LABORATOIRE DE NORMAND VOYER
 labovoyer   

PUBLICATIONS

TLCorinne Bouchard , Alexe Grenier, Sébastien Cardinal, Sarah Bélanger, Normand Voyer et Roxane Pouliot. " Antipsoriatic Potential of Quebecol and Its Derivatives", Pharmaceutics, 2022, 14, 1129.

TLJean-Christophe Seguin, Xavier Fernandez, Stéphane Boudreau, Normand Voyer, ‘Chemical Composition of the Unexplored Volatile Fraction of Betula glandulosa, a Prevalent Shrub in Nunavik, Quebec’, Chemistry & Biodiversity, 2021.

TLAndré Hädicke, Ana Coutinho, Sarah Roy, François Otis, Mustapha Lhor, Line Cantin, Manuel Prieto, Normand Voyer, Christian Salesse, "Membrane binding properties of the C-terminal segment of retinol dehydrogenase 8 ", BBA Biomembranes, 2021, 1863, 183605.

TLPierre-Alexandre Paquet-Côté, Lorea Alejaldre, Camille Lapointe Verreault, Sophie M. C. Gobeil, Rosalie Lamoureux, Laurie Bédard, Charles-Olivier Normandeau, Claudèle Lemay-St-Denis, Joelle N. Pelletier, Normand Voyer, "Development of sulfahydantoin derivatives as β-lactamase inhibitors ", Bioorg. Med. Chem. Lett., 2021, 35, 127781.

TLGaëlle Simon, Christopher Bérubé, Pierre-Alexandre Paquet-Côté Daniel Grenier, Normand Voyer. "Preventing Candida albicans biofilm formation using aromatic-rich piperazines", Bioorg. Med. Chem., 2020, 28, 115810.

TLChristopher Bérubé, Alexandre Borgia, Dominic Gagnon, Angana Mukherjee, Dave Richard, Normand Voyer, "Total Synthesis and Antimalarial Activity of Dominicin, a Cyclic Octapeptide from a Marine Sponge", J. Nat. Prod., 2020, 83, 1778-83.

TLPierre-Alexandre Paquet-Côté, Jean-Philippe Paradis, Michèle Auger, Normand Voyer, "Crown ether modified peptides: Length and crown ring size impact on membrane interactions", Biochimica et Biophysica Acta (BBA) - Biomembranes, 2020, 1862, 183261.

TLBenjamin Martial, Gabrielle Raîche-Marcoux, Thierry Lefèvre, Pierre Audet, Normand Voyer, Michèle Auger, "Structure of a Parkinson’s Disease-Involved α-Synuclein Peptide Is Modulated by Membrane Composition and Physical State", Journal of Physical Chemistry B , 2020, 124, 3469-3481.

TLThomas Tremblay, Gabrielle Robert-Scott, Christopher Bérubé, Antoine Carpentier, Normand Voyer, Denis Giguère, " Synthesis of C-terminal glycopeptides via oxime resin aminolysis", Chemical Communications, 2019, 55, 13741-13744.

TLChristopher Bérubé, Dominic Gagnon, Alexandre Borgia, Dave Richard, Normand Voyer, "Total synthesis and antimalarial activity of mortiamides A–D", Chemical Communications, 2019, 55, 7434-7437.

TLPierre-Alexandre Paquet-Côté, Matthieu Fillion, Marie-Ève Provencher, François Otis, Justine Dionne, Sébastien Cardinal, Barbara Collignon, Jochen Bürck, Patrick Lagüe, Anne S. Ulrich, Michèle Auger, Normand Voyer, "Crown ether modified peptide interactions with model membranes", Supramolecular Chemistry, 2019, 31, 159,171.

TLMaud Auger, Thierry Lefèvre, François Otis, Normand Voyer,
Michèle Auger, "Lipid membrane interactions of a fluorinated peptide with potential ion channel-forming ability", Peptide Science, 2019, 111:e24051.

