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Interfacial chemistry: drugs, peptides and ezymes interactions with membrane models

Grant number: 13/08166-5
Support type:Research Projects - Thematic Grants
Duration: November 01, 2013 - October 31, 2019
Field of knowledge:Biological Sciences - Biophysics - Molecular Biophysics
Principal researcher:Iolanda Midea Cuccovia
Grantee:Iolanda Midea Cuccovia
Home Institution: Instituto de Química (IQ). Universidade de São Paulo (USP). São Paulo , SP, Brazil
Pesquisadores principais:
Fábio Herbst Florenzano ; Hernan Chaimovich Guralnik
Assoc. researchers: Dominik Horinek ; Luis Gustavo Dias ; Luiz Juliano Neto ; Magali Aparecida Rodrigues ; Marcelo Porto Bemquerer ; Maria Aparecida Juliano ; Maria de La Salette de Freitas Fernandes Hipólito Reis Dias Rodrigues ; MARIA LUCIA BIANCONI ; Roberto Kopke Salinas ; Sandro Roberto Marana ; Wanderley Dantas dos Santos
Associated grant(s):15/10411-3 - Multi-User Equipment, previously approved in grant 2015/08166-5: stopped-flow, AP.EMU
Associated scholarship(s):19/05484-2 - Synthesis of a copolymer via RAFT with variable composition gradient using ACOMP and an automatic controller of polymerizations, BE.PQ
19/03023-8 - How do cell penetrating peptides enter cells?, BP.DD
18/19838-8 - Decisive forces for the structure and stability of aggregates composed by synthetic surfactants: ion association selectivity to interfaces and vesicle formation, BP.DD
+ associated scholarships 18/15230-5 - Antibacterial and anticancer activities of BP100 peptide and analogs containing Naphathalimide, BP.PD
18/05516-9 - Copolymers of polystyrene and poly(2-(dimethylamino)ethyl methacrylate) designed as building blocks for nanoreactors - second part, BP.IC
17/02463-9 - Copolymers of polystyrene and poly(2-(dimethylamino)ethyl methacrylate) designed as building blocks for nanoreactors, BP.IC
16/00709-8 - Interfacial chemistry: drugs, peptides and ezymes interactions with membrane models, BP.PD - associated scholarships

Abstract

Using micelles and vesicles as models we will focus questions representing new frontiers in the study of interfacial properties using methods we have used for decades and deploying new techniques in collaboration with researchers from Brazil and abroad. Can we design (synthesize) self-aggregating surfactants that form vesicles capable of catalyzing and self-replicate? What is the role of lipid bilayer asymmetry in the properties and selective adsorption of ions or on the electrostatic properties of membranes? How can this selective binding of ions influence membrane / peptide interactions? How are ions are distributed within vesicles? What is the mechanism of association of the triflate ion in micelles and what does this tell us about ion association to interfaces? Using the dediazoniation reaction of substituted diazobenzenes can we design a nucleophilicity scale relevant to biological systems and determine ideality in solvent mixtures? How do mixed polymers aggregate and catalyze? How does human paraoxonase and asparaginase behave when interacting with membranes? What is the mechanism of interaction of BP100, a semisynthetic undecapeptide, with membranes? Can new imidazole derivatives and anti-inflammatory compounds be efficiently incorporated in liposomes? The answers to these questions, which are part of a line of thought of our group, will bring fundamental and applied contributions in the area of biomimetic systems. (AU)

