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Synthesis, studies and applications of fluorescent and circular dichroic probes for characterization of interactions with proteins, DNA and determination of enzymatic activity

Grant number: 19/18445-5
Support Opportunities:Regular Research Grants
Duration: February 01, 2021 - January 31, 2023
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
Associated researchers:Aguinaldo Robinson de Souza ; Nelson Henrique Morgon

Abstract

Detection, monitoring and quantification of molecular processes in simple systems, such as biochemical reactions in isolated systems, or complex ones, such as those occurring within cells or supramolecular systems, occurs by contrasting between what is wanted and what is not wanted to see. In other words, by increasing the signal to noise ratio. In this scenario, fluorescence-based techniques stand out because they are the most used methods in chemical and biomedical field. Indeed, it would not be possible to imagine the development in areas as biochemistry, immunology, microbiology, cell biology, molecular biology etc, without the use of fluorescent markers capable of elucidating the expression of proteins, cytokines, metabolites, reactive oxygen and nitrogen species, release or uptake. ions, changes in intracellular pH, membrane potential, signaling pathways, transcription factors etc? This project fits in this field, since part of it is focused on the development and application of fluorescent probes for the following purposes: synthesis and study of fluorescent aminoquinolines for selective determination of enzymatic activity of the enzymes myeloperoxidase and eosinophil peroxidase; synthesis and study of fluorescent probe for DNA study via exciplex formation; energy transfer study (FRET) for elucidating interaction of fluorescent probes with albumin; solvatochromic studies with the probes 4-(Dicyanomethylene)-2-methyl-6-(4-dimethylaminostyryl)-4H-pyran and 4-dimethylamino-²-nitrostyrene and application for determination of dielectric constant inside protein. The project also aims the synthesis and development of probes susceptible to induction of circular dichroism signal. In this case we aim to develop a method to monitor the displacement of the probes between two proteins as a function of time and to apply to the characterization study of amyloid aggregates. Also, in this line, the circular dichroism signal induced in rose Bengal dye will be used to study its movement in the protein. All the studies mentioned above will have their theoretical counterpart by ab initio methods which will seek to understand the phenomena at molecular level, simulations of absorption, emission and circular dichroism spectra of free and complexed probes to macromolecules. (AU)

