Document Detail


Simultaneous enantiomeric determination of dansyl-D,L-phenylalanine by fluorescence spectroscopy in the presence of alpha-acid glycoprotein.
MedLine Citation:
PMID:  10361495     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Few techniques are amenable to real-time analysis of enantiomers. In this paper, total complexation by alpha-acid glycoprotein (AGP) is shown to discriminate between enantiomers of dansyl-D,L-phenylalanine (DPs) by changing the local environment of the D and L enantiomers (DDP and DLP, respectively) from hydrophilic to hydrophobic. DDP and DLP show the same native fluorescence at lambda ex/lambda em = 200/544 nm in the absence of AGP, but show shifted emissions with a component at lambda ex/lambda em = 220/497 nm in the presence of AGP and in lipophilic solutions. The conditions for an analytical determination have been optimized, and the method has been used to measure the enantiomeric composition of DDP/DLP mixtures with concentration ratios varying over 2 orders of magnitude. The mechanism of chiral recognition for DDP and DLP by AGP is discussed and should be equally applicable to other dansyl-derivative amino acid enantiomers. The association constants for AGP with DDP and with DLP have been determined to be 1.33 x 10(2) L g-1 and 2.29 x 10(2) L g-1, respectively.
Authors:
Y Yan; M L Myrick
Related Documents :
18998115 - Chiral ligand-exchange chromatography of amino acids using porous graphitic carbon coat...
18956385 - Comparison of performance of chirobiotic t, t2 and tag columns in the separation of bet...
6711815 - Amino acid analysis by reverse-phase high-performance liquid chromatography: precolumn ...
10905305 - Indirect fluorescence detection of amino acids on electrophoretic microchips.
17266685 - The evidence base of proton pump inhibitor chemopreventative agents in barrett's esopha...
6534895 - Anti-obesity activity of a novel lipid synthesis inhibitor.
Publication Detail:
Type:  Journal Article; Research Support, Non-U.S. Gov't; Research Support, U.S. Gov't, Non-P.H.S.    
Journal Detail:
Title:  Analytical chemistry     Volume:  71     ISSN:  0003-2700     ISO Abbreviation:  Anal. Chem.     Publication Date:  1999 May 
Date Detail:
Created Date:  1999-07-27     Completed Date:  1999-07-27     Revised Date:  2006-11-15    
Medline Journal Info:
Nlm Unique ID:  0370536     Medline TA:  Anal Chem     Country:  UNITED STATES    
Other Details:
Languages:  eng     Pagination:  1958-62     Citation Subset:  IM    
Affiliation:
Department of Chemistry and Biochemistry, University of South Carolina, Columbia 29208, USA.
Export Citation:
APA/MLA Format     Download EndNote     Download BibTex
MeSH Terms
Descriptor/Qualifier:
Animals
Cattle
Dansyl Compounds / analysis*
Indicators and Reagents
Orosomucoid / analysis*
Phenylalanine / analogs & derivatives*,  analysis
Spectrometry, Fluorescence
Stereoisomerism
Chemical
Reg. No./Substance:
0/Dansyl Compounds; 0/Indicators and Reagents; 0/Orosomucoid; 0/dansyl-phenylalanine; 63-91-2/Phenylalanine

From MEDLINE®/PubMed®, a database of the U.S. National Library of Medicine


Previous Document:  Electrochemical sensor for measurement of urea and creatinine in serum based on ac impedance measure...
Next Document:  Colloidal gold filtrates as metal substrates for surface-enhanced infrared absorption spectroscopy.