TLGaëlle Simon, Christopher Bérubé, Normand Voyer, Daniel Grenier, "Anti-biofilm and anti-adherence properties of novel cyclic dipeptides against oral pathogens", Bioorganic & Medicinal Chemistry, 2018, 27, 2323-2331.

TLClaudia Carpentier, Xavier Barbeau, Jabrane Azelmat, Katy Vaillancourt, Daniel Grenier, Patrick Lagüe, Normand Voyer, "Lobaric acid and pseudodepsidones inhibit NF-κB signaling pathway by activation of PPAR-γ", Bioorganic & Medicinal Chemistry, 2018, 26, 5845-585.

TLChristopher Bérubé, Alexandre Borgia, Normand Voyer, "Total synthesis of pseudacyclins A–E by an on-resin head-to-side chain concomitant cyclization-cleavage reaction", Tetrahedron Letters, 2018, 59, 4176-4179.

TLChristopher Bérubé, Alexandre Borgia, Normand Voyer, "A novel route towards cycle-tail peptides using oxime resin: teaching an old dog a new trick", Organic & Biomolecular Chemistry, 2018, 16, 9117-9123 .

TLUgo Dionne, François J.M. Chartier, Yossef López de los Santos, Noémie Lavoie, David N. Bernard, Sara L. Banerjee, François Otis, Kévin Jacquet, Michel G. Tremblay, Mani Jain, Sylvie Bourassa, Gerald D. Gish, Jean-Philippe Gagné, Guy G. Poirier, Patrick Laprise, Normand Voyer, Christian R. Landry, Nicolas Doucet, Nicolas Bisson, "Direct Phosphorylation of SRC Homology 3 Domains by Tyrosine Kinase Receptors Disassembles Ligand-Induced Signaling Networks", Molecular Cell, 2018, 70, 995 –1007.

TLChristopher Bérubé, Alexandre Borgia, Gaëlle Simon, Daniel Grenier, Normand Voyer, "Total synthesis of Crotogossamide using an on-resin concomitant cyclization/cleavage reaction", Phytochemistry Letters, 2018, 26, 101-105.

TLChristopher Bérubé, Normand Voyer, "Crown-ether-modified cyclic dipeptides as supramolecular chiral catalysts", Supramolecular Chemistry, 2018, 30, 184-195.

TLPierre-Alexandre Paquet-Côté;, Kellie L. Tuck, Jean-Philippe Paradis, Bim Graham, Normand Voyer, "Modulating the activity of membrane-active peptides through Zn(II) complexation", Tetrahedron Letters , 2017, 58, 4672-4676.

TLChristopher Bérubé*, Claudia Carpentier*, Normand Voyer, "Total synthesis of chrysamide B", Tetrahedron Letters , 2017, 58, 2334-2336.

CCChristopher Bérubé, Xavier Barbeau, Patrick Lagüe, Normand Voyer, "Revisiting the Juliá-Colonna enantioselective epoxidation: supramolecular catalysis in water", Chemical Communications , 2017, 53, 5099-5102

BMCSébastien Cardinal, Pierre-Alexandre Paquet-Côté, Jabrane Azelmat, Corinne Bouchard, Daniel Grenier, Normand Voyer, "Synthesis and anti-inflammatory activity of isoquebecol", Bioorganic & Medicinal Chemistry, 2017, 25, 2043-2056.

PONEClaudia Carpentier, Emerson Queiroz, Laurence Marcourt, Jean-Luc Wolfender, Jabrane Azelmat, Daniel Grenier, Stéphane Boudreau, Normand Voyer, "Dibenzofurans and pseudodepsidones from thelichen Stereocaulon paschale of Northern Quebec", Journal of Natural Products, 2017, 80, 210-214.

