Comparative physicochemical investigation of the inclusion compounds of cyclodextrins with arginine and histidine stereoisomers

The inclusion complexes of α-, β-cyclodextrin and 2-hydroxypropyl-α-cyclodextrin with two amino acid stereoisomers (L-, D-arginine and L-, D-histidine) were studied by using differential scanning calorimetry, thermogravimetry, Fourier transform infrared spectroscopy, and scanning electron microscop...

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Main Author: Andreea Neacsu
Format: Article
Language:English
Published: Society of Chemists and Technologists of Macedonia 2024-04-01
Series:Macedonian Journal of Chemistry and Chemical Engineering
Subjects:
Online Access:https://mjcce.org.mk/index.php/MJCCE/article/view/2757
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author Andreea Neacsu
author_facet Andreea Neacsu
author_sort Andreea Neacsu
collection DOAJ
description The inclusion complexes of α-, β-cyclodextrin and 2-hydroxypropyl-α-cyclodextrin with two amino acid stereoisomers (L-, D-arginine and L-, D-histidine) were studied by using differential scanning calorimetry, thermogravimetry, Fourier transform infrared spectroscopy, and scanning electron microscopy methods. The solid inclusion compounds were prepared in a 1:1 molar ratio of the host and guest using the co-precipitation method. The pH measurements and structural visualization of complexes were carried out. The obtained results proved the formation of the complexes and revealed that the size and the symmetry of the cyclodextrin (CD) and also the structure and flexibility of the amino acid molecule had a significant influence on the complexation interaction. The correlation of the experimental data shows that βCD has a preference to form more stable complexes with levogir isomers of amino acid than αCD and 2-hydroxypropyl-α-cyclodextrin. The complexation of the amino acids isomers was accomplished by partial inclusion of the guest molecule in the CD cavity, and it was observed that CDs could better discriminate between histidine isomers than between arginine isomers.
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spelling doaj.art-510f04f947964dbca02f9d03f4b431fb2024-04-20T03:17:43ZengSociety of Chemists and Technologists of MacedoniaMacedonian Journal of Chemistry and Chemical Engineering1857-55521857-56252024-04-0143110.20450/mjcce.2024.2757Comparative physicochemical investigation of the inclusion compounds of cyclodextrins with arginine and histidine stereoisomersAndreea Neacsu0Institute of Physical Chemistry "Ilie Murgulescu" of the Romanian Academy, Bucharest The inclusion complexes of α-, β-cyclodextrin and 2-hydroxypropyl-α-cyclodextrin with two amino acid stereoisomers (L-, D-arginine and L-, D-histidine) were studied by using differential scanning calorimetry, thermogravimetry, Fourier transform infrared spectroscopy, and scanning electron microscopy methods. The solid inclusion compounds were prepared in a 1:1 molar ratio of the host and guest using the co-precipitation method. The pH measurements and structural visualization of complexes were carried out. The obtained results proved the formation of the complexes and revealed that the size and the symmetry of the cyclodextrin (CD) and also the structure and flexibility of the amino acid molecule had a significant influence on the complexation interaction. The correlation of the experimental data shows that βCD has a preference to form more stable complexes with levogir isomers of amino acid than αCD and 2-hydroxypropyl-α-cyclodextrin. The complexation of the amino acids isomers was accomplished by partial inclusion of the guest molecule in the CD cavity, and it was observed that CDs could better discriminate between histidine isomers than between arginine isomers. https://mjcce.org.mk/index.php/MJCCE/article/view/2757cyclodextrinhistidinearginineinclusion complexthermal
spellingShingle Andreea Neacsu
Comparative physicochemical investigation of the inclusion compounds of cyclodextrins with arginine and histidine stereoisomers
Macedonian Journal of Chemistry and Chemical Engineering
cyclodextrin
histidine
arginine
inclusion complex
thermal
title Comparative physicochemical investigation of the inclusion compounds of cyclodextrins with arginine and histidine stereoisomers
title_full Comparative physicochemical investigation of the inclusion compounds of cyclodextrins with arginine and histidine stereoisomers
title_fullStr Comparative physicochemical investigation of the inclusion compounds of cyclodextrins with arginine and histidine stereoisomers
title_full_unstemmed Comparative physicochemical investigation of the inclusion compounds of cyclodextrins with arginine and histidine stereoisomers
title_short Comparative physicochemical investigation of the inclusion compounds of cyclodextrins with arginine and histidine stereoisomers
title_sort comparative physicochemical investigation of the inclusion compounds of cyclodextrins with arginine and histidine stereoisomers
topic cyclodextrin
histidine
arginine
inclusion complex
thermal
url https://mjcce.org.mk/index.php/MJCCE/article/view/2757
work_keys_str_mv AT andreeaneacsu comparativephysicochemicalinvestigationoftheinclusioncompoundsofcyclodextrinswitharginineandhistidinestereoisomers