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61251

Sigma-Aldrich

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
UNSPSC Code:
12352211
PubChem Substance ID:
329759410
NACRES:
NA.26

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

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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Margaret-Ann M Nelson et al.
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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
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
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
Katherine A Overmyer et al.
Cell metabolism, 21(3), 468-478 (2015-03-05)
Maximal exercise-associated oxidative capacity is strongly correlated with health and longevity in humans. Rats selectively bred for high running capacity (HCR) have improved metabolic health and are longer-lived than their low-capacity counterparts (LCR). Using metabolomic and proteomic profiling, we show
Sang Hoon Lee et al.
Journal of controlled release : official journal of the Controlled Release Society, 311-312, 74-84 (2019-09-06)
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