Determination of the absolute configuration of 2-hydroxyglutaric acid and 5-oxoproline in urine samples by high-resolution NMR spectroscopy in the presence of chiral lanthanide complexes.
Determination of the absolute configuration of some metabolites in body fluids is important for the diagnosis of some inborn errors of metabolism. Presently available methods of such determinations are tedious and usually require highly specialized instrumentation. In this work, an alternative method, based on high-resolution nuclear magnetic resonance spectroscopy in the presence of the chiral lanthanide shift reagent as an auxiliary additive, has been proposed (NMR/LSR). The method involves the lineshape analysis of a chosen multiplet of the one-dimensional 1H NMR spectrum or application of the two-dimensional 1H-13C correlation spectroscopy (HSQC). In order to confirm the resonance assignments and to boost the signal-noise ratio, the addition of an amount of racemic analyte to the urine sample is recommended. The entire procedure is simple in application and demands minimal or no preprocessing of urine samples. The effectiveness of the method has been confirmed by finding the expected forms of 2-hydroxyglutaric acid and 5-oxoproline in the urine samples of an independently diagnosed patient with 2-D-hydroxyglutaric aciduria and 5-L-oxoprolinuria, respectively.
Bal
Dominika
D
Faculty of Chemistry, Warsaw University of Technology, Noakowskiego 3, Warsaw, Poland.
Gradowska
Wanda
W
Gryff-Keller
Adam
A
D005977:Glutarates / Q000737:chemistry / Q000652:urine*; D006801:Humans; D007202:Indicators and Reagents; D028581:Lanthanoid Series Elements; D009682:Magnetic Resonance Spectroscopy / Q000379:methods*; D008661:Metabolism, Inborn Errors / Q000175:diagnosis / Q000652:urine; D011761:Pyrrolidonecarboxylic Acid / Q000737:chemistry / Q000652:urine*; D013237:Stereoisomerism
D005977:Glutarates; D007202:Indicators and Reagents; D028581:Lanthanoid Series Elements; C019417:alpha-hydroxyglutarate; D011761:Pyrrolidonecarboxylic Acid