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

Kód výsledku v 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>

Výsledek na webu

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DOI - Digital Object Identifier

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Jazyk výsledku

angličtina

Název v původním jazyce

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

Popis výsledku v původním jazyce

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

Název v anglickém jazyce

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

Popis výsledku anglicky

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

Druh

J_x - Nezařazeno - Článek v odborném periodiku (Jimp, Jsc a Jost)

CEP obor

CB - Analytická chemie, separace

OECD FORD obor

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Projekt

<a href="/cs/project/OC%20135" target="_blank" >OC 135: Strukturní studie systémů inspirovaných biomolekulami pomocí pokročilých metod vibračního cirkulárního dichroismu</a><br>

Návaznosti

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

Rok uplatnění

2009

Kód důvěrnosti údajů

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

Název periodika

Analytical and Bioanalytical Chemistry

ISSN

1618-2642

e-ISSN

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Svazek periodika

393

Číslo periodika v rámci svazku

1

Stát vydavatele periodika

DE - Spolková republika Německo

Počet stran výsledku

10

Strana od-do

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Kód UT WoS článku

000261831000034

EID výsledku v databázi Scopus

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