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C0158

Sigma-Aldrich

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
Beilstein:
4292315
EC Number:
208-768-0
MDL number:
MFCD00038747
UNSPSC Code:
12352209
PubChem Substance ID:
24892238
NACRES:
NA.79

product name

L-Carnitine inner salt, synthetic, ≥98%

biological source

synthetic

Quality Level

200

Assay

≥98%

form

powder

color

white

mp

197-212 °C (lit.)

application(s)

cell analysis
detection

SMILES string

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

InChI

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

InChI key

PHIQHXFUZVPYII-ZCFIWIBFSA-N

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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.

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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)
Multicenter trial of L-carnitine in maintenance hemodialysis patients. II. Clinical and biochemical effects.
Ahmad S
Kidney International, 38(5), 912-918 (1990)
Andrea Lenzi et al.
Fertility and sterility, 81(6), 1578-1584 (2004-06-15)
To determine the efficacy of combined l-carnitine and l-acetyl-carnitine therapy in infertile males with oligo-astheno-teratozoospermia. Placebo-controlled double-blind randomized trial. University tertiary referral center. Sixty infertile patients (aged 20-40 years) with the following baseline sperm selection criteria: concentration, 10 to 40
L-carnitine ameliorates the liver inflammatory response by regulating carnitine palmitoyltransferase I-dependent PPAR? signaling
Fang Jiang
Molecular Medicine Reports, 13(2) (2015)
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