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Merck

C0283

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:
Molecular Weight:
197.66
NACRES:
NA.79
PubChem Substance ID:
UNSPSC Code:
12352106
EC Number:
229-663-6
MDL number:
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Product Name

L-Carnitine hydrochloride, synthetic, ≥98%

biological source

synthetic

Quality Level

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

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 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.
Carnitine is biosynthesized from lysine. It might be associated with the energy production from branched chain amino acids.


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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves



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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
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)
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