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Scientific publications (40)
(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)
CHAGAS, FERNANDA O.; DIAS, LUIS G.; PUPO, MONICA T.. New perylenequinone derivatives from the endophytic fungus Alternaria tenuissima SS77. Tetrahedron Letters, v. 57, n. 29, p. 3185-3189, . (13/08166-5, 13/07600-3, 09/17695-6, 08/09540-0)
PEREIRA-LEITE, CATARINA; LOPES-DE-CAMPOS, DANIELA; FONTAINE, PHILIPPE; CUCCOVIA, IOLANDA M.; NUNES, CLAUDIA; REIS, SALETTE. Licofelone-DPPC Interactions: Putting Membrane Lipids on the Radar of Drug Development. Molecules, v. 24, n. 3, . (13/08166-5)
PEREIRA-LEITE, CATARINA; NUNES, CLAUDIA; JAMAL, SARAH K.; CUCCOVIA, IOLANDA M.; REIS, SALETTE. Nonsteroidal Anti-Inflammatory Therapy: A Journey Toward Safety. MEDICINAL RESEARCH REVIEWS, v. 37, n. 4, p. 802-859, . (13/08166-5)
CAUZ, ANA C. G.; CARRETERO, GUSTAVO P. B.; SARAIVA, GREICE K. V.; PARK, PETER; MORTARA, LAURA; CUCCOVIA, IOLANDA M.; BROCCHI, MARCELO; GUEIROS-FILHO, FREDERICO J.. Violacein Targets the Cytoplasmic Membrane of Bacteria. ACS INFECTIOUS DISEASES, v. 5, n. 4, p. 539-549, . (13/08166-5, 16/05203-5, 12/20116-0)
LIMA, FILIPE S.; ANDRADE, MARCOS F. C.; MORTARA, LAURA; DIAS, LUIS GUSTAVO; CUCCOVIA, IOLANDA M.; CHAIMOVICH, HERNAN. Ion dehydration controls adsorption at the micellar interface: hydrotropic ions. Physical Chemistry Chemical Physics, v. 19, n. 45, p. 30658-30666, . (13/50096-4, 13/08166-5)
SEGAL, FELIPE MODOLO; CORREA, MICHELLE FIDELIS; BACANI, REBECA; CASTANHEIRA, BRUNA; POLITI, MARIO JOSE; BROCHSZTAIN, SERGIO; TRIBONI, EDUARDO REZENDE. A Novel Synthesis Route of Mesoporous gamma Alumina from Polyoxohydroxide Aluminum. MATERIALS RESEARCH-IBERO-AMERICAN JOURNAL OF MATERIALS, v. 21, n. 1, . (13/08166-5, 15/06064-6, 16/05496-2)
MANZINI, MARIANA C.; PEREZ, KATIA R.; RISKE, KARIN A.; BOZELLI, JR., JOSE C.; SANTOS, TALITA L.; DA SILVA, MARCIA A.; SARAIVA, GREICE K. V.; POLITI, MARIO J.; VALENTE, ANA P.; ALMEIDA, FABIO C. L.; et al. Peptide:lipid ratio and membrane surface charge determine the mechanism of action of the antimicrobial peptide BP100. Conformational and functional studies. BIOCHIMICA ET BIOPHYSICA ACTA-BIOMEMBRANES, v. 1838, n. 7, p. 1985-1999, . (13/08166-5, 07/50970-5)
RODRIGUES, BRUNO V. M.; CABRAL, TAYNA S.; SGOBBI, LIVIA F.; DELEZUK, JORGE A. M.; PESSOA, RODRIGO S.; TRIBONI, EDUARDO R.; DE MORAES, THAISA B. F.; LOBO, ANDERSON O.. A simple and green method for the production of nanostructured materials from poly(vinyl alcohol)/graphene quantum dots. Materials Chemistry and Physics, v. 219, p. 242-250, . (17/13839-0, 15/08523-8, 11/17877-7, 13/08166-5, 17/18826-3)
PEREIRA-LEITE, CATARINA; NUNES, CLAUDIA; GRAHL, DEBORA; BOZELLI, JR., JOSE C.; SCHREIER, SHIRLEY; KAMMA-LORGER, CHRISTINA S.; CUCCOVIA, IOLANDA M.; REIS, SALETTE. Acemetacin-phosphatidylcholine interactions are determined by the drug ionization state. Physical Chemistry Chemical Physics, v. 20, n. 21, p. 14398-14409, . (13/08166-5)
