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New approaches in biocatalytic reactions

Grant number: 14/18257-0
Support type:Regular Research Grants
Duration: February 01, 2015 - January 31, 2017
Field of knowledge:Physical Sciences and Mathematics - Chemistry - Organic Chemistry
Principal Investigator:Andre Luiz Meleiro Porto
Grantee:Andre Luiz Meleiro Porto
Home Institution: Instituto de Química de São Carlos (IQSC). Universidade de São Paulo (USP). São Carlos , SP, Brazil


With recent advances in biocatalysis, several reactions and methodologies have been gaining prominence today. May be cited the reactions of carbon-carbon bond, such as aldol reactions, the synthesis of derivatives of natural products through enzymatic route, for example, flavonoids and their derivatives, and steroid hydroxylation of natural products. Also, from the point of view Biotechnology, reactions catalyzed by lipases can also be used in the synthesis of amides greases and molecules with antioxidant properties. In this context, the enzymes can be applied in different types of reactions for xenobiotic compounds and exhibit great specificity for substrates for various classes of compounds aimed products with different applications. As alternatives to the use of enzymes in organic reactions, further reactions can be employed using other classes of enzymes that can exert promiscuous function. For example, lipases, cellulases and cutinases (esterases) that can catalyze aldol reactions. Regarding the synthesis of chiral molecules by catalysis highlight the high enantioselectivity due to the intrinsic stereoselectivity of enzymes. Despite recent advances in the use of enzymes in biocatalysis, enzyme immobilization using new methodologies and / or application of microwave irradiation or ultrasound may be used to obtain better results. Immobilization in alginate and micro-fibroin and magnetic nanoparticles can promote the enzymatic catalysis several advantages, particularly as regards easy reuse of the biocatalyst and an increase in selectivity due to the conformational restrictions imposed on the enzyme. Another possible tool is the use of microwave or ultrasound, which can be used to reduce the reaction time by making more rapidly biocatalytic reaction. Thus, this project aims new methodological approaches and applications in the field of biocatalysis making the use of enzymes and microorganisms. (AU)

Scientific publications (11)
(References retrieved automatically from Web of Science and SciELO through information on FAPESP grants and their corresponding numbers as mentioned in the publications by the authors)
BIROLLI, WILLIAN GARCIA; ZANIN, LUCAS LIMA; JIMENEZ, DAVID ESTEBAN QUINTERO; PORTO, ANDRE LUIZ MELEIRO. Synthesis of Knoevenagel Adducts Under Microwave Irradiation and Biocatalytic Ene-Reduction by the Marine-Derived Fungus Cladosporium sp. CBMAI 1237 for the Production of 2-Cyano-3-Phenylpropanamide Derivatives. MARINE BIOTECHNOLOGY, v. 22, n. 2 MAR 2020. Web of Science Citations: 0.
BIROLLI, WILLIAN G.; PORTO, ANDRE L. M.; FONSECA, LUIS P. Miniemulsion in biocatalysis, a new approach employing a solid reagent and an easy protocol for product isolation applied to the aldol reaction by Rhizopus niveus lipase. Bioresource Technology, v. 297, FEB 2020. Web of Science Citations: 0.
FERREIRA, IRLON M.; FIAMINGO, ANDERSON; CAMPANA-FILHO, SERGIO P.; PORTO, ANDRE L. M. Biotransformation of (E)-2-Methyl-3-Phenylacrylaldehyde Using Mycelia of Penicillium citrinum CBMAI 1186, Both Free and Immobilized on Chitosan. MARINE BIOTECHNOLOGY, v. 22, n. 3 FEB 2020. Web of Science Citations: 0.
QUEIROZ, THAYANE M.; OROZCO, ERIKA V. M.; SILVA, VALDENIZIA R.; SANTOS, LUCIANO S.; SOARES, MILENA B. P.; BEZERRA, DANIEL P.; PORTO, ANDRE L. M. Semi-synthesis of beta-keto-1,2,3-triazole derivatives from ethinylestradiol and evaluation of the cytotoxic activity. HELIYON, v. 5, n. 9 SEP 2019. Web of Science Citations: 0.
BIROLLI, WILLIAN G.; LIMA, RAFAELY N.; PORTO, ANDRE L. M. Applications of Marine-Derived Microorganisms and Their Enzymes in Biocatalysis and Biotransformation, the Underexplored Potentials. FRONTIERS IN MICROBIOLOGY, v. 10, AUG 20 2019. Web of Science Citations: 0.
BIROLLI, WILLIAN G.; ARAI, MARYLYN S.; NITSCHKE, MARCIA; PORTO, ANDRE L. M. The pyrethroid (+/-)-lambda-cyhalothrin enantioselective biodegradation by a bacterial consortium. PESTICIDE BIOCHEMISTRY AND PHYSIOLOGY, v. 156, p. 129-137, MAY 2019. Web of Science Citations: 2.
QUINTERO JIMENEZ, DAVID ESTEBAN; ZANIN, LUCAS LIMA; DINIZ, LUAN FARINELLI; ELLENA, JAVIER; MELEIRO PORTO, ANDRE LUIZ. Green Synthetic Methodology of (E)-2-cyano-3-aryl Selective Knoevenagel Adducts Under Microwave Irradiation. CURRENT MICROWAVE CHEMISTRY, v. 6, n. 1, p. 54-60, 2019. Web of Science Citations: 0.
LIMA, RAFAELY N.; PORTO, ANDRE L. M. Biocatalytic aminolysis of ethyl (S)-mandelate by lipase from Candida antarctica. Catalysis Communications, v. 100, p. 157-163, SEP 2017. Web of Science Citations: 5.
BIROLLI, WILLIAN G.; FONSECA, LUIS P.; PORTO, ANDRE L. M. Aldol Reactions by Lipase From Rhizopus niveus, an Example of Unspecific Protein Catalysis. CATALYSIS LETTERS, v. 147, n. 8, p. 1977-1987, AUG 2017. Web of Science Citations: 6.
ALVARENGA, NATALIA; PORTO, ANDRE L. M. Stereoselective reduction of 2-azido-1-phenylethanone derivatives by whole cells of marine-derived fungi applied to synthesis of enantioenriched beta-hydroxy-1,2,3-triazoles. BIOCATALYSIS AND BIOTRANSFORMATION, v. 35, n. 6, p. 388-396, 2017. Web of Science Citations: 1.
LIMA, RAFAELY N.; SILVA, VALDENIZIA R.; SANTOS, LUCIANO DE S.; BEZERRA, DANIEL P.; SOARES, MILENA B. P.; PORTO, ANDRE L. M. Fast synthesis of amides from ethyl salicylate under microwave radiation in a solvent-free system. RSC ADVANCES, v. 7, n. 89, p. 56566-56574, 2017. Web of Science Citations: 1.

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