Enzymatic deacetylation of chitin treated with ionic liquids

• Autorzy: Jaworska Małgorzata M. , Biniaś Dorota , Dąbkowska-Susfał Katarzyna , Górak Andrzej

Identyfikatory

DOI

10.24425/cpe.2023.147412

• Języki publikacji: EN

Abstrakty

EN

Despite its unique properties (biocompatibility and nontoxicity), chitin itself has limited application. Chitin is completely insoluble in most organic or inorganic solvents what can be beneficial when chitin is investigated as a support for chromatography or enzyme immobilization. These applications require the particles to have an extensive outer surface with a large number of reactive ligands. The increase in specific surface area of chitin particles can be performed by dissolution in ionic liquid and precipitation with water. To increase the number of reactive ligands (amine groups), deacetylation of the surface of chitin particles is necessary. The deacetylation process can be carried out by an enzymatic process with the enzyme, chitin deacetylase. In our investigation, 21 ionic liquids were used for chitin particle structure modification followed by enzymatic deacetylation. Results proved positive effect of modifications with ionic liquid on enzymatic deacetylation of the chitin surface with chitin deacetylase. For 12 samples the deacetylation gave an increase in number of active ligands in comparison to natural chitin. The best results were observed for [Bmim][Br], [Emim][Cl] and [MPpip][Ac]. That could be correlated with an increase in outer surface area by increasing porosity of particles or by structural changes in chitin particles.

Słowa kluczowe

EN

chitin; chitin deacetylase; ionic liquids; enzymatic deacetylation

PL

chityna; chityna deacetylaza; ciecze jonowe; enzymatyczna deacetylacja

• Wydawca: Komitet Inżynierii Chemicznej i Procesowej Polskiej Akademii Nauk
• Czasopismo: Chemical and Process Engineering : New Frontiers
• Rocznik: 2024
• Tom: Vol. 45, nr 1
• Strony: art. no. e53
• Opis fizyczny: Bibliogr. 23 poz., rys., tab., wykr.

Twórcy

autor

Jaworska Małgorzata M.

• Warsaw University of Technology, Faculty of Chemical and Process Engineering, Waryńskiego 1, 00-645 Warsaw, Poland

• https://orcid.org/0000-0002-3810-3991

autor

Biniaś Dorota

• University of Bielsko-Biała, Faculty of Materials, Civil and Environmental Engineering, Department of Environmental Protection and Engineering, Willowa 2, 43-309 Bielsko-Biała, Poland

• https://orcid.org/0000-0002-2548-1774

autor

Dąbkowska-Susfał Katarzyna

• Warsaw University of Technology, Faculty of Chemical and Process Engineering, Waryńskiego 1, 00-645 Warsaw, Poland

• https://orcid.org/0000-0003-0532-2888

autor

Górak Andrzej

• Faculty of Process Engineering and Environmental Protection, Lodz Technical University, ul. Wólczańska 213, 93-005 Lodz, Poland