NARDINI, VIVIANI; DIAS, LUIS GUSTAVO; PALARETTI, VINICIUS; JOSE DA SILVA, GIL VALDO. Citronellal assumes a folded conformation in solution due to dispersion interactions: A joint NMR-DFT analysis. Journal of Molecular Structure, v. 1157, p. 401-407, . (13/08166-5)
DE SOUZA, R. M.; RATOCHINSKI, R. H.; KARTTUNEN, MIKKO; DIAS, L. G.. Self-Assembly of Phosphocholine Derivatives Using the ELBA Coarse-Grained Model: Micelles, Bicelles, and Reverse Micelles. JOURNAL OF CHEMICAL INFORMATION AND MODELING, v. 60, n. 2, p. 522-536, . (13/08166-5, 17/03204-7, 18/13867-6)
PARK, PETER; FRANCO, LEANDRO R.; CHAIMOVICH, HERNAN; COUTINHO, KALINE; CUCCOVIA, IOLANDA M.; LIMA, FILIPE S.. Binding and Flip as Initial Steps for BP-100 Antimicrobial Actions. SCIENTIFIC REPORTS, v. 9, . (13/08166-5, 14/50983-3)
CARRETERO, GUSTAVO P. B.; SARAIVA, V, GREICE K.; CAUZ, ANA C. G.; RODRIGUES, MAGALI A.; KIYOTA, SUMIKA; RISKE, KARIN A.; DOS SANTOS, ALCINDO A.; PINATTO-BOTELHO, MARCOS F.; BEMQUERER, MARCELO P.; GUEIROS-FILHO, FREDERICO J.; et al. Synthesis, biophysical and functional studies of two BP100 analogues modified by a hydrophobic chain and a cyclic peptide. BIOCHIMICA ET BIOPHYSICA ACTA-BIOMEMBRANES, v. 1860, n. 8, p. 1502-1516, . (13/08166-5, 14/50983-3)
V.V. DE SOUZA; P.A.M. VITALE; F.H. FLORENZANO; R.K. SALINAS; I.M. CUCCOVIA. A novel method for DNA delivery into bacteria using cationic copolymers. Brazilian Journal of Medical and Biological Research, v. 54, n. 5, . (13/08166-5, 16/07490-1, 17/05614-8)
HABENSCHUS, MAISA DANIELA; NARDINI, VIVIANI; DIAS, LUIS GUSTAVO; ROCHA, BRUNO ALVES; BARBOSA, JR., FERNANDO; MORAES DE OLIVEIRA, ANDERSON RODRIGO. In vitro enantioselective study of the toxicokinetic effects of chiral fungicide tebuconazole in human liver microsomes. ECOTOXICOLOGY AND ENVIRONMENTAL SAFETY, v. 181, p. 96-105, . (13/08166-5, 17/03204-7, 18/07534-4, 14/50945-4)
LACERDA, CAROLINE DUTRA; CALEGARI ANDRADE, MARCOS FELIPE; PESSOA, PHILLIPE DE SANTANA; PRADO, FERNANDA MANSO; RODRIGUES PIRES, PAULO AUGUSTO; PINATTO-BOTELHO, MARCOS FELIPE; WODTKE, FELIPE; DOS SANTOS, ALCINDO APARECIDO; DIAS, LUIS GUSTAVO; LIMA, FILIPE DA SILVA; et al. Experimental mapping of a pH gradient from a positively charged micellar interface to bulk solution. COLLOIDS AND SURFACES A-PHYSICOCHEMICAL AND ENGINEERING ASPECTS, v. 611, . (15/10411-3, 14/50983-3, 13/08166-5)
FREITAS, ADILSON A.; SHIMIZU, KARINA; DIAS, LUIS G.; QUINA, FRANK H.. Computational insights into substituent effects on the stability and reactivity of flavylium cation analogs of anthocyanins. ARKIVOC, n. 2, p. 146+, . (13/08166-5, 17/03204-7)
DE SOUZA, VALDOMIRO V.; CARRETERO, GUSTAVO P. B.; VITALE, PHELIPE A. M.; TODESCHINI, IRIS; KOTANI, PALOMA O.; SARAIVA, V, GREICE K.; GUZZO, CRISTIANE R.; CHAIMOVICH, HERNAN; FLORENZANO, FABIO H.; CUCCOVIA, IOLANDA M.. Stimuli-responsive polymersomes of poly [2-(dimethylamino) ethyl methacrylate]-b-polystyrene. POLYMER BULLETIN, v. 79, n. 2, p. 785-805, . (13/08166-5, 18/15230-5)
RAFAEL THEOTONIO DE CASTRO; MAITHE PINHEIRO DOS SANTOS; FÁBIO HERBST FLORENZANO. Urea-based polymethacrylamide purification. MATERIA-RIO DE JANEIRO, v. 24, n. 3, . (13/08166-5)
