About: 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

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About: 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 Goto Sponge NotDistinct Permalink

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rdf:type	skos:Concept http://linked.opendata.cz/ontology/domain/vavai/Vysledek
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 by VCD spectroscopy in this spectral region. No ICD bands were disclosed in the spectra of the sterically incompatible SA and SO complexes. 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 by VCD spectroscopy in this spectral region. No ICD bands were disclosed in the spectra of the sterically incompatible SA and SO complexes. (en)
Title	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 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 (en)
skos:prefLabel	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 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 (en)
skos:notation	RIV/60461373:22340/11:43881492!RIV12-MSM-22340___
http://linked.open...avai/predkladatel	Fakulta chemicko-inženýrská
http://linked.open...avai/riv/aktivita	P Z
http://linked.open...avai/riv/aktivity	P(IAA400550702), Z(MSM6046137307)
http://linked.open...iv/cisloPeriodika	4
http://linked.open...vai/riv/dodaniDat	2012
http://linked.open...aciTvurceVysledku	Urbanová, Marie
http://linked.open.../riv/druhVysledku	J - Článek v odborném periodiku
http://linked.open...iv/duvernostUdaju	S - Úplné a pravdivé údaje nepodléhající ochraně podle zvláštních právních předpisů
http://linked.open...titaPredkladatele	Vysoká škola chemicko-technologická v Praze / Fakulta chemicko-inženýrská
http://linked.open...dnocenehoVysledku	233121
http://linked.open...ai/riv/idVysledku	RIV/60461373:22340/11:43881492
http://linked.open...riv/jazykVysledku	eng - angličtina
http://linked.open.../riv/klicovaSlova	Cinchona alkaloid; C-H stretching; pi-pi interaction; enantiospecific; enantioselectivity; vibrational circular dichroism (en)
http://linked.open.../riv/klicoveSlovo	enantioselectivity C-H stretching Cinchona alkaloid enantiospecific pi-pi interaction vibrational circular dichroism
http://linked.open...odStatuVydavatele	US - Spojené státy americké
http://linked.open...ontrolniKodProRIV	[F51D2F450416]
http://linked.open...i/riv/nazevZdroje	Chirality
http://linked.open...in/vavai/riv/obor	CB
http://linked.open...ichTvurcuVysledku	1 (xsd:int)
http://linked.open...cetTvurcuVysledku	3 (xsd:int)
http://linked.open...vavai/riv/projekt	Spectroscopic and theoretical methods for non-covalent molecular interactions
http://linked.open...UplatneniVysledku	2011
http://linked.open...v/svazekPeriodika	23
http://linked.open...iv/tvurceVysledku	Lindner, Wolfgang Urbanová, Marie Julínek, Ondřej
http://linked.open...ain/vavai/riv/wos	000288087700011
http://linked.open...n/vavai/riv/zamer	Physico-chemical methods of analysis and characterization of chemical systems and biosystems
issn	0899-0042
number of pages	7 (xsd:int)
http://bibframe.org/vocab/doi	10.1002/chir.20929
http://localhost/t...ganizacniJednotka	22340
is http://linked.open...avai/riv/vysledek of	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 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

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