SYNTHChristopher Bérubé, Xavier Barbeau, Sébastien Cardinal, Pierre-Luc Boudreault, Corinne Bouchard, Nicolas Delcey, Patrick Lagüe, Normand Voyer, "Interfacial supramolecular biomimetic epoxidation catalysed by cyclic dipeptides", Supramolecular Chemistry, 2017, 29, 330–349.

PONEMatthieu Fillion, Maxime Goudreault, Normand Voyer, Burkhard Bechinger, Michèle Auger, "Amphiphilicity is a key determinant in the membrane interactions of synthetic 14-mer cationic peptide analogs", Biochemistry, 201655, 6919–6930.

PONERaphaël Godbout, Sébastien Légaré, Maud Auger, Claudia Carpentier, François Otis, Michèle Auger, Patrick Lagüe, Normand Voyer, "Membrane Assembly and Ion Transport Ability of a Fluorinated Nanopore", PLOS ONE, 2016, 11(11): e0166587.

SYNTHVan Hau Pham, Halim Maaroufi, Balg Christian, Sébastien P. Blais, Nancy Messier, Paul H. Roy, Francois Otis, Normand Voyer, Jacques Lapointe, Robert Chênevert, "Inhibition of Helicobacter pylori Glu-tRNAGln amidotransferase by novel analogues of the putative transamidation intermediates", FEBS Letters, 2016, 590, 3335-3345.

SYNTHSébastien Cardinal, Normand Voyer, "Preparation of 2,3,3-Triarylacrylic Acid Esters Using Suzuki–Miyaura Coupling Reactions", Synthesis, 2016, 1202-1216.

BMCLChristopher Bérubé, Normand Voyer, "Biomimetic Epoxidation in Aqueous Media Catalyzed by Cyclic Dipeptides", Synthetic Communications, 2016, 46, 395-403.

BMCLSébastien Cardinal, Jabrane Azelmat, Daniel Grenier, Normand Voyer, "Anti-inflammatory properties of quebecol and its derivatives", Bioorganic & Medicinal Chemistry Letters, 2016, 26 ,440-444.

Christopher Bérubé, Sébastien Cardinal, Pierre-Luc Boudreault, Xavier Barbeau, Nicolas Delcey, Martin Giguère, Dave Gleeton, Normand Voyer, "Novel chiral N,N'-dimethyl-1,4-piperazines with metal binding abilities", Tetrahedron, 2015, 71, 8077-8084.

Jean-Daniel Savoie, François Otis, Jochen Bürck, Anne S.Ulrich, Normand Voyer, "Crown ether helical peptides are preferentially inserted in lipid bilayers as a transmembrane ion channels", Biopolymers: Peptide Science, 2015, 104, 427-433.

Claudia Carpentier, Raphaël Godbout, François Otis, Normand Voyer, "Synthesis and use of N-Fmoc-L-fluoroalanine", Tetrahedron Letters, 2015, 56, 1244-1246.

Matthieu Fillion, Geneviève Valois-Paillard, Aurélien Lorin, Mathieu Noël, Normand Voyer, Michèle Auger, "Membrane Interactions of Synthetic Peptides with Antimicrobial Potential: Effect of Electrostatic Interactions and Amphiphilicity", Probiotics and Antimicrobial Proteins, 2015, 7, 66 –74.

Matthieu Fillion, Mathieu Noël, Aurélien Lorin, Normand Voyer, Michèle Auger, "Investigation of the mechanism of action of novel amphipathic peptides: Insights from solid-state NMR studies of oriented lipid bilayers", Biochimica et Biophysica Acta-Biomembranes, 2014, 1838, 2173–2179.

Sébastien Cardinal, Normand Voyer, "Total Synthesis of Quebecol", Tetrahedron Letters, 2013, 54, 5178–51808.

François Otis, Michèle Auger, Normand Voyer, "Exploiting Peptide Nanostructures To Construct Functional Artificial Ion Channels", Accounts of Chemical Research, 2013, 46, 2934–2943 .

