Development and application of fluorescent probes and probes based on circular dichroism for the interaction studies of ligands with protein, characterization of amyloid proteins and determination of enzymatic activity

• Grant number: 16/20549-5
• Support Opportunities: Regular Research Grants
• Start date: March 01, 2017
• End date: February 28, 2019
• Field of knowledge: Biological Sciences - Biochemistry - Enzymology
• Principal Investigator: Valdecir Farias Ximenes
• Grantee: Valdecir Farias Ximenes
• Host Institution: Faculdade de Ciências (FC). Universidade Estadual Paulista (UNESP). Campus de Bauru. Bauru , SP, Brazil

Abstract

Mounting evidence has demonstrated the role of hypohalous acids as hypochlorous acid (HOCl) and hypobromous acid (HOBr) as agents involved in biomolecules degradation. Indeed, the identification of biomarkers as chlorotyrosine and HOCl and HOBr modified proteins and nucleic acid has been widely demonstrated and correlated with pathologies as Alzheimer`s disease, Parkinson`s disease, chronic obstructive pulmonary disease among others. In the same direction, inhibitors of the enzymes involved directly or indirectly in the biosynthesis of these oxidants are current targets for the developments of new drugs. This project aims to contribute in this area. Specifically, we aim to study and develop fluorescent probes able to determine, specifically, the halogenant activity of the enzymes myeloperoxidase and eosinophil peroxidase, which are responsible by the endogenous generation of HOCl and HOBr. Other objective is related to development of a fluorescent probe able to discriminate the anti and pro-oxidant activity of natural and synthetic phenolic compounds. Other central theme will be the application of circular dichroism to study the interaction of ligands with proteins and characterization of amyloid aggregates. Specifically, we are interested in the study and development of compounds able to bind in proteins and susceptible to induction of chirality, i.e., compounds susceptible to induced circular dichroism when bound to proteins. By using this technique, it is possible to study alterations in the protein structure as a function of the medium, oxidative alterations, temperature, etc. We aim to apply this phenomenon for the characterization of amyloid aggregates in proteins. We are sure that these studies will be useful for the development of new sensitive and selective techniques for the analysis and monitoring damages provoked by reactive oxygen species in biomolecules. (AU)

Scientific publications

(17)

(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)

BERTOZO, LUIZA DE CARVALHO; NETO, ERNESTO TAVARES; DE OLIVEIRA, LEANDRO CRISTANTE; XIMENES, VALDECIR FARIAS. Oxidative Alteration of Trp-214 and Lys-199 in Human Serum Albumin Increases Binding Affinity with Phenylbutazone: A Combined Experimental and Computational Investigation. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, v. 19, n. 10, OCT 2018. (14/50926-0, 16/20549-5, 16/22014-1)

XIMENES, VALDECIR F.; XIMENES, THOMAZ P.; MORGON, NELSON H.; DE SOUZA, AGUINALDO R.. Taurine Chloramine and Hydrogen Peroxide as a Potential Source of Singlet Oxygen for Topical Application. Photochemistry and Photobiology, MAR 2021. (16/20549-5, 19/18445-5)

DE VASCONCELOS, DEBORA NALIATI; LIMA, ANGELICA NAKAGAWA; PHILOT, ERIC ALLISON; SCOTT, ANA LIGIA; FERREIRA BOZA, IZABELLE AMORIM; DE SOUZA, AGUINALDO ROBINSON; MORGON, NELSON HENRIQUE; XIMENES, VALDECIR FARIAS. Methyl divanillate: redox properties and binding affinity with albumin of an antioxidant and potential NADPH oxidase inhibitor. RSC ADVANCES, v. 9, n. 35, p. 19983-19992, JUL 1 2019. (14/50926-0, 16/20549-5, 16/22014-1)

AGUINALDO ROBINSON DE SOUZA; IZABELLE AMORIM FERREIRA BOZA; VALDECIR FARIAS XIMENES; MAURÍCIO IKEDA YOGUIN; MARÍA-JOSÉ DÁVILA-RODRIGUEZ; NELSON HENRIQUE MORGON; IGNEZ CARACELLI. ELUCIDAÇÃO DA QUIRALIDADE INDUZIDA NA MOLÉCULA DANSILGLICINA NA COMPLEXAÇÃO COM A PROTEÍNA ALBUMINA DO SORO HUMANO (HSA). Química Nova, v. 42, n. 2, p. 135-142, 2019-02-00. (16/20549-5, 15/22338-9, 14/50926-0)

XIMENES, VALDECIR FARIAS; MORGON, NELSON HENRIQUE; DE SOUZA, AGUINALDO ROBINSON. Solvent-dependent inversion of circular dichroism signal in naproxen: An unusual effect!. CHIRALITY, v. 30, n. 9, p. 1049-1053, SEP 2018. (14/50926-0, 15/22338-9, 16/20549-5)

SOUSA, IRAN DA L.; HEERDT, GABRIEL; XIMENES, VALDECIR F.; DE SOUZA, AGUINALDO R.; MORGON, NELSON H.. TD-DFT Analysis of the Dissymmetry Factor in Camphor. Journal of the Brazilian Chemical Society, v. 31, n. 3, p. 613-618, MAR 2020. (14/50926-0, 16/20549-5, 15/22338-9, 16/04963-6, 19/12294-5)

