Enzymatic synthesis and parameters affecting on citronellyl acetate ester by trans-esterification reaction

1 Adamczak, A., Ożarowski, M. & Karpiński, T.M. (2020). Curcumin, a natural antimicrobial agent with strain-specific activity. J. Pharm. Pap. 16, 13(7), 153. DOI: 10.3390/ph13070153. Search in Google Scholar

2 Al-Haidari, A.M.-D., Alsaadawi, I.S. & Khudhair, S.H. (2021). Determination the optimum conditions of the activity and stability of lipase extracted from sunflower germinated seeds. Iraqi J. Sci. Pap. 26, 431–440. DOI: 10.24996/ijs.2021.62.2.8. Search in Google Scholar

3 Aziz, T., Qadir, R., Anwar, F., Naz, S., Nazir, N., Nabi, G., Haiying, C., Lin, L., Alharbi, M. & Alasmari, A.F. (2023). Optimal Enzyme-Assisted Extraction of Phenolics from Leaves of Pongamia pinnata via Response Surface Methodology and Artificial Neural Networking. Appl. Biochem. Biotechnol. 22, 1–8. DOI: 10.1007/s12010-024-04875-w. Search in Google Scholar

4 Chudhary A, Aihtesham A, Younas S, Basheer N, Hussain N, Naz S, Aziz T, Albekairi T. (2024). Statistical optimization for comparative hydrolysis and fermentation for hemicellulosic ethanolgenesis Italian J. Food Sci, 2024; 36(2): 231–245. DOI 10.15586/ijfs.v36i2.2526 Search in Google Scholar

5 Anwar, M., Rasul, M.G., & Ashwath, N. (2018). Production optimization and quality assessment of papaya (Carica papaya) biodiesel with response surface methodology. Energy Convers. Manag. Pap. 156, 103–112. DOI: 10.1016/j.enconman.2017.11.004. Search in Google Scholar

6 Baek, Y., Lee, J., Son, J., Lee, T., Sobhan, A., Lee, J., Koo, S.-M., Shin, W. H., Oh, J.-M. & Park, C. (2020). Enzymatic synthesis of formate ester through immobilized lipase and its reuse. J. Polym. Pap. 12, 1802. DOI: 10.3390/polym12081802. Search in Google Scholar

7 Baltaci, M.O., Orak, T., Taskin, M., Adiguzel, A. & Ozkan, H. (2020). Enhancement of amylase and lipase production from Bacillus licheniformis 016 using waste chicken feathers as peptone source. J. Waste Manag. Pap. 11, 1809–1819. DOI: 10.1155/2013/329121. Search in Google Scholar

8 Carrea, G. & Riva, S. (2000). Properties and synthetic applications of enzymes in organic solvents. Angew. Chem. Pap. 39, 2226–2254. DOI: 10.1002/1521-3773(20000703)39:13<2226:AIDANIE2226>3.0.CO;2-L. Search in Google Scholar

9 Cavalcante, F.T.T., Neto, F.S., De Aguiar Falcão, I.R., Da Silva Souza, J.E., De Moura Junior, L.S., Da Silva Sousa, P., Rocha, T.G., De Sousa, I.G., De Lima Gomes, P.H. & De Souza, M.C.M. (2020). Opportunities for improving biodiesel production via lipase catalysis. J. Waste Manag. Pap. 9, 119577. DOI: 10.1016/j.fuel.2020.119577. Search in Google Scholar

10 De Oliveira, D., Di Luccio, M., Faccio, C., Dalla Rosa, C., Bender, J. P., Lipke, N., Amroginski, C., Dariva, C. & De Oliveira, J.V. (2022). Optimization of alkaline transesterification of soybean oil and castor oil for biodiesel production. Twenty-sixth symposium on biotechnology for fuels and chemicals. Springer Sci. Rev. Pap. 3(46), 553–560. Search in Google Scholar

11 Dhouibi, R., Oueslati, H., Bahri, S., Jabou, K. & Bahri, S. (2021). Chemical composition of germinating Tunisian almond (Prunus Amygdalus Mill.) seedlings oil. Kuwait J. Sci. Pap. 48. DOI: 10.48129/kjs.v48i2.9308. Search in Google Scholar

12 El Rassi, Z., Lee, A.L. & Horváth, C. (2020). Reversed-phase and hydrophobic interaction chromatography of peptides and proteins. J. Sep. Sci. Pap. 5(63), 447–494. Search in Google Scholar

13 Esonye, C., Onukwuli, O.D. & Ofoefule, A.U. (2019). Optimization of methyl ester production from Prunus Amygdalus seed oil using response surface methodology and artificial neural networks. J. Renew. Energy. Pap. 130, 61–72. DOI: 10.1016/j.renene.2018.06.036. Search in Google Scholar