• https://orcid.org/0000-0002-2410-8775

Bibliografia

• 1. Arnold N.D., Brück W.M., Garbe D., Brück T.B., 2020. Enzymatic modification of native chitin and conversion to specialty chemical products. Mar. Drugs, 18, 93. DOI: 10.3390/ md18020093.
• 2. Aspras I., Kamińska M., Karzyński K., Kawka M., Jaworska M.M., 2016. The influence of selected ionic liquids on activity of chitin deacetylase. Chem. Proc. Eng., 37, 77–82. DOI: 10.1515/cpe-2016-0008.
• 3. Aspras I., Jaworska M.M., Górak A., 2017. Kinetics of chitin deacetylase activation by the ionic liquid [Bmim][Br]. J. Biotechnol., 251, 94–98. DOI: 10.1016/j.jbiotec.2017.04.015.
• 4. Barber P.S., Kelley S.P., Griggs C.S., Wallace S., Rogers R.D., 2014. Surface modification of ionic liquid-spun chitin fibers for the extraction of uranium from seawater: seeking the strength of chitin and the chemical functionality of chitosan. Green Chem., 16, 1828–1836. DOI: 10.1039/c4gc00092g.
• 5. Hanley MG, Green JM, Fylstra PA, Fox DM, Henderson WA, de Long HC, Trulove PC., 2006. Amino acid based ionic liquids: Solvents for improved biopolymer dissolution, In: Electrochemical Society (U.S.) and Electrochemical Society (U.S.), 210th
• 6. ECS Meeting abstracts 2006, Abstract 2018. 210th Meeting of the Electrochemical Society, Cancun, Mexico, 29 October – 3 November 2006.
• 7. Harmsen R.A.G., Tuveng T.R., Antonsen S.G., Eijsink V.G.H., Sørlie M., 2019. Can we make chitosan by enzymatic deacetylation of chitin? Molecules, 24, 3862. DOI: 10.3390/ molecules24213862.
• 8. Huet G., Hadad C., Gonzalez-Domínguez J.M., Courty M., Jamali A., Cailleu D., van Nhien A.N., 2021. IL versus DES: impact on chitin pretreatment to afford high quality and highly functionalizable chitosan. Carbohydr. Polym., 269, 118332. DOI: 10.1016/j.carbpol.2021.118332.
• 9. Jaworska M.M., 2012. Kinetics of enzymatic deacetylation of chitosan. Cellulose, 19, 363–369. DOI: 10.1007/s10570-012-9650-3.
• 10. Jaworska M.M., Górak A., 2018. New ionic liquids for modification of chitin particles. Res. Chem. Intermed., 44, 4841–4854. DOI: 10.1007/s11164-018-3337-9.
• 11. Jaworska M.M., Górak A., 2016. Modification of chitin particles with chloride ionic liquids. Mater. Lett., 164, 341–343. DOI: 10.1016/j.matlet.2015.10.157.
• 12. Jaworska M.M., Górak A., Zdunek J., 2017. Modification of chitin particles with ionic liquids containing ethyl substituent in a cation. Adv. Mater. Sci. Eng., 2017, 3961318. DOI: 10.1155/2017/3961318.
• 13. Jaworska M.M., Konieczna E., 2001. The influence of supplemental components in nutrient medium on chitosan formation by the fungus Absidia orchidis. Appl. Microbiol. Biotechnol., 56, 220–224. DOI: 10.1007/s002530000591.
• 14. Jaworska M.M., Koźlecki T., Górak A., 2012. Review of the application of ionic liquids as solvents for chitin. J. Polym. Eng., 32, 67–69. DOI: 10.1515/polyeng-2011-0145.
• 15. Jaworska M.M., Roberts G.A.F., 2016. The influence of chitin structure on its enzymatic deacetylation. Chem. Proc. Eng., 37, 261–267. DOI: 10.1515/cpe-2016-0021.
• 16. Jaworska M.M., Stępniak I., Galiński M., Kasprzak D., Biniaś D., Górak A., 2018. Modification of chitin structure with tai-lored ionic liquids. Carbohydr. Polym., 202, 397–403. DOI: 10.1016/j.carbpol.2018.09.012.
• 17. Kaczmarek M.B., Struszczyk-Swita K., Li X., Szczęsna-Antczak M., Daroch M., 2019. Enzymatic modifications of chitin, chitosan, and chitooligosaccharides. Front. Bioeng. Biotechnol. 7, 243. DOI: 10.3389/fbioe.2019.00243.
• 18. Kadokawa J., 2019. Dissolution, derivatization, and functionalization of chitin in ionic liquid. Int. J. Biol. Macromol., 123, 732–737. DOI: 10.1016/j.ijbiomac.2018.11.165.
• 19. Ma Q., Gao X., Bi X., Han Q., Tu L., Yang Y., Shen Y., Wang M., 2020. Dissolution and deacetylation of chitin in ionic liquid tetrabutylammonium hydroxide and its cascade reaction in enzyme treatment for chitin recycling. Carbohydr. Polym., 230, 115605. DOI: 10.1016/j.carbpol.2019.115605.
• 20. Mohan K., Ganesan A.R., Ezhilarasi P.N., Kondamareddy K.K., Rajan D.K., Sathishkumar P., Rajarajeswaran J., Conterno L., 2022. Green and eco-friendly approaches for the extraction of chitin and chitosan: a review. Carbohydr. Polym., 287, 119349. DOI: 10.1016/j.carbpol.2022.119349.
• 21. Shamshina J.L., Berton P., 2020. Use of ionic liquids in chitin biorefinery: a systematic review. Front. Bioeng. Biotechnol., 8, 11. DOI: 10.3389/fbioe.2020.00011.
• 22. Tolesa L.D., Gupta B.S., Lee M.-J., 2019. Chitin and chitosan production from shrimp shells using ammonium-based ionic liquids. Int. J. Biol. Macromol., 130, 818–826. DOI: 10.1016/j.ijbiomac.2019.03.018.
• 23. Yang G., Hou X., Lu J., Wang M., Wang Y., Huang Y., Liu Q., Liu S., Fang Y., 2022. Enzymatic modification of native chitin and chitin oligosaccharides by an alkaline chitin deacetylase from Microbacterium esteraromaticum MCDA02. Int. J. Biol. Macromol., 203, 671–678. DOI: 10.1016/j.ijbiomac.2022.01.167.

Uwagi

Opracowanie rekordu ze środków MNiSW, umowa nr POPUL/SP/0154/2024/02 w ramach programu "Społeczna odpowiedzialność nauki II" - moduł: Popularyzacja nauki (2025)