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Propionyl-L-carnitine

analytical standard

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Synonym(s):
(2R)-3-Carboxy-N,N,N-trimethyl-2-(1-oxopropoxy)-1-propanaminium inner salt, L-Carnitine propionyl ester, C3-Carnitine, Propanoyl-L-carnitine
Empirical Formula (Hill Notation):
C10H19NO4
CAS Number:
20064-19-1
Molecular Weight:
217.26
MDL number:
MFCD00870024
UNSPSC Code:
41116107
NACRES:
NB.21

grade

analytical standard

Quality Level

100

Assay

≥94.0% (HPLC)

optical activity

[α]/D -24.0±2.0°, c = 0.2 in H2O

shelf life

limited shelf life, expiry date on the label

impurities

≤13% water ((calculated from elemental analysis)

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

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

InChI

1S/C10H19NO4/c1-5-10(14)15-8(6-9(12)13)7-11(2,3)4/h8H,5-7H2,1-4H3/t8-/m1/s1

InChI key

UFAHZIUFPNSHSL-MRVPVSSYSA-N

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General description

Propionyl-L-carnitine (PLC), a natural odd-carbon-number, endogenous ester of L-carnitine, is found to be present in humans and animals as a minor component compared to L-carnitine (LC) and acetyl-L-carnitine (ALC). It acts as a carrier of long chain acyl groups from activated fatty acids across the inner mitochondrial membrane into the mitochondrial matrix where they undergo β-oxidation to acetyl CoA to obtain usable energy via the citric acid cycle.

Application

Propionyl-L-carnitine may be used as an analytical reference standard for the quantification of the analyte in biological samples using chromatography-based techniques. It may also be used as an analytical standard in monitoring the analyte in chemical synthesis procedures and pharmaceutical formulations using a stereospecific enzyme assay and high-performance liquid chromatography technique with UV detection.

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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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Application of high-performance liquid chromatography to the analysis of propionyl-L-carnitine by a stereospecific enzyme assay
Marzo A, et al.
Journal of Chromatography A, 459, 313-317 (1988)
Determination of L-carnitine, acetyl-L-carnitine and propionyl-L-carnitine in human plasma by high-performance liquid chromatography after pre-column derivatization with 1-aminoanthracene
Longo A, et al.
Journal of Chromatography. B, Biomedical Sciences and Applications, 686(2), 129-139 (1996)
Quantitation of L?carnitine, acetyl?L?carnitine, propionyl?L?carnitine and their deuterated analogues by high?performance liquid chromotography tandem mass spectrometry
Tallarico C , et al.
Rapid Communications in Mass Spectrometry, 12(7), 403-409 (1998)

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