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Merck
CN

91388

Hexanoyl-L-carnitine

analytical standard

Synonym(s):

(2R)-3-Carboxy-N,N,N-trimethyl-2-[(1-oxohexyl)oxy]-1-propanaminium inner salt, (R)-Caproylcarnitine, n-Hexanoyl-L-carnitine, C6-Carnitine

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About This Item

Empirical Formula (Hill Notation):
C13H25NO4
CAS Number:
22671-29-0
Molecular Weight:
259.34
MDL number:
MFCD28580109
UNSPSC Code:
41116107
NACRES:
NB.21

Key Documents

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grade

analytical standard

Quality Level

100

Assay

≥97.0% (HPLC)

optical activity

[α]/D -21.0±2.0°, c = 0.1 in H2O

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(CCCCC)=O)CC([O-])=O

InChI

1S/C13H25NO4/c1-5-6-7-8-13(17)18-11(9-12(15)16)10-14(2,3)4/h11H,5-10H2,1-4H3/t11-/m1/s1

InChI key

VVPRQWTYSNDTEA-LLVKDONJSA-N

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General description

Hexanoyl-L-carnitine belongs to the class of straight-chain acylcarnitines, which are important biomarkers in the diagnosis of carnitine deficiency.

Application

Hexanoyl-L-carnitine may be used as an analytical reference standard for the quantification of the analyte in dried blood spots using high-performance liquid chromatography coupled to electrospray ionization tandem mass spectrometry (HPLC-ESI-MS/MS). Hexanoyl-L-carnitine may also be used as an analytical standard for the separation and identification of underivatized hexanoyl-L-carnitine in human plasma samples using 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.

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
BCCN3359
BCCK0299
BCCH8860
BCCF2213
BCBW6827

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Involvement of recognition and interaction of carnitine transporter in the decrease of L-carnitine concentration induced by pivalic acid and valproic acid
Okamura N, et al.
Pharmaceutical Research, 23(8), 1729-1735 (2006)
Ralph Fingerhut et al.
Analytical chemistry, 81(9), 3571-3575 (2009-03-28)
Electrospray ionization-tandem mass spectrometry (ESI-MS/MS) is increasingly used in newborn screening programs. Acylcarnitine profiles from dried blood spots (DBS) are used to detect fatty acid oxidation disorders, carnitine cycle disorders, and organic acidurias. Stored dried blood is also a valuable
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
Matrix effect?corrected liquid chromatography/tandem mass-spectrometric method for determining acylcarnitines in human urine
Abe K, et al.
Clinica Chimica Acta; International Journal of Clinical Chemistry, 468, 187-194 (2017)

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