Document Detail


Characterisation of the 1H and 13C NMR spectra of methylcitric acid.
MedLine Citation:
PMID:  16997619     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Methylcitric acid (MCA) was synthesised in Reformatsky reaction (2RS, 3RS stereoisomers) and in the nucleophilic addition (2RS, 3SR stereoisomers). The stereoselectivity of these reactions was analysed. (1)H and (13)C NMR spectra of diastereoisomers of methylcitric acid were recorded and interpreted. The values of (1)H chemical shifts and (1)H-(1)H coupling constants were analysed. Proton-decoupled high-resolution (13)C NMR spectra of MCA diastereoisomers were measured in a series of dilute water solutions of various acidities. These data may provide a basis for unequivocal determination of the presence of MCA in the urine samples of patients' suffering from propionic acidemia, methylmalonic aciduria, or holocarboxylase synthetase deficiency. NMR spectroscopy enables determination of MCA diastereoisomers in body fluids and can be a complementary and useful diagnostic tool.
Authors:
Hanna Krawczyk; Tomasz Martyniuk
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Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't     Date:  2006-07-27
Journal Detail:
Title:  Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy     Volume:  67     ISSN:  1386-1425     ISO Abbreviation:  Spectrochim Acta A Mol Biomol Spectrosc     Publication Date:  2007 Jun 
Date Detail:
Created Date:  2007-05-04     Completed Date:  2007-09-12     Revised Date:  -    
Medline Journal Info:
Nlm Unique ID:  9602533     Medline TA:  Spectrochim Acta A Mol Biomol Spectrosc     Country:  England    
Other Details:
Languages:  eng     Pagination:  298-305     Citation Subset:  IM    
Affiliation:
Warsaw University of Technology, Faculty of Chemistry, Noakowskiego 3, 00-664 Warsaw, Poland. hkraw@ch.pw.edu.pl
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MeSH Terms
Descriptor/Qualifier:
Body Fluids / chemistry
Carbon Isotopes / analysis
Citrates / analysis,  chemical synthesis,  chemistry*
Humans
Magnetic Resonance Spectroscopy
Protons
Stereoisomerism
Chemical
Reg. No./Substance:
0/Carbon Isotopes; 0/Citrates; 0/Protons; 6061-96-7/2-methylcitric acid

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