Application of vanadium-dependent haloperoxidase in a continuous flow system aiming selective reactions

• Grant number: 18/07152-4
• Support Opportunities: Scholarships in Brazil - Doctorate (Direct)
• Start date: October 01, 2018
• End date: April 30, 2023
• Field of knowledge: Physical Sciences and Mathematics - Chemistry - Organic Chemistry
• Principal Investigator: Leandro Helgueira de Andrade
• Grantee: Milene Macedo Hornink
• Host Institution: Instituto de Química (IQ). Universidade de São Paulo (USP). São Paulo , SP, Brazil

Abstract

The use of vanadium-dependent haloperoxidases has presented several challenges when it comes to selectivity, the most challenging being the high reactivity of the halogenated species generated by the enzyme. Another challenge is the inactivation of the enzyme through the oxidizing agent, when it is in excess, or in prolonged contact with the enzyme. It is believed that the use of a reactor with high operational stability, coupled with the concept of "flash chemistry" can promote the controlled and continuous generation of the reactive intermediate, which may contribute to the kinetic most favored reactions, corroborating with a potential stereo transformation and regiosselective. Thus, in this project we propose the use of vanadium-dependent haloperoxidases, found in new sources, in fixed-bed reactors, with their immobilization and application to the study of continuous flow, aiming to improve the selectivity and enzymatic reactivity in the peroxidative bromination of organic substrates. In order to study the role of co-immobilization of enzymes in the controlled generation of H2O2, and in the selectivity of the reaction, a reactor containing the coimmobilized enzymes will also be used. (AU)

Scientific publications

(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)

HORNINK, MILENE MACEDO; LOPES, ALICE UVA; ANDRADE, LEANDRO HELGUEIRA. Biobased Spiroimides from Itaconic Acid and Formamides: Molecular Targets for a Novel Synthetic Application of Renewable Chemicals. SYNTHESIS-STUTTGART, v. 53, n. 02, p. 296-308, JAN 19 2021. (18/07152-4, 19/10762-1, 17/02854-8)

COUTO, JULIA L.; HORNINK, MILENE M.; NASCIMENTO, VINICIUS R.; ANDRADE, LEANDRO H.. Fast Transition Metal-Free Synthesis of Functionalized Oxindoles and Dihydroquinoline-2-ones Under Microwave Irradiation. EUROPEAN JOURNAL OF ORGANIC CHEMISTRY, v. 2022, n. 44, p. 10-pg., 2022-11-25. (18/07152-4, 21/12555-3, 19/10762-1, 17/02854-8)

HORNINK, MILENE M.; NASCIMENTO, VINICIUS R.; COUTO, JULIA L.; SANTOS, CAROLINE S.; ANDRADE, LEANDRO H.. Ultrasound-mediated radical cascade reactions: Fast synthesis of functionalized indolines from 2-(((N-aryl)amino)methyl)acrylates. ULTRASONICS SONOCHEMISTRY, v. 79, NOV 2021. (18/07152-4, 14/50316-7, 19/10762-1)

Academic Publications

(References retrieved automatically from State of São Paulo Research Institutions)

HORNINK, Milene Macedo. Strategies to the synthesis under continuous flow of new nitrogen heterocycles and spiroimides. 2023. Doctoral Thesis - Universidade de São Paulo (USP). Conjunto das Químicas (IQ e FCF) (CQ/DBDCQ) São Paulo.