دورية أكاديمية
A New Approach in Lipase-Octyl-Agarose Biocatalysis of 2-Arylpropionic Acid Derivatives.
العنوان: | A New Approach in Lipase-Octyl-Agarose Biocatalysis of 2-Arylpropionic Acid Derivatives. |
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المؤلفون: | Siódmiak J; Department of Laboratory Medicine, Faculty of Pharmacy, Ludwik Rydygier Collegium Medicum, Nicolaus Copernicus University in Toruń, 85-094 Bydgoszcz, Poland., Dulęba J; Department of Medicinal Chemistry, Faculty of Pharmacy, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toruń, 85-089 Bydgoszcz, Poland.; Department of Pharmaceutical Technology, Faculty of Pharmacy, Medical Biotechnology and Laboratory Medicine, Pomeranian Medical University in Szczecin, 71-251 Szczecin, Poland., Kocot N; Department of Medicinal Chemistry, Faculty of Pharmacy, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toruń, 85-089 Bydgoszcz, Poland.; Doctoral School of Medical and Health Sciences, Jagiellonian University, Łazarza 16, 31-530 Kraków, Poland.; Department of Pharmaceutical Biochemistry, Faculty of Pharmacy, Jagiellonian University Medical College, Medyczna 9, 30-688 Kraków, Poland., Mastalerz R; Department of Medicinal Chemistry, Faculty of Pharmacy, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toruń, 85-089 Bydgoszcz, Poland., Haraldsson GG; Science Institute, University of Iceland, 107 Reykjavik, Iceland., Marszałł MP; Department of Medicinal Chemistry, Faculty of Pharmacy, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toruń, 85-089 Bydgoszcz, Poland., Siódmiak T; Department of Medicinal Chemistry, Faculty of Pharmacy, Collegium Medicum in Bydgoszcz, Nicolaus Copernicus University in Toruń, 85-089 Bydgoszcz, Poland.; Department of Pharmaceutical Technology, Faculty of Pharmacy, Medical Biotechnology and Laboratory Medicine, Pomeranian Medical University in Szczecin, 71-251 Szczecin, Poland. |
المصدر: | International journal of molecular sciences [Int J Mol Sci] 2024 May 07; Vol. 25 (10). Date of Electronic Publication: 2024 May 07. |
نوع المنشور: | Journal Article |
اللغة: | English |
بيانات الدورية: | Publisher: MDPI Country of Publication: Switzerland NLM ID: 101092791 Publication Model: Electronic Cited Medium: Internet ISSN: 1422-0067 (Electronic) Linking ISSN: 14220067 NLM ISO Abbreviation: Int J Mol Sci Subsets: MEDLINE |
أسماء مطبوعة: | Original Publication: Basel, Switzerland : MDPI, [2000- |
مواضيع طبية MeSH: | Lipase*/chemistry , Lipase*/metabolism , Enzymes, Immobilized*/chemistry , Enzymes, Immobilized*/metabolism , Biocatalysis* , Fungal Proteins*/metabolism , Fungal Proteins*/chemistry , Sepharose*/chemistry, Propionates/chemistry ; Stereoisomerism ; Kinetics ; Esterification ; Temperature ; Enzyme Stability ; Candida/enzymology ; Solvents/chemistry ; Saccharomycetales |
