Enantioselective sorption of some chiral carboxylic acids by various cyclodextrin-grafted iron oxide magnetic nanoparticles
Tetrahedron Asymmetry, cilt.24, sa.17, ss.982-989, 2013 (SCI-Expanded, Scopus)
- Yayın Türü: Makale / Tam Makale
- Cilt numarası: 24 Sayı: 17
- Basım Tarihi: 2013
- Doi Numarası: 10.1016/j.tetasy.2013.07.015
- Dergi Adı: Tetrahedron Asymmetry
- Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
- Sayfa Sayıları: ss.982-989
- Kırklareli Üniversitesi Adresli: Evet
Özet
A new enantioselective sorption approach to chiral carboxylic acid molecules such as (R)-(-)-N-(3,5-dinitrobenzoyl)phenylglycine (R)-(-)DNBPG, (S)-(+)-N-(3,5-dinitrobenzoyl)phenylglycine (S)-(+)DNBPG, (R)-(+)-N-(1- phenylethyl)phthalamic acid (R)-(+)PEPA and (S)-(-)-N-(1-phenylethyl)phthalamic acid (S)-(-)PEPA regarding their complexation with three diversely functionalized β-cyclodextrin grafted iron oxide nanoparticles in the aqueous phase, was developed. The sorption efficiencies of these carboxylic acids were carried out by high-performance liquid chromatography (HPLC) with an Ace 5 C18 column. The effects of temperatures on the sorption were also investigated. The results showed that the ether functionalized derivative of β-cyclodextrin Al-CD-MNPs has a specific affinity for (R)-(-)DNBPG at 30 C and pH 7.0. The amine functionalized derivative of β-cyclodextrin Am-CD-MNPs has a greater affinity towards not only (S)-(-)DNBPG, but also (R)-(+)PEPA compared with their other isomers, which are the (R)-isomer of DNBPG and the (S)-isomer of PEPA at 30 C and pH 7.0. In addition, although amide functionalized derivatives of β-cyclodextrin (Amd-CD-MNPs) have an affinity towards both isomers of some chiral carboxylic acids; no selective affinity was observed at 30 C and pH 7.0. © 2013 Elsevier Ltd. All rights reserved.