Chemical and Pharmaceutical Bulletin
Online ISSN : 1347-5223
Print ISSN : 0009-2363
ISSN-L : 0009-2363
Chiroptical Properties of the N-2, 4-dinitrophenyl (Dnp)-Derivatives of Unsaturated α-Amino Acids : Extension of the Dnp-Aromatic Rule
UKON NAGAINORIKO TAKIMASAO KAWAI
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Keywords: Dnp-aromatic rule
JOURNAL FREE ACCESS

1981 Volume 29 Issue 6 Pages 1750-1752

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Abstract
The circular dichroism spectra of the N-2, 4-dinitrophenyl (Dnp)-derivatives of some aliphatic olefinic and acetylenic α-amino acids were examined in order to compare them with those of N-Dnp-α-amino acids with alkyl and aryl side chains. All of the L-series compounds showed negative Cotton effects of moderate strength near 400 nm. The results were explained by application of exciton chirality theory to the probable conformers. Such an explanation can also be extended to S-containing and aromatic amino acids. Thus, the results should be useful for assigning the absolute configurations of new amino acids and related amines.
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© The Pharmaceutical Society of Japan
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