Study of Stereoselective Interactions of Carbamoylated Quinine and Quinidine with 3,5-Dinitrobenzoyl alpha-Amino Acids Using VCD Spectroscopy in the Region of C-H Stretching Vibrations
The result's identifiers
Result code in IS VaVaI
<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F11%3A43881492" target="_blank" >RIV/60461373:22340/11:43881492 - isvavai.cz</a>
Result on the web
<a href="http://dx.doi.org/10.1002/chir.20929" target="_blank" >http://dx.doi.org/10.1002/chir.20929</a>
DOI - Digital Object Identifier
<a href="http://dx.doi.org/10.1002/chir.20929" target="_blank" >10.1002/chir.20929</a>
Alternative languages
Result language
angličtina
Original language name
Study of Stereoselective Interactions of Carbamoylated Quinine and Quinidine with 3,5-Dinitrobenzoyl alpha-Amino Acids Using VCD Spectroscopy in the Region of C-H Stretching Vibrations
Original language description
The stereoselective complexation of tert-butylcarbamoyl quinine and tert-butylcarbamoyl quinidine selectors (SOs) with 3,5-dinitrobenzoyl (DNB) derivatives of D-and L-alpha amino acids (DNB-Ala, DNB-Val, DNB-Leu, and DNB-Ile) as well as achiral DNB-Gly has been studied by vibrational circular dichroism (VCD) spectroscopy in the spectral region of C-H stretching vibrations. All the complexes of SOs and sterically compatible enantiomers of derivatized amino acid selectands (SAs) showed induced circular dichroism (ICD) bands in the region of aromatic C-H stretching vibrations, indicating the occurrence of a pi-pi interaction between the aromatic moieties of SA and SO. To our knowledge, this is the first report in which a pi-pi interaction was observed byVCD spectroscopy in this spectral region. No ICD bands were disclosed in the spectra of the sterically incompatible SA and SO complexes.
Czech name
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Czech description
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Classification
Type
J<sub>x</sub> - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)
CEP classification
CB - Analytical chemistry, separation
OECD FORD branch
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Result continuities
Project
<a href="/en/project/IAA400550702" target="_blank" >IAA400550702: Spectroscopic and theoretical methods for non-covalent molecular interactions</a><br>
Continuities
P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)
Others
Publication year
2011
Confidentiality
S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů
Data specific for result type
Name of the periodical
Chirality
ISSN
0899-0042
e-ISSN
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Volume of the periodical
23
Issue of the periodical within the volume
4
Country of publishing house
US - UNITED STATES
Number of pages
7
Pages from-to
354-360
UT code for WoS article
000288087700011
EID of the result in the Scopus database
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