14 Guimarães, A.C., Meireles, L.M., Lemos, M.F., Guimarães, M.C.C., Endringer, D.C., Fronza, M. & Scherer, R. (2019). Antibacterial activity of terpenes and terpenoids present in essential oils. Molecules. Pap. 24, 2471. DOI: 10.3390/molecules24132471. Search in Google Scholar

15 Haq, N.U., Liaquat, M., Alharby, H.F., Alzahrani, Y.M., Alghamdi, S.A., Alharbi, B.M., Alabdallah, N.M., Saud, S., Ahmed, M. & Sayyed, R. (2022). Optimization and Purification of Terpenyl Flavor Esters Catalyzed by Black Cumin (Nigella sativa) Seedling Lipase in Organic Media. Front. Sustain. Food Syst. Pap. 6, 915602. DOI: 10.3389/fsufs.2022.915602. Search in Google Scholar

16 Kakhki, R.M., Hedayat, S. & Mohammadzadeh, K. (2019). Novel, green and low cost synthesis of Ag nanoparticles with superior adsorption and solar based photocatalytic activity. Journal of materials science: J. Mater. Sci. Mater. Electron. Pap. 30, 8788–8795. DOI: 10.3390/foods10163874. Search in Google Scholar

17 Keawkim, K., Lorjaroenphon, Y., Vangnai, K. & Jom, K.N. (2021). Metabolite–Flavor profile, phenolic content, and antioxidant activity changes in sacha inchi (plukenetia volubilis l.) seeds during germination. J. Food Sci. Pap. 10, 2476. DOI: 10.3390/foods10102476. Search in Google Scholar

18 Khaledi, N. & Hassani, F. (2021). Effect of seed-borne Fusarium species on constituents of essential oils from seeds of black cumin populations. J. Plant Prot. Res. Pap. 229–242. DOI: 10.1016/S0141-0229(01)00481-1. Search in Google Scholar

19 Kuddus, M. (2019). Introduction to food enzymes. Enzymes in food biotechnology. Elsevier. Search in Google Scholar

20 Kutyła, M., Trytek, M., Buczek, K., Tomaszewska, E. & Muszyński, S. (2021). Biomass of a Psychrophilic fungus as a biocatalyst for efficient direct esterification of citronellol. Bioenergy Res. Pap. 1–13. DOI: 10.1016/S0141-0229(01)00481-1. Search in Google Scholar

21 Liaquat, M., Mehmood, T., Khan, S.-U., Ahmed, Z., Saeed, M., Aslam, S., Khan, J., Ali, N., Jahangir, M. & Nawaz, M. (2015). Parameters affecting the synthesis of (Z)-3-hexen-1-yl acetate by transesterifacation in organic solvent. J. Chem. Soc. Pak. Pap. 37. Search in Google Scholar

22 Monteiro, R.R., Virgen-Ortiz, J.J., Berenguer-Murcia, Á., Da Rocha, T.N., Dos Santos, J. C., Alcántara, A.R. & Fernandez-Lafuente, R. (2021). Biotechnological relevance of the lipase A from Candida antarctica. Catal. Today. Pap. 362, 141–154. DOI: 10.1016/j.cattod.2020.03.026. Search in Google Scholar

23 Nacer, R. & Chahra, B.-H. (2021). Physical and chemical study of coated Candida cylindracea with sorbitan esters. Res. J. Chem. Environ. Pap. 25, 10. DOI: 10.1016/j. cattod.2020.03.026. Search in Google Scholar

24 Nava, O., Luque, P., Gómez-Gutiérrez, C., Vilchis-Nestor, A., Castro-Beltrán, A., Mota-González, M. & Olivas, A. (2017). Influence of Camellia sinensis extract on Zinc Oxide nanoparticle green synthesis. J. Mol. Struct. Pap. 1134, 121–125. DOI: 10.1016/j.molstruc.2016.12.069. Search in Google Scholar

25 Oladipo, B., Ojumu, T.V., Latinwo, L.M. & Betiku, E. (2020). Pawpaw (Carica papaya) peel waste as a novel green heterogeneous catalyst for moringa oil methyl esters synthesis: Process optimization and kinetic study. Energies. Pap. 13, 5834. DOI: 10.3390/en13215834. Search in Google Scholar

26 Osho, M.B. & Adio, O.Q. (2021). Screening, optimization and characterization of extracellular lipase of Aspergillus niger ATCC 1015. J. Microbiol. Biotechnol. Food Sci. Pap. 40–44. Search in Google Scholar

27 Perdomo, I.C., Gianolio, S., Pinto, A., Romano, D., Contente, M.L., Paradisi, F. & Molinari, F. (2019). Efficient enzymatic preparation of flavor esters in water. J. Agric. Food Chem. 67, 6517–6522. DOI: 10.1021/acs.jafc.9b01790. Search in Google Scholar

