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Merck
CN

22018

Sigma-Aldrich

L-Carnitine inner salt

≥99.0% (NT)

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:
Molecular Weight:
161.20
Beilstein:
4292315
EC Number:
MDL number:
UNSPSC Code:
12352200
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Assay

≥99.0% (NT)

optical activity

[α]20/D −31±1°, c = 10% in H2O

ign. residue

≤0.1% (as SO4)

loss

≤0.1% loss on drying

mp

197-212 °C (lit.)

solubility

H2O: 0.1 g/mL at 20 °C, clear, colorless

cation traces

Ca: ≤10 mg/kg
Cd: ≤5 mg/kg
Co: ≤5 mg/kg
Cr: ≤5 mg/kg
Cu: ≤5 mg/kg
Fe: ≤5 mg/kg
K: ≤50 mg/kg
Mg: ≤5 mg/kg
Mn: ≤5 mg/kg
Na: ≤100 mg/kg
Ni: ≤5 mg/kg
Pb: ≤5 mg/kg
Zn: ≤5 mg/kg

storage temp.

2-8°C

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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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.

Other Notes

Review. Carnitine and its role in fatty acid metabolism

Regulatory Information

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Jesper T Troelsen et al.
Gastroenterology, 125(6), 1686-1694 (2004-01-16)
Intestinal lactase activity declines during childhood in some humans. This phenotypic polymorphism of lactase persistence or nonpersistence into adult life has been shown in a recent study to be 100% associated with a T/C nucleotide polymorphism at position -13910 and
J. Bremer
Trends in Biochemical Sciences, 2, 207-207 (1977)

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