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Merck
CN

41405

(R)-3-Methyl-2-oxovaleric acid lithium salt hydrate

≥95.0% (TLC)

Synonym(s):

(R)-3-Methyl-2-oxopentanoic acid lithium salt, (R)-Ketoisoleucine lithium salt, Lithium (R)-3-methyl-2-oxovalerate

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About This Item

Empirical Formula (Hill Notation):
C6H9LiO3 · xH2O
Molecular Weight:
136.07 (anhydrous basis)
UNSPSC Code:
12352106
PubChem Substance ID:
329756099
NACRES:
NA.25
MDL number:
MFCD22666018

Key Documents

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Product Name

(R)-3-Methyl-2-oxovaleric acid lithium salt hydrate, ≥95.0% (TLC)

SMILES string

[Li+].O.CC[C@@H](C)C(=O)C([O-])=O

InChI key

PTRNELNRMVEQEC-RZFWHQLPSA-M

InChI

1S/C6H10O3.Li.H2O/c1-3-4(2)5(7)6(8)9;;/h4H,3H2,1-2H3,(H,8,9);;1H2/q;+1;/p-1/t4-;;/m1../s1

assay

≥95.0% (TLC)

form

powder or crystals

optical activity

[α]/D -18.0±2.0°, c = 0.1 in hydrochloric acid

composition

carbon content, 52.96% (theory, anhydrous basis), hydrogen content, 6.67% (theory, anhydrous basis)

color

white to off-white

storage temp.

2-8°C

Biochem/physiol Actions

3-Methyl-2-oxovaleric acid is a metabolite of isoleucine in human, animals and bacteria. Used as a clinical marker for maple syrup urine disease (MSUD).

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

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
BCBF3138
BCBF3138V

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P Schadewaldt et al.
Journal of chromatography. B, Biomedical applications, 682(2), 209-218 (1996-07-12)
A sensitive method for the determination of S- and R-3-methyl-2-oxopentanoate enantiomers (KMV, alpha-keto-beta-methylvalerate) in physiological fluids suitable for isotope enrichment analysis is described: after extraction with acid, 2-oxo acids are separated from interfering amino acids by cation-exchange chromatography. Reductive amination
Analytical approach in diagnosis of inherited metabolic diseases: Maple Syrup Urine Disease (MSUD).
Podebrad, F., et al.
GIT, 3, 15-16 (1999)
U Wendel et al.
Clinica chimica acta; international journal of clinical chemistry, 208(1-2), 85-91 (1992-06-15)
An enzymatic method for the separate measurement of both chiral 2-oxo-3-methylvaleric acid (OMV) compounds, (S)- and (R)-OMV, by NADH-dependent enantioselective amination using leucine dehydrogenase in the presence of a NADH regenerating system is described. This method allows the quantitative determination
Analytical approach in diagnosis of inherited metabolic diseases. Maple syrup urine disease (MSUD). Simultaneous analysis of metabolites in urine by enantioselective multidimensional capillary gas chromatography-mass spectrometry (enantio-MDGC-MS).
Podebrad, F., et al.
Journal of High Resolution Chromatography, 20, 355-362 (1997)
Synthesis and gas chromatography/mass spectrometry analysis of stereoisomers of 2-hydroxy-3-methylpentanoic acid.
O A Mamer
Methods in enzymology, 324, 3-10 (2000-09-16)
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