28 Pickersgill, B. (2012). Spices, Routledge. DOI: 10.1111/curt.12210. Search in Google Scholar

29 Priyanka, P., Tan, Y., Kinsella, G.K., Henehan, G.T. & Ryan, B.J. (2019). Solvent stable microbial lipases: current understanding and biotechnological applications. Biotechnol. Lett. Pap. 41, 203–220. DOI: 10.1038/343767a0. Search in Google Scholar

30 Rajput, R.P.S., Paramakrishnan, N. & Gangadharappa, H. (2021). Cumin (Cuminum cyminum L.) Seed. Oilseeds: Health attributes and food applications. Springer. DOI: 10.1533/9780857095671.250. Search in Google Scholar

31 Reinoso, D.M. & Boldrini, D.E. (2020). Kinetic study of fuel bio-additive synthesis from glycerol esterification with acetic acid over acid polymeric resin as catalyst. Fuel. Pap. 264, 116879. DOI: 10.1016/j.fuel.2019.116879. Search in Google Scholar

32 Savalas, L.R.T., Sirodjudin, S. & Gunawan, E.R. (2021). Biochemical Properties of Coconut (Cocos nucifera L.) Lipase. Philipp J. Sci. 150, 915–924. Search in Google Scholar

33 Shahedi, M., Yousefi, M., Habibi, Z., Mohammadi, M. & As’ Habi, M.A. (2019). Co-immobilization of Rhizomucor miehei lipase and Candida antarctica lipase B and optimization of biocatalytic biodiesel production from palm oil using response surface methodology. J. Renew. Energy. Pap. 141, 847–857. DOI: 10.1016/j.renene.2019.04.042. Search in Google Scholar

34 Shahid, A., Jamal, Y., Khan, S.J., Khan, J.A. & Boulanger, B. (2018). Esterification reaction kinetics of acetic and oleic acids with ethanol in the presence of Amberlyst 15. Arab. J. Sci. Eng. Pap. 43, 5701–5709. DOI: 10.1016/j. biotechadv.2010.03.002. Search in Google Scholar

35 Shree, S. & Singh, P. (2020). Status, opportunities, and challenges of spice research and development. Sustainable agriculture. Apple Academic Press. Search in Google Scholar

36 Sose, M.T., Bansode, S.R. & Rathod, V.K. (2017). Solvent free lipase catalyzed synthesis of butyl caprylate. J. Chem. Sci. Pap. 129, 1755–1760. Search in Google Scholar

37 Suo, Y., Fu, H., Ren, M., Liao, Z., Ma, Y. & Wang, J. (2018). Enhanced butyric acid production in Clostridium tyrobutyricum by overexpression of rate-limiting enzymes in the Embden-Meyerhof-Parnas pathway. J. Biotech. Pap. 272, 14–21. DOI: 10.1016/j.jbiotec.2018.02.012. Search in Google Scholar

38 Thawornprasert, J., Duangsuwan, W. & Somnuk, K. (2021). Reduction of free fatty acid in low free fatty acid of mixed crude palm oil (lmcpo): Optimization of esterification parameters. Materials Science Forum, Trans. Tech. Publ. Pap. 111–118. DOI: 10.4028/www.scientific.net/MSF.1023.111. Search in Google Scholar

39 Trinh, H., Yusup, S. & Uemura, Y. (2018). Optimization and kinetic study of ultrasonic assisted esterification process from rubber seed oil. Bioresour. Technol. Pap. 247, 51–57. DOI: 10.1016/j.biortech.2017.09.075. Search in Google Scholar

40 Vergara-Fernández, A., Revah, S., Moreno-Casas, P. & Scott, F. (2018). Biofiltration of volatile organic compounds using fungi and its conceptual and mathematical modeling. Biotechnol. Adv. Pap. 36, 1079–1093. DOI: 10.1016/j.biotechadv.2018.03.008. Search in Google Scholar

41 Wang, L., Liu, T., Sun, H. & Zhou, Q. (2018). Transesterification of para-hydroxybenzoic acid esters (parabens) in the activated sludge. J. Hazard. Mater. Pap. 354, 145–152. DOI: 10.1016/j.jhazmat.2018.04.077. Search in Google Scholar

42 Arooj, S., Iftikhar, T., Mustafa, S. Ullah, N., Sarwar, A., Nelofar, N., Urahman, S., Aziz T., Alharbi, M., Alshammari, A., Alasmari, AF. (2023). Optimization of critical medium components for lipase production by Neurospora crassa in solid state fermentation. Biomass. Conv. Bioref. 27, 1–9. DOI: 10.1007/s13399-023-05081-0. Search in Google Scholar

43 Yuan, M., Cong, F., Zhai, Y., Li, P., Yang, W., Zhang, S., Su, Y., Li, T., Wang, Y. & Luo, W. (2021). Rice straw enhancing catalysis of Pseudomonas fluorescense lipase for synthesis of citronellyl acetate. Bioproc. Biosyst. Eng. Pap. 4(25), 1–12. DOI: 10.1002/bab.2098. Search in Google Scholar