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Scientific publications (18)
(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)
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, . (16/20549-5, 19/18445-5)
BERTOZO, LUIZA DE CARVALHO; TUTONE, MARCO; PASTRELLO, BRUNA; DA SILVA-FILHO, LUIZ CARLOS; CULLETTA, GIULIA; ALMERICO, ANNA MARIA; XIMENES, VALDECIR FARIAS. Aminoquinolines: Fluorescent sensors to DNA - A minor groove probe. Experimental and in silico studies. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, v. 444, p. 16-pg., . (19/18445-5)
ZAZERI, GABRIEL; RIBEIRO POVINELLI, ANA PAULA; PAVAN, NATHALIA M.; DE CARVALHO, DANIELLA ROMANO; CARDOSO, CARMEN LUCIA; XIMENES, VALDECIR FARIAS. Experimental studies and computational modeling on cytochrome c reduction by quercetin: The role of oxidability and binding affinity. Journal of Molecular Structure, v. 1244, . (14/50926-0, 19/18445-5)
FERNANDES, ANA JULIA FOGANHOLI CARVALHO; BERTOZO, LUIZA DE CARVALHO; POVINELLI, ANA PAULA RIBEIRO; ZAZERI, GABRIEL; DE SOUZA, AGUINALDO ROBINSON; MORGON, NELSON HENRIQUE; XIMENES, VALDECIR FARIAS. 4-Dimethylamino-beta-nitrostyrene, a fluorescent solvatochromic probe to estimate the apparent dielectric constant in serum albumin: Experimental and molecular dynamics studies. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY A-CHEMISTRY, v. 433, p. 12-pg., . (13/08293-7, 15/22338-9, 19/18445-5)
PAVAN, NATHALIA MARIANA; MARTINS, LUCAS MICHELAO; AUGUSTO, LAIS CRISTINA; DA SILVA-FILHO, LUIZ CARLOS; XIMENES, VALDECIR FARIAS. Development of fluorescent azapentalenes to study the reactivity of hypochlorous acid and chloramines in micellar systems. JOURNAL OF MOLECULAR LIQUIDS, v. 365, p. 10-pg., . (18/14506-7, 19/18445-5)
XIMENES, VALDECIR F.; PAVAN, NATHALIA M.; DE SOUZA, AGUINALDO R.; BARROS, GABRIEL A.; MORGON, NELSON H.. Nicotine as a Catalyst for Chlorination Promoted by Hypochlorous Acid: Experimental and Theoretical Studies. Journal of the Brazilian Chemical Society, v. N/A, p. 6-pg., . (19/18445-5, 19/12294-5)
ZERAIK, MARIA LUIZA; PAULI, IVANI; DUTRA, LUIZ A.; CRUZ, RAQUEL S.; VALLI, MARILIA; PARACATU, LUANA C.; DE FARIA, CAROLINA M. Q. G.; XIMENES, VALDECIR F.; REGASINI, LUIS O.; ANDRICOPULO, ADRIANO D.; et al. Identification of a Prenyl Chalcone as a Competitive Lipoxygenase Inhibitor: Screening, Biochemical Evaluation and Molecular Modeling Studies. Molecules, v. 26, n. 8, . (10/01506-7, 13/07600-3, 11/03017-6, 19/05967-3, 19/18445-5, 09/15457-0, 14/50926-0)
SILVEIRA, VICTORIA HELLOIZA SILVA; DE CAMARGO, MARCELA RODRIGUES; ROCHA, CAMILA LORETA; CARDOSO, CARMEN LUCIA; XIMENES, VALDECIR FARIAS. Chemiluminescent oxidation of 2-methylindol catalyzed by cobalt(II). Journal of Luminescence, v. 258, p. 10-pg., . (19/18445-5)
VALDECIR F. XIMENES; NATHALIA M. PAVAN; AGUINALDO R. DE SOUZA; GABRIEL A. BARROS; NELSON H. MORGON. Nicotine as a Catalyst for Chlorination Promoted by Hypochlorous Acid: Experimental and Theoretical Studies. Journal of the Brazilian Chemical Society, v. 34, n. 1, p. 63-68, . (19/12294-5, 19/18445-5)
BERTOZO, LUIZA DE CARVALHO; KOGUT, MALGORZATA; MASZOTA-ZIELENIAK, MARTYNA; SAMSONOV, SERGEY A.; XIMENES, VALDECIR F.. Induced circular dichroism as a tool to monitor the displacement of ligands between albumins. SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, v. 278, p. 13-pg., . (19/18445-5)
XIMENES, VALDECIR FARIAS. Concomitant binding of two fluorescent probes at site-I of human serum albumin: The protein acting as a scaffold enabling fluorescence resonance energy transfer. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, v. 234, p. 10-pg., . (19/18445-5)
BERTOZO, LUIZA DE CARVALHO; MASZOTA-ZIELENIAK, MARTYNA; BOLEAN, MAYTE; CIANCAGLINI, PIETRO; SAMSONOV, SERGEY A.; XIMENES, VALDECIR F.. inding of fluorescent dansyl amino acids in albumin: When access to the protein cavity is more important than the strength of bindin. DYES AND PIGMENTS, v. 188, . (19/18445-5, 16/22014-1)
ALVES DA SILVA, BRUNA TERRA; PELOI, KAREN ELAINE; XIMENES, VALDECIR FARIAS; NAKAMURA, CELSO VATARU; SILVA LAUTENSCHLAGER, SUELI DE OLIVEIRA. 2-acetylphenothiazine protects L929 fibroblasts against UVB-induced oxidative damage. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, v. 216, . (14/50926-0, 19/18445-5)
BERTOZO, LUIZA DE CARVALHO; MASZOTA-ZIELENIAK, MARTYNA; BOLEAN, MAYTE; CIANCAGLINI, PIETRO; SAMSONOV, SERGEY A.; XIMENES, VALDECIR F.. Binding of fluorescent dansyl amino acids in albumin: When access to the protein cavity is more important than the strength of binding. DYES AND PIGMENTS, v. 188, p. 13-pg., . (19/18445-5, 16/22014-1)
POVINELLI, ANA PAULA RIBEIRO; BERTOZO, LUIZA DE CARVALHO; ZAZERI, GABRIEL; XIMENES, VALDECIR FARIAS. A flaw in applying the FRET technique to evaluate the distance between ligands and tryptophan residues in human serum albumin: Proposal of correction. JOURNAL OF PHOTOCHEMISTRY AND PHOTOBIOLOGY B-BIOLOGY, v. 242, p. 9-pg., . (19/18445-5)
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, . (19/18445-5, 16/20549-5, 14/50926-0)
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, . (19/18445-5, 16/20549-5)
PAVAN, NATHALIA MARIANA; PASSARETTI FILHO, JULIANO; ISQUIBOLA, GUILHERME; CAIRES, FLAVIO JUNIOR; XIMENES, VALDECIR FARIAS. Chemiluminescence from Ozonized Sesame Oil. OZONE-SCIENCE & ENGINEERING, v. N/A, p. 13-pg., . (19/18445-5)

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