The Enantiomeric Discrimination of 5-Hexyl-2-methyl-3,4-dihydro-2H-pyrrole by Sulfobutyl ether-β-cyclodextrin: A Case Study

Autor:	Daniel F. Kawano, Bruna Z. Costa, Katherine L. Romero-Orejón, Hugo C. Loureiro, Dosil P. de Jesus, Anita J. Marsaioli
Jazyk:	angličtina
Rok vydání:	2021
Předmět:	chiral capillary electrophoresis pyrroline enantiodifferenciation docking sulfotbutyl ether-β-cyclodextrin Organic chemistry QD241-441
Zdroj:	Molecules, Vol 26, Iss 9, p 2611 (2021)
Druh dokumentu:	article
ISSN:	26092611 1420-3049
DOI:	10.3390/molecules26092611
Popis:	1-Pyrrolines are important intermediates of active natural products, such as the 2,5-dialkyl-1-pyrroline derivatives found in fire ant venoms. Here, 5-hexyl-2-methyl-3,4-dihydro-2H-pyrrole was synthesized by the enzymatic transamination/cyclization of 2,5-undecadione, and enantiodifferenciation was successfully achieved by capillary electrophoresis with sulfobutyl ether-β-cyclodextrin as the chiral selector. The rationale of the enantiomeric discrimination was based on the results of a docking simulation that revealed the higher affinity of (S)-5-hexyl-2-methyl-3,4-dihydro-2H-pyrrole for the sulfobutyl ether-β-cyclodextrin.
Databáze:	Directory of Open Access Journals
Externí odkaz:	https://doaj.org/article/a47d2545d7b44302af0a478cd2314ae7 Zobrazit plný text záznamu View record in DOAJ Plný text ve formátu PDF Plný text ve formátu HTML
Nepřihlášeným uživatelům se plný text nezobrazuje	K zobrazení výsledku je třeba se přihlásit.