TAYARA C. GONSALVES; BRUNO X. DE FREITAS; CARLOS A. NUNES; FÁBIO H. FLORENZANO. Reduction of Magnesium Corrosion Rate by PMMA-co-PMAA Films. MATERIALS RESEARCH-IBERO-AMERICAN JOURNAL OF MATERIALS, v. 24, n. 3, . (13/08166-5)
CARRETERO, GUSTAVO PENTEADO BATTESINI; SARAIVA, GREICE KELLE VIEGAS; RODRIGUES, MAGALI APARECIDA; KIYOTA, SUMIKA; BEMQUERER, MARCELO PORTO; CHAIMOVICH, HERNAN; CUCCOVIA, IOLANDA MIDEA. Naphthalimide-Containing BP100 Leads to Higher Model Membranes Interactions and Antimicrobial Activity. BIOMOLECULES, v. 11, n. 4, . (18/15230-5, 14/50983-3, 13/08166-5, 15/10411-3)
FRANCO, LEANDRO R.; PARK, PETER; CHAIMOVICH, HERNAN; COUTINHO, KALINE; CUCCOVIA, IOLANDA M.; LIMA, FILIPE S.. imulations reveal that antimicrobial BP100 induces local membrane thinning, slows lipid dynamics and favors water penetratio. RSC ADVANCES, v. 12, n. 8, p. 4573-4588, . (14/50983-3, 13/08166-5, 19/03023-8)
BRAZUNA, LORENA PORTELA; TABUTI, THIAGO GALEOTE; SILVA, ADRIELLE DE PAULA; TADA, DAYANE BATISTA; POLITI, MARIO JOSE; BACANI, REBECA; TRIBONI, EDUARDO REZENDE. Effect of lithium and sodium ions on the size and morphology of ZnO nanoparticles synthesized by a glycerol-urea route. NEW JOURNAL OF CHEMISTRY, v. 43, n. 48, p. 18988-18995, . (17/13839-0, 13/08166-5, 17/01697-6)
PEREIRA-LEITE, CATARINA; NUNES, CLAUDIA; BOZELLI, JR., JOSE C.; SCHREIER, SHIRLEY; KAMMA-LORGER, CHRISTINA S.; CUCCOVIA, IOLANDA M.; REIS, SALETTE. Can NO-indomethacin counteract the topical gastric toxicity induced by indomethacin interactions with phospholipid bilayers?. COLLOIDS AND SURFACES B-BIOINTERFACES, v. 169, p. 375-383, . (13/08166-5)
DE SOUZA, R. M.; SIANI, P.; SCHMIDT, T. F.; ITRI, R.; DIAS, L. G.. Methylene Blue Location in (Hydroperoxized) Cardiolipin Monolayer: Implication in Membrane Photodegradation. Journal of Physical Chemistry B, v. 121, n. 36, p. 8512-8522, . (13/08166-5, 08/07240-9, 12/50680-5)
MORTARA, LAURA; LIMA, FILIPE DA SILVA; CUCCOVIA, IOLANDA MIDEA; NAZET, ANDREAS; HORINEK, DOMINIK; BUCHNER, RICHARD; CHAIMOVICH, HERNAN. Specific Ion Effects on Zwitterionic Micelles Are Independent of Interfacial Hydration Changes. Langmuir, v. 34, n. 37, p. 11049-11057, . (13/08166-5)
MORAES, THAISA B. F.; SCHIMIDT, MARCOS F. R. A.; BACANI, REBECA; WEBER, GABRIEL; POLITI, MARIO J.; CASTANHEIRA, BRUNA; BROCHSZTAIN, SERGIO; SILVA, FRANCISCO DE A.; DEMETS, GREGOIRE J-F; TRIBONI, EDUARDO R.. Polysilsesquioxane naphthalenediimide thermo and photochromic gels. Journal of Luminescence, v. 204, p. 685-691, . (15/06064-6, 13/07937-8, 16/12666-1, 13/08166-5, 16/05496-2, 17/13839-0)
DA SILVA, FATIMA CHAGAS; PINHEIRO DA SILVA, MAURO FRANCISCO; BRIOTTO FILHO, DECIO; POLITI, MARIO JOSE; BACANI, REBECA; TRIBONI, EDUARDO REZENDE. Tuned charge-transfer between ceria and 1,4,5,8-naphthaldiimide as a function of pH. Journal of Luminescence, v. 194, p. 240-247, . (13/08166-5, 15/06064-6)
CRUZ, MARCOS A. E.; DE SOUZA, RAFAEL MAGLIA; DIAS, LUIS GUSTAVO; RAMOS, ANA PAULA. Counterion-mediated Ca2+ accumulation on cationic Langmuir-Blodgett films as template for CaCO3 growth. Thin Solid Films, v. 638, p. 433-440, . (12/22689-8, 13/08166-5, 12/20946-3)
CRUZ, GUSTAVO N.; LIMA, FILIPE S.; DIAS, LUIS G.; EL SEOUD, OMAR A.; HORINEK, DOMINIK; CHAIMOVICH, HERNAN; CUCCOVIA, IOLANDA M.. Molecular Dynamics Simulations of the Initial-State Predict Product Distributions of Dediazoniation of Aryldiazonium in Binary Solvents. Journal of Organic Chemistry, v. 80, n. 17, p. 8637-8642, . (13/08166-5, 14/06073-2)