PERES, MATHEUS RUFFO; PASTRELLO, BRUNA; SAMBRANO, JULIO RICARDO; MORGON, NELSON HENRIQUE; DE SOUZA, AGUINALDO ROBINSON; XIMENESA, VALDECIR FARIAS. Salicylic Acid Boosts the TiO2 and ZnO-Mediated Photodegradation of Paracetamol. MATERIALS RESEARCH-IBERO-AMERICAN JOURNAL OF MATERIALS, v. 24, n. 1, 2021. (16/20549-5)

DE SOUZA, AGUINALDO ROBINSON; XIMENES, VALDECIR FARIAS; MORGON, NELSON HENRIQUE; CHENG, HN; MARYANOFF, CA; MILLER, BD; SCHMIDT, DG. Solvent Effects on Electronic Circular Dichroism Spectra. STEREOCHEMISTRY AND GLOBAL CONNECTIVITY: THE LEGACY OF ERNEST L ELIEL, VOL 2, v. 1258, p. 11-pg., 2017-01-01. (15/22338-9, 16/20549-5)

BERTOZO, LUIZA DE CARVALHO; ZERAIK, MARIA LUIZA; XIMENES, VALDECIR FARIAS. Dansylglycine, a fluorescent probe for specific determination of halogenating activity of myeloperoxidase and eosinophil peroxidase. Analytical Biochemistry, v. 532, p. 29-37, SEP 1 2017. (16/20549-5, 15/21693-0)

DE CARVALHO BERTOZO, LUIZA; FERNANDES, ANA J. F. C.; YOGUIM, MAURICIO I.; BOLEAN, MAYTE; CIANCAGLINI, PIETRO; XIMENES, VALDECIR F.. Entropy-driven binding of octyl gallate in albumin: Failure in the application of temperature effect to distinguish dynamic and static fluorescence quenching. JOURNAL OF MOLECULAR RECOGNITION, v. 33, n. 7, MAR 2020. (14/50926-0, 16/20549-5, 16/22014-1)

PASTRELLO, BRUNA; DOS SANTOS, GIOVANNY CARVALHO; DA SILVA-FILHO, LUIZ CARLOS; DE SOUZA, AGUINALDO ROBINSON; MORGON, NELSON HENRIQUE; XIMENES, VALDECIR FARIAS. Novel aminoquinoline-based solvatochromic fluorescence probe: Interaction with albumin, lysozyme and characterization of amyloid fibrils. DYES AND PIGMENTS, v. 173, FEB 2020. (15/00615-0, 15/22338-9, 16/20549-5, 18/14506-7, 14/50926-0)

BERTOZO, LUIZA DE CARVALHO; NETO, ERNESTO TAVARES; DE OLIVEIRA, LEANDRO CRISTANTE; XIMENES, VALDECIR FARIAS. Oxidative Alteration of Trp-214 and Lys-199 in Human Serum Albumin Increases Binding Affinity with Phenylbutazone: A Combined Experimental and Computational Investigation. INTERNATIONAL JOURNAL OF MOLECULAR SCIENCES, v. 19, n. 10, p. 17-pg., 2018-10-01. (14/50926-0, 16/20549-5, 16/22014-1)

BERTOZO, LUIZA DE CARVALHO; PHILOT, ERIC ALLISON; LIMA, ANGELICA NAKAGAWA; DE RESENDE LARA, PEDRO TULIO; SCOTT, ANA LIGIA; XIMENES, VALDECIR FARIAS. Interaction between 1-pyrenesulfonic acid and albumin: Moving inside for the protein. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, v. 208, p. 243-254, FEB 5 2019. (14/50926-0, 16/22014-1, 16/20549-5)

RICCI SPAZZINI, FABIOLA CRISTINA; XIMENES, THOMAZ POL; XIMENES, VALDECIR FARIAS. TiO2-catalyzed photodegradation of aromatic compounds: relevance of susceptibility to oxidation and electrophilic attack by hydroxyl radical. JOURNAL OF NANOPARTICLE RESEARCH, v. 20, n. 12, DEC 8 2018. (16/20549-5)

DE SOUSA, IRAN DA LUZ; XIMENES, VALDECIR FARIAS; DE SOUZA, AGUINALDO ROBINSON; MORGON, NELSON HENRIQUE. Solvent-induced Stokes' shift in DCJTB: Experimental and theoretical results. Journal of Molecular Structure, v. 1192, p. 186-191, SEP 15 2019. (15/22338-9, 16/20549-5, 14/50926-0, 16/04963-6)

XIMENES, VALDECIR F.; XIMENES, THOMAZ P.; MORGON, NELSON H.; DE SOUZA, AGUINALDO R.. Taurine Chloramine and Hydrogen Peroxide as a Potential Source of Singlet Oxygen for Topical Application. Photochemistry and Photobiology, v. 97, n. 5, p. 963-970, SEP 2021. (19/18445-5, 16/20549-5)

DOS SANTOS, WILLIAN HENRIQUE; YOGUIM, MAURICIO IKEDA; DARE, REGINA GOMES; DA SILVA-FILHO, LUIZ CARLOS; LAUTENSCHLAGER, SUELI OLIVEIRA SILVA; XIMENES, VALDECIR FARIAS. Development of a caffeic acid-phthalimide hybrid compound for NADPH oxidase inhibition. RSC ADVANCES, v. 11, n. 29, p. 17880-17890, MAY 27 2021. (19/18445-5, 16/20549-5, 14/50926-0)