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Merck
CN

61251

Palmitoyl-L-carnitine

≥97.0% (HPLC)

Synonym(s):

(2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxohexadecyl)oxy]-1-propanaminium inner salt, L-Carnitine hexadecanoyl ester, C16-Carnitine, Hexadecanoyl-L-carnitine

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About This Item

Empirical Formula (Hill Notation):
C23H45NO4
CAS Number:
2364-67-2
Molecular Weight:
399.61
Beilstein:
4152034
MDL number:
MFCD00152152
UNSPSC Code:
12352211
PubChem Substance ID:
329759410
NACRES:
NA.26

Key Documents

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Quality Level

100

Assay

≥97.0% (HPLC)

optical activity

[α]/D -17±2°, c = 1 in methanol

impurities

≤10% water

storage temp.

2-8°C

SMILES string

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

InChI

1S/C23H45NO4/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(27)28-21(19-22(25)26)20-24(2,3)4/h21H,5-20H2,1-4H3/t21-/m1/s1

InChI key

XOMRRQXKHMYMOC-OAQYLSRUSA-N

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Biochem/physiol Actions

L-Palmitoylcarnitine can change the activity of several enzymes and transporters, localized in the membrane and facilitates the transfer of long-chain fatty acids from cytoplasm into mitochondria during the oxidation of fatty acids. L-Palmitoylcarnitine accumulates in ischemic myocardium and potentially contribute to myocardial damage through alterations in membrane molecular dynamics.

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
BCCM4415
BCCK6026
BCCG1075
BCCD9584
BCBX7607

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Adolfas Toleikis et al.
Cells, 9(2) (2020-02-07)
Fatty acids are the main respiratory substrates important for cardiac function, and their oxidation is altered during various chronic disorders. We investigated the mechanism of fatty acid-oxidation-induced changes and their relations with mitochondrial morphology and ADP/ATP carrier conformation on the
Stephanie J Mihalik et al.
Obesity (Silver Spring, Md.), 18(9), 1695-1700 (2010-01-30)
Dysregulation of fatty acid oxidation (FAO) is recognized as important in the pathophysiology of obesity and insulin resistance (IR). However, demonstrating FAO defects in vivo in humans has entailed complex and invasive methodologies. Recently, the identification of genetic blocks in
Margaret-Ann M Nelson et al.
Amino acids, 51(1), 97-102 (2018-09-08)
Oxidative deamination of norepinephrine (NE) and dopamine (DA) by monoamine oxidase (MAO) generates the catecholaldehydes 3,4-dihydroxyphenylglycolaldehyde (DOPEGAL) and 3,4-dihydroxyphenylacetaldehyde (DOPAL), respectively, and H2O2. Catecholaldehydes are highly reactive electrophiles that have been implicated as causal factors in the etiology of neurodegenerative
Ji Young Kim et al.
Journal of proteome research, 9(9), 4368-4375 (2010-06-22)
Obesity is currently epidemic in many countries worldwide and is strongly related to diabetes and cardiovascular disease. This study investigated the differences in metabolomic profiling between overweight/obese and normal-weight men. Overweight/obese (n=30) and age-matched, normal-weight men (n=30) were included. Anthropometric
Sanne J C M Frambach et al.
Biochimica et biophysica acta. Molecular basis of disease, 1866(6), 165727-165727 (2020-02-20)
Mitochondrial complex I (CI), the first multiprotein enzyme complex of the OXPHOS system, executes a major role in cellular ATP generation. Consequently, dysfunction of this complex has been linked to inherited metabolic disorders, including Leigh disease (LD), an often fatal
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