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41405

Sigma-Aldrich

(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)
MDL number:
MFCD22666018
UNSPSC Code:
12352106
PubChem Substance ID:
329756099
NACRES:
NA.25

Product Name

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

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

SMILES string

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

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

InChI key

PTRNELNRMVEQEC-RZFWHQLPSA-M

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)[1][2][3][4].

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk_germany

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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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)
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).
Podebrad, F., et al.
GIT, 3, 15-16 (1999)
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
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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