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C0283

Sigma-Aldrich

L-Carnitine hydrochloride

≥98%, synthetic

Synonym(s):

(−)-β-Hydroxy-γ-(trimethylammonio)butyrate, Vitamin BT

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About This Item

Linear Formula:
(CH3)3N+CH2CH(OH)CH2CO2H · Cl-
CAS Number:
6645-46-1
Molecular Weight:
197.66
EC Number:
229-663-6
MDL number:
MFCD00066100
UNSPSC Code:
12352106
PubChem Substance ID:
24892246
NACRES:
NA.79

product name

L-Carnitine hydrochloride, synthetic, ≥98%

biological source

synthetic

Quality Level

300

assay

≥98%

form

powder

color

white

mp

142 °C

application(s)

cell analysis

SMILES string

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

InChI

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

InChI key

JXXCENBLGFBQJM-FYZOBXCZSA-N

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Application

L-Carnitine hydrochloride has been used to study ergothioneine transporter SLC22A4 and carnitine transporter SLC22A5. It has also been used to allow the entry of palmitic acid into the mitochondria.

Biochem/physiol Actions

Carnitine is biosynthesized from lysine. It 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.

pictograms

Exclamation mark
GHS07

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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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K Kasperek et al.
Polish journal of veterinary sciences, 21(4), 811-813 (2019-01-04)
The aim of our study was to determine the influence of L-carnitine (L-CAR) on the cellular parameters of hen erythrocytes during a 48 hour exposure to L-CAR at concentrations of 25, 50 and 100 µg/mL in nutrient-deficient medium. Cell morphology
R E L Cabral et al.
Andrology, 6(1), 236-246 (2017-10-04)
Doxorubicin has been largely used in anticancer therapy in adults, adolescents, and children. The efficacy of l-carnitine as an antioxidant substance has been confirmed both in humans and rats. Carnitine, present in testis and epididymis, is involved in sperm maturation.
Isabelle Lelong-Rebel et al.
Anticancer research, 28(1A), 55-68 (2008-04-04)
Two chemosensitive cell lines, LoVo-fusoid (LoVo-f) and LoVo-small cells (LoVo-sc) were derived from the original LoVo cell line. These two variants and the multidrug-resistant (MDR) cell line LoVo-Dox were screened for various properties. In non-permeabilized cells, only LoVo-sc showed mucin-2
Giulia Mollica et al.
Digestive and liver disease : official journal of the Italian Society of Gastroenterology and the Italian Association for the Study of the Liver, 52(3), 314-323 (2019-10-15)
Non-alcoholic fatty liver disease (NAFLD) is a common cause of chronic liver disorder. NAFLD, associated lipotoxicity, fibrosis, oxidative stress, and altered mitochondrial metabolism, is responsible for systemic inflammation, which contributes to organ dysfunction in extrahepatic tissues, including the heart. We
Substrate discrimination by ergothioneine transporter SLC22A4 and carnitine transporter SLC22A5: Gain-of-function by interchange of selected amino acids
Petra Bacher.
Biochimica et Biophysica Acta, 1788(12), 2594-2602 (2009)
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