Lipase as a Chiral Selector Immobilised on Carboxylated Single-Walled Carbon Nanotubes and Encapsulated in the Organic Polymer Monolithic Capillary for Nano-High Performance Liquid Chromatography Enantioseparation of Racemic Pharmaceuticals

Author:

Fouad Ali1ORCID,Adly Frady G.2ORCID,Soltan Moustafa K.34ORCID,Ghanem Ashraf5ORCID

Affiliation:

1. Pharmaceutical Chemistry Department, Faculty of Pharmacy, Al-Azhar University, Assiut 71524, Egypt

2. Complementary & Over the Counter Medicines Branch, Medicines Regulation Division, Therapeutic Goods Administration, Australian Department of Health and Aged Care, Canberra, ACT 2609, Australia

3. Department of Medicinal Chemistry, Faculty of Pharmacy, Zagazig University, Zagazig 44519, Egypt

4. Oman College of Health Sciences, Ministry of Health, Muscat 132, Oman

5. Chirality Program, Faculty of Science and Technology, University of Canberra, Canberra, ACT 2601, Australia

Abstract

Herein, we report the preparation of lipase immobilised on single-walled carbon nanotubes (SWCNTs) as an enantioselector for capillary monolithic columns and their application in the chiral separation of racemic pharmaceuticals. The columns were prepared through the encapsulation of functionalised SWCNTs (c-SWCNTs) within an organic monolithic polymer, followed by the immobilisation of lipase over the obtained monolith, over a three-day (L1) and five-day (L2) period. The prepared columns were tested for the enantioselective nano-HPLC separation of 50 racemic drugs. A suitable resolution was achieved for 25 drugs using nano-RP-HPLC conditions for both the L1 and L2 capillaries, while no specific resolution was detected under normal-phase HPLC conditions. The developed c-SWCNT-lipase-based polymeric monolithic capillaries are a promising expansion for separating pharmaceutical enantiomers’ using nano-HPLC.

Funder

Al-Azhar University (Assiut) in Egypt

University of Canberra in Australia

Publisher

MDPI AG

Subject

Chemistry (miscellaneous),Analytical Chemistry,Organic Chemistry,Physical and Theoretical Chemistry,Molecular Medicine,Drug Discovery,Pharmaceutical Science

Reference55 articles.

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2. (2022, August 01). Available online: https://www.ema.europa.eu/en/investigation-chiral-active-substances-human-scientific-guideline.

3. (2022, August 01). Available online: https://www.tga.gov.au/resources/resource/guidance/biopharmaceutic-studies/154-medicines-require-biopharmaceutic-data.

4. Monolithic chiral stationary phases for liquid-phase enantioseparation techniques;Chankvetadze;J. Sep. Sci.,2010

5. Separation and sample pre-treatment in bioanalysis using monolithic phases: A review;Saunders;Anal. Chim. Acta,2009

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