Enantioselective complexation of carbamoylated quinine and quinidine with N-blocked amino acids: vibrational and electronic circular dichroism study

Result code in IS VaVaI

<a href="https://www.isvavai.cz/riv?ss=detail&h=RIV%2F60461373%3A22340%2F09%3A00021781" target="_blank" >RIV/60461373:22340/09:00021781 - isvavai.cz</a>

Result on the web

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DOI - Digital Object Identifier

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Result language

angličtina

Original language name

Enantioselective complexation of carbamoylated quinine and quinidine with N-blocked amino acids: vibrational and electronic circular dichroism study

Original language description

Infrared absorption (IR) and vibrational and electronic circular dichroism (VCD and ECD, respectively) spectra of tert-butylcarbamoylquinine (t-BuCQN) and pseudoenantiomeric tert-butylcarbamoylquinidine (t-BuCQD), denoted as selectors (SO), complexed with chiral (S) and (R)-3,5-dinitrobenzoylleucine (DNB-Leu) and achiral 3,5-dinitrobenzoylglycine (DNB-Gly), denoted as selectands (SA), in methanol and acetonitrile, with the spectra of pure SA and SO are reported. H?D exchange of exchangeable hydrogen atoms of SA and SO in deuterated methanol which occurs in IR and VCD experiments is exploited to identify Amide II and Amide III vibrational modes. The formation of preferentially bound complexes composed of sterically compatible combinations of DNB-Leu andSO are manifested by increased intensity of VCD bands assigned to vibrations of amide, carbamate, quinoline, and dissociated carboxylate group and also by increased ECD signals. The VCD technique revealed similarities between the strongl

Czech name

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Czech description

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Type

J_x - Unclassified - Peer-reviewed scientific article (Jimp, Jsc and Jost)

CEP classification

CB - Analytical chemistry, separation

OECD FORD branch

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Project

<a href="/en/project/OC%20135" target="_blank" >OC 135: Detailed structural studies of bio-inspired compounds using advanced vibrational circular dichroism methods</a><br>

Continuities

P - Projekt vyzkumu a vyvoje financovany z verejnych zdroju (s odkazem do CEP)<br>Z - Vyzkumny zamer (s odkazem do CEZ)

Publication year

2009

Confidentiality

S - Úplné a pravdivé údaje o projektu nepodléhají ochraně podle zvláštních právních předpisů

Name of the periodical

Analytical and Bioanalytical Chemistry

ISSN

1618-2642

e-ISSN

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Volume of the periodical

393

Issue of the periodical within the volume

1

Country of publishing house

DE - GERMANY

Number of pages

10

Pages from-to

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UT code for WoS article

000261831000034

EID of the result in the Scopus database

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