number:
208-768-0
MDL number:
MFCD00038747
Beilstein/REAXYS Number:
4292315

Product Name

L-Carnitine inner salt, synthetic, ≥98%

InChI key

PHIQHXFUZVPYII-ZCFIWIBFSA-N

InChI

1S/C7H15NO3/c1-8(2,3)5-6(9)4-7(10)11/h6,9H,4-5H2,1-3H3/t6-/m1/s1

SMILES string

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

biological source

synthetic

assay

≥98%

form

powder

color

white

mp

197-212 °C (lit.)

application(s)

cell analysis
detection

Quality Level

200

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Application

L-Carnitine inner salt has been used as a component of an assay medium for Seahorse XF mitochondrial stress assay. It has also been orally administered to tumor-bearing mice, in order to study its effect on the regulation of peroxisome proliferator-activated receptor and thereby to analyse liver inflammatory response.

Biochem/physiol Actions

Carnitine biosynthesized from lysine. Carnitine facilitates fatty acid transport into the mitochondrial compartment. In skeletal and cardiac muscle tissue it acts as a metabolic cofactor. Carnitine might be associated with the energy production from branched chain amino acids.
Carnitine is a quaternary amine that occurs naturally in most mammalian tissue. It is present in relatively high concentrations in skeletal muscle and heart where it is involved in regulating energy metabolism. It shifts glucose metabolism from glycolysis to glycogen storage and enhances the transport of long chain fatty acids into the mitochondria where they are oxidized for energy production.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
WXBF7514V
WXBF5664V
WXBF3981V
WXBF4448V
WXBF2188V

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Sunil K Panchal et al.
Food & function, 6(8), 2496-2506 (2015-07-21)
Obesity and dyslipidaemia are metabolic defects resulting from impaired lipid metabolism. These impairments are associated with the development of cardiovascular disease and non-alcoholic fatty liver disease. Correcting the defects in lipid metabolism may attenuate obesity and dyslipidaemia, and reduce cardiovascular
L-carnitine ameliorates the liver inflammatory response by regulating carnitine palmitoyltransferase I-dependent PPAR? signaling
Fang Jiang
Molecular Medicine Reports, 13(2) (2015)
Multicenter trial of L-carnitine in maintenance hemodialysis patients. II. Clinical and biochemical effects.
Ahmad S
Kidney International, 38(5), 912-918 (1990)
Development of a high-throughput method for real-time assessment of cellular metabolism in intact long skeletal muscle fibre bundles
Rui Li
The Journal of Physiology, 594(24), 7197-7213 (2016)
N A Oey et al.
Placenta, 27(8), 841-846 (2005-11-23)
Carnitine plays an indispensable role in fatty acid oxidation. Previous studies revealed that fetal carnitine is derived from the mother via transplacental transfer. Recent studies demonstrated the presence and importance of an active fatty acid oxidation system in the human
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