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91503

Palmitoyl-L-carnitine

analytical standard

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
NACRES:
NB.21
UNSPSC Code:
41116107
MDL number:
MFCD00152152
Beilstein/REAXYS Number:
4152034
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grade

analytical standard

Quality Level

100

assay

≥95.0% (HPLC)

optical activity

[α]/D -17.0±2.0°, c = 1 in methanol

shelf life

limited shelf life, expiry date on the label

impurities

≤10% water

application(s)

clinical testing

format

neat

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

General description

Palmitoyl-L-carnitine (PLC) belongs to the class of long chain acylcarnitine compounds. It is an acyl-chain ester, which can be obtained from L-carnitine via acylcarnitine family transferase. PLC is reported to be used for the phospholipid reacylation in erythrocyte membrane ghosts.

Application

Palmitoyl-L-carnitine may be used as an analytical standard to quantify the analyte in biological samples of patients with continuous ambulatory peritoneal dialysis (CAPD) or automated peritoneal dialysis (APD) using high-performance liquid chromatography/tandem quadrupole mass spectrometry (HPLC-TQMS). The feasibility of adding L-carnitine to the peritoneal dialysis (PD) solution in APD-treated end-stage renal disease patients is investigated. It may also be used as an analytical reference standard for the separation and identification of underivatized palmitoyl-L-carnitine in human plasma samples using high-performance liquid chromatography coupled to tandem mass spectrometry (HPLC-MS/MS).

Other Notes

Find a digital Reference Material for this product available on our online platform ChemisTwin® for NMR. You can use this digital equivalent on ChemisTwin® for your sample identity confirmation and compound quantification (with digital external standard). An NMR spectrum of this substance can be viewed and an online comparison against your sample can be performed with a few mouseclicks. Learn more here and start your free trial.

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Storage Class

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
BCCP0505
BCCL7543
BCCH6125
BCCF5317
BCCD5685

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Role of carnitine and carnitine palmitoyltransferase as integral components of the pathway for membrane phospholipid fatty acid turnover in intact human erythrocytes
Arduini A, et al.
The Journal of Biological Chemistry, 267(18), 12673-12681 (1992)
L-Carnitine status in end-stage renal disease patients on automated peritoneal dialysis
Liberato DL , et al.
Journal of Nephrology, 27(6), 699-706 (2014)
Minzhi Peng et al.
Journal of chromatography. A, 1319, 97-106 (2013-10-31)
A simple HPLC-MS/MS method has been established to separate and identify underivatized acylcarnitine isomers. Human plasma samples were deproteinized and concentrated. Acylcarnitines were separated on a reverse phase column and detected with triple quadrupole linear ion trap mass spectrometry. Deuterium-labeled