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Determination of enantiomeric purity of commercial 14 C‐ and 3 H‐labeled L ‐α‐amino acids
Author(s) -
Lefevre Joseph W.,
Bonzagni Neil J.,
Chappell Lara L.,
Clement David J.,
Albro Jeb R.,
Lezynski Denise M.
Publication year - 1998
Publication title -
journal of labelled compounds and radiopharmaceuticals
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.432
H-Index - 47
eISSN - 1099-1344
pISSN - 0362-4803
DOI - 10.1002/(sici)1099-1344(199806)41:6<477::aid-jlcr104>3.0.co;2-3
Subject(s) - chemistry , enantiomer , chromatography , amino acid , isotope dilution , enantiomeric excess , cyclodextrin , resolution (logic) , stereochemistry , mass spectrometry , enantioselective synthesis , organic chemistry , biochemistry , catalysis , artificial intelligence , computer science
Abstract The enantiomeric purity of twelve commercial 14 C‐ and 3 H‐labeled L ‐α‐amino acids was determined using reverse isotope dilution analysis. The technique utilized reversed‐phase (RP) thin‐layer chromatography (TLC) and beta‐cyclodextrin (β‐CD) in the mobile phase to separate D ‐ and L ‐amino acids as their 5‐dimethylamino‐1‐naphtalene sulfonyl (dansyl, DNS) derivatives. In all cases, the L ‐amino acid was contaminated with the D ‐isomer. This is the first report of the resolution of N ‐DNS‐ Dl ‐tyrosine and N ‐(α)‐DNS‐ Dl ‐lysine using this methodology. © 1998 John Wiley & Sons, Ltd.