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Merck
CN

91298

3-Hydroxyisovaleryl-L-carnitine

analytical standard

Synonym(s):

(2R)-3-Carboxy-2-(3-hydroxy-3-methyl-1-oxobutoxy)-N,N,N-trimethyl-1-propanaminium inner salt

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About This Item

Empirical Formula (Hill Notation):
C12H23NO5
CAS Number:
99159-87-2
Molecular Weight:
261.31
Beilstein:
10549761
MDL number:
MFCD32061910
UNSPSC Code:
41116107
NACRES:
NA.24

Key Documents

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grade

analytical standard

Quality Level

100

Assay

≥90.0% (HPLC)

optical activity

[α]/D -17.0±2.0°, c = 0.1 in H2O

shelf life

limited shelf life, expiry date on the label

impurities

≤15% water (calc. on elemental analysis)

application(s)

clinical testing

format

neat

storage temp.

2-8°C

SMILES string

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

InChI

1S/C12H23NO5/c1-9(2)6-11(16)18-12(17,7-10(14)15)8-13(3,4)5/h9,17H,6-8H2,1-5H3

InChI key

DHRNMNHPSWBJEN-UHFFFAOYSA-N

Related Categories

Biochem/physiol Actions

3-Hydroxyisovaleryl-L-carnitine is an endogenous metabolite that can result from impairment in the leucine catabolic pathway. 3-Hydroxyisovaleryl-L-carnitine was observed in plasma and urine of patient with isolated 3-methylcrotonyl-CoA carboxylase deficiency and is used as biomarker of biotin deficiency in humans and other metabolic disorders.

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
BCCN5584
BCCJ9013
BCCD4258
BCCD1947
BCBX5390

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3-Hydroxyisovalerylcarnitine in 3-methylcrotonyl-CoA carboxylase deficiency.
van Hove, J.L.K., et al.
Journal of inherited metabolic disease, 18, 592-601 (1995)
Urinary Excretion of 3-Hydroxyisovaleryl Carnitine Is an Early and Sensitive Indicator of Marginal Biotin Deficiency in Humans.
Stratton, S.L., et al.
The Journal of Nutrition, 141, 353-358 (2011)
Plasma concentration of 3-hydroxyisovaleryl carnitine is an early and sensitive indicator of marginal biotin deficiency in humans.
Stratton, S.L., et al.
American Journal of Clinical Nutrition, 92, 1399-1405 (2010)
Quantitative Measurement of Urinary Excretion of 3-Hydroxyisovaleryl Carnitine by LC-MS/MS as an Indicator of Biotin Status in Humans.
Horvath, T.D., et al.
Analytical Chemistry, 82, 9543-9548 (2010)

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