DIAS, J. S.; BATISTA, F. R. M.; BACANI, R.; TRIBONI, E. R.. Structural characterization of SnO nanoparticles synthesized by the hydrothermal and microwave routes. SCIENTIFIC REPORTS, v. 10, n. 1, . (17/13839-0, 13/08166-5, 16/17708-4)
DE SOUZA, RAFAEL MAGLIA; AMARAL DE SIQUEIRA, LEONARDO JOSE; KARTTUNEN, MIKKO; DIAS, LUIS GUSTAVO. Molecular Dynamics Simulations of Polymer-Ionic Liquid (1-Ethyl-3-methylimidazolium Tetracyanoborate) Ternary Electrolyte for Sodium and Potassium Ion Batteries. JOURNAL OF CHEMICAL INFORMATION AND MODELING, v. 60, n. 2, p. 485-499, . (13/08166-5, 17/26102-5, 18/13867-6, 17/11631-2)
MORTARA, LAURA; CHAIMOVICH, HERNAN; CUCCOVIA, IOLANDA M.; HORINEK, DOMINIK; LIMA, FILIPE S.. Dehydration Determines Hydrotropic Ion Affinity for Zwitterionic Micelles. JOURNAL OF CHEMICAL INFORMATION AND MODELING, v. 60, n. 2, p. 604-610, . (18/19838-8, 13/08166-5)
SIANI, P.; KHANDELIA, H.; ORSI, M.; DIAS, L. G.. Parameterization of a coarse-grained model of cholesterol with point-dipole electrostatics. Journal of Computer-Aided Molecular Design, v. 32, n. 11, p. 1259-1271, . (13/08166-5, 17/03204-7)
BARROSO DA SILVA, FERNANDO LUIS; PASQUALI, SAMUELA; DERREUMAUX, PHILIPPE; DIAS, LUIS GUSTAVO. Electrostatics analysis of the mutational and pH effects of the N-terminal domain self-association of the major ampullate spidroin. SOFT MATTER, v. 12, n. 25, p. 5600-5612, . (13/08166-5)
FONSECA, FRANCIELE S.; CARRAO, DANIEL B.; DE ALBUQUERQUE, NAYARA C. P.; NARDINI, VIVIANI; DIAS, LUIS G.; DA SILVA, RODRIGO M.; LOPES, NORBERTO P.; DE OLIVEIRA, ANDERSON R. M.. Myclobutanil enantioselective risk assessment in humans through in vitro CYP450 reactions: Metabolism and inhibition studies. Food and Chemical Toxicology, v. 128, p. 202-211, . (14/50945-4, 17/03204-7, 16/07597-0, 13/08166-5, 18/07534-4)
SARAIVA, G. K. V.; DE SOUZA, V. V.; COUTINHO DE OLIVEIRA, L.; NORONHA, M. L. C.; MASINI, J. C.; CHAIMOVICH, H.; SALINAS, R. K.; FLORENZANO, F. H.; CUCCOVIA, I. M.. Characterization of PMMA-b-PDMAEMA aggregates in aqueous solutions. COLLOID AND POLYMER SCIENCE, v. 297, n. 4, p. 557-569, . (13/08166-5, 16/07490-1)
ALVES, NELSON A.; DIAS, LUIS G.; FRIGORI, RAFAEL B.. Synergistic long-range effects of mutations underlie aggregation propensities of amylin analogues. Journal of Molecular Modeling, v. 25, n. 9, . (13/08166-5, 17/03204-7, 16/04176-4)
FARKUH, LAURA; HENNIES, PAULO T.; NUNES, CLAUDIA; REIS, SALETTE; BARREIROS, LUISA; SEGUNDO, MARCELA; OSELIERO FILHO, PEDRO L.; OLIVEIRA, CRISTIANO L. P.; CASSAGO, ALEXANDRE; PORTUGAL, V, RODRIGO; et al. Characterization of phospholipid vesicles containing lauric acid: physicochemical basis for process and product development. HELIYON, v. 5, n. 10, . (13/08166-5, 14/50983-3)
SCHIMIDT, MARCOS F. R. A.; JUNQUEIRA, HELENA C.; PEDRAS, BRUNO; BERBERAN-SANTOS, MARIO N.; TRIBONI, EDUARDO R.; FLORENZANO, FABIO H.. Charge transfer emission from 1,4,5,8-naphthalimide-polystyrene. MATERIALS SCIENCE AND ENGINEERING B-ADVANCED FUNCTIONAL SOLID-STATE MATERIALS, v. 266, . (17/13839-0, 13/08166-5)

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