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C9500

Sigma-Aldrich

(±)-Carnitine hydrochloride

≥98% (TLC)

Synonym(s):

β-Hydroxy-γ-(trimethylammonio)butyrate hydrochloride, (±)-Carnitine chloride, DL-Carnitine hydrochloride

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About This Item

Linear Formula:
(CH3)3N(Cl)CH2CH(OH)CH2COOH
CAS Number:
461-05-2
Molecular Weight:
197.66
Beilstein:
4163212
EC Number:
207-309-1
MDL number:
MFCD00011904
UNSPSC Code:
12352107
PubChem Substance ID:
24893161
NACRES:
NA.26

product name

(±)-Carnitine hydrochloride, ≥98% (TLC)

Quality Level

200

Assay

≥98% (TLC)

form

powder

color

white

SMILES string

[Cl-].C[N+](C)(C)CC(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

InChI key

JXXCENBLGFBQJM-UHFFFAOYSA-N

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Application

DL-Carnitine is a racemic mixture of the quaternary ammonium stereoisomers biologically active L-carnitine and biologically inactive D-carnitine. DL-Carnitine is used in comparative studies with the pure isomers.

Storage Class Code

11 - Combustible Solids

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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A A Spasov et al.
Vestnik Rossiiskoi akademii meditsinskikh nauk, 7(7), 20-27 (2006-08-24)
L-carnitine (L-beta-hydroxy-gamma-N,N,N-trimethylaminobutyric acid) is conditionally necessary for mitochondrial transport and metabolism of long-chain fatty acids, and thus for myocardial energetic metabolism. D-carnitine is not biologically active and might interfere with proper utilization of the L isomer, and so there are
A A Spasov et al.
Rossiiskii fiziologicheskii zhurnal imeni I.M. Sechenova, 91(12), 1469-1480 (2006-02-24)
L-Carnitine (L-beta-hydroxy-gamma-N,N,N-trimethylaminobutyric acid) plays an essential role in fatty acid transport in the mitochondrion. Conditions that appear to benefit from exogenous supplementation of L-carnitine include anorexia, chronic fatigue, cardiovascular disease, hypoglycemia, male infertility, muscular myopathies, renal failure and dialysis. D-Carnitine
A A Spasov et al.
Bulletin of experimental biology and medicine, 142(4), 458-460 (2007-04-07)
Serum concentration of L-carnitine, the mean thickness of the skeletal muscle fiber, and exercise performance in the forced swimming test decreased in rats receiving a carnitine-deficient diet. Treatment with L-carnitine compensated for carnitine deficiency, while racemate and D-stereoisomer did not
Sophie Schobesberger et al.
eLife, 9 (2020-04-02)
Cardiomyocyte β3-adrenoceptors (β3-ARs) coupled to soluble guanylyl cyclase (sGC)-dependent production of the second messenger 3',5'-cyclic guanosine monophosphate (cGMP) have been shown to protect from heart failure. However, the exact localization of these receptors to fine membrane structures and subcellular compartmentation
Yan Wu et al.
Apoptosis : an international journal on programmed cell death, 20(8), 1099-1108 (2015-05-23)
AML (acute myeloid leukemia) cells have a unique reliance on mitochondrial metabolism and fatty acid oxidation (FAO). Thus, blocking FAO is a potential therapeutic strategy to target these malignant cells. In the current study, we assessed plasma membrane carnitine transporters
View All Related Papers

Chromatograms

application for HPLC

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