مستخلص: | The use of lipase immobilized on an octyl-agarose support to obtain the optically pure enantiomers of chiral drugs in reactions carried out in organic solvents is a great challenge for chemical and pharmaceutical sciences. Therefore, it is extremely important to develop optimal procedures to achieve a high enantioselectivity of the biocatalysts in the organic medium. Our paper describes a new approach to biocatalysis performed in an organic solvent with the use of CALB-octyl-agarose support including the application of a polypropylene reactor, an appropriate buffer for immobilization (Tris base-pH 9, 100 mM), a drying step, and then the storage of immobilized lipases in a climatic chamber or a refrigerator. An immobilized lipase B from Candida antarctica (CALB) was used in the kinetic resolution of ( R , S )-flurbiprofen by enantioselective esterification with methanol, reaching a high enantiomeric excess (ee |
References: | Biochemistry. 2015 Sep 29;54(38):5969-79. (PMID: 26346632) Enzyme Microb Technol. 2020 Feb;133:109461. (PMID: 31874681) Int J Biol Macromol. 2019 Jun 15;131:989-997. (PMID: 30917914) Chirality. 2015 Jun;27(6):382-91. (PMID: 25977108) Int J Mol Sci. 2015 Dec 11;16(12):29682-716. (PMID: 26690428) Int J Mol Sci. 2022 Nov 17;23(22):. (PMID: 36430745) Langmuir. 2018 Sep 25;34(38):11510-11517. (PMID: 30152702) Appl Biochem Biotechnol. 2015 Mar;175(5):2769-85. (PMID: 25561056) Life (Basel). 2023 Jul 14;13(7):. (PMID: 37511935) Appl Biochem Biotechnol. 2014 Mar;172(5):2507-20. (PMID: 24398921) Biotechnol Prog. 2019 Jan;35(1):e2735. (PMID: 30341806) Int J Mol Sci. 2017 Oct 12;18(10):. (PMID: 29023423) Biochem J. 2002 Sep 1;366(Pt 2):603-11. (PMID: 12020350) Biotechnol Bioeng. 2015 Feb;112(2):346-55. (PMID: 25182473) Colloids Surf B Biointerfaces. 2015 Jul 1;131:108-14. (PMID: 25973762) Biotechnol Bioeng. 2018 Jan;115(1):6-24. (PMID: 28941272) J Chromatogr A. 2022 Apr 12;1668:462914. (PMID: 35220013) Chirality. 2024 Jan;36(1):e23628. (PMID: 37926465) Chirality. 2014 Oct;26(10):663-9. (PMID: 25080075) FEBS Open Bio. 2016 Jul 20;6(9):919-27. (PMID: 27642555) Environ Res. 2024 Jan 15;241:117579. (PMID: 37944691) Biomacromolecules. 2021 Feb 8;22(2):927-937. (PMID: 33423456) Appl Biochem Biotechnol. 2020 Sep;192(1):146-179. (PMID: 32323141) Langmuir. 2021 Oct 5;37(39):11499-11507. (PMID: 34549968) Chirality. 2022 Nov;34(11):1403-1418. (PMID: 35929567) J Biotechnol. 2018 Oct 10;283:70-80. (PMID: 30031094) Appl Biochem Biotechnol. 2021 Sep;193(9):2843-2857. (PMID: 34019251) J Lipid Res. 2015 Dec;56(12):2348-58. (PMID: 26447231) Enzyme Microb Technol. 2015 Apr;71:53-7. (PMID: 25765310) |
معلومات مُعتمدة: | Excellence Initiative - Debuts, under the "Excellence Initiative-Research University" program, NCU in Toruń - 9/2022/Debiuty3 and 6/2022/Debiuty3 Nicolaus Copernicus University |
فهرسة مساهمة: | Keywords: (R,S)-flurbiprofen; climatic chamber; enantioselective esterification; immobilization; kinetic resolution; lipase B from Candida antarctica; lipase from Candida rugosa; octyl-Sepharose CL-4B; octyl-agarose; polypropylene; reactor material; storage stability |
المشرفين على المادة: | EC 3.1.1.3 (Lipase) 0 (Enzymes, Immobilized) 0 (Fungal Proteins) 9012-36-6 (Sepharose) EC 3.1.1.3 (lipase B, Candida antarctica) 0 (Propionates) 0 (Solvents) |
SCR Organism: | Diutina rugosa |
تواريخ الأحداث: | Date Created: 20240525 Date Completed: 20240525 Latest Revision: 20240527 |
رمز التحديث: | 20240527 |
مُعرف محوري في PubMed: | PMC11121684 |
DOI: | 10.3390/ijms25105084 |
PMID: | 38791124 |
قاعدة البيانات: | MEDLINE |
تدمد: | 1422-0067 |
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DOI: | 10.3390/ijms25105084 |