Aurélien Lorin, Mathieu Noël, Marie-Eve Provencher, Vanessa Turcotte, Sébastien Cardinal, Patrick Lagüe, Normand Voyer, Michèle Auger, "Determining the mode of action involved in the antimicrobial activity of synthetic peptides: A solid-state NMR and FTIR study", Biophysical Journal, 2012, 103, 1470-1479.

Jean-Baptiste Duvignaud, Nathalie Majeau, Priscilla Delisle, Normand Voyer, Stéphane M. Gagné, Denis Leclerc, "Interfering with HCV Assembly in vitro Using Affinity Peptides Directed Towards Core Protein", Canadian Journal of Microbiology, 2012, 58, 475-82.

Marie-Michèle Guy, Normand Voyer, "Structure and Hydrogel Formation Studies on Homologues of a Lactoglobulin-Derived Peptide", Biophysical Chemistry, 2012, 163–164, 1–10.

Mathieu Arseneault, Michel Dumont, François Otis, Normand Voyer, "Characterization of channel-forming peptide nanostructures", Biophysical Chemistry, 2012, 162, 6–13.

TL2011Sylvain Chénard, Claude Barberis, François Otis, Jean-François Paquin, Jonathan Martel, Charles Banville, Normand Voyer, "Synthesis of an anion-binding amino acid" Tetrahedron Letters, 2012, 53, 409-411.

B2011Aurélien Lorin, Mathieu Noël, Marie-Ève Provencher, Vanessa Turcotte, Carole Masson, Sébastien Cardinal, Patrick Lagüe, Normand Voyer, and Michèle Auger, "Revisiting Peptide Amphiphilicity for Membrane Pore Formation" Biochemistry, 2011, 50, 9409−9420.

AFMB2011Régis Barattin, and Normand Voyer, "Chemical Modifications of Atomic Force Microscopy Tips" Atomic Force Microscopy in Biomedical, Research Methods in Molecular Biology, 2011, 736, Part 6, 457-483.

jacs2011François Otis, Charles Racine-Berthiaume, and Normand Voyer, "How Far Can a Sodium Ion Travel within a Lipid Bilayer?" J. Am. Chem. Soc., 2011, 133, 6481-6483 .

JAFC2011Marie-Michèle Guy, Mélanie Tremblay, Normand Voyer, Sylvie F. Gauthier, and Yves Pouliot, "Formation and Stability of Nanofibers from a Milk-Derived Peptide" J. Agric. Food Chem., 2011, 59,720–726.

S2010Pierre-Luc Boudreault, Sébastien Cardinal, Normand Voyer, "Efficient Preparation of 2-Aminomethylbiphenyls via Suzuki–Miyaura Reactions" Synlett , 2010, 16, 2449–2452.

BBAB2010Marise Ouellet, Normand Voyer, and Michèle Auger "Membrane interactions and dynamics of a 21-mer cytotoxic peptide: A solid-state NMR study" Biochim. Biophys. Acta, Biomembranes, 2010, 1798, 235-243.

jafc2009Yves Pouliot, Marie-Michèle Guy, Mélanie Tremblay, Anne-Cécile Gaonac'h, Bertrand P. Chay Pak Ting, Sylvie F. Gauthier and Normand Voyer, "Isolation and characterization of an aggregating peptide from a tryptic hydrolysate of whey proteins" J. Agric. Food Chem., 2009, 57, 3760–3764.

obc2008Éric Biron and Normand Voyer "Towards sequence selective DNA binding: design, synthesis and DNA binding studies of novel bis-porphyrin peptidic nanostructures" Org. Biomol. Chem., 2008, 6, 2507-2515.

CC2Pierre-Luc Boudreault, Mathieu Arseneault, François Otis and Normand Voyer "Nanoscale tools to selectively destroy cancer cells" Chem. Comm., 2008, 2118 - 2120.

ChemComm1Régis Barattin and Normand Voyer "Chemical modifications of AFM tips for the study of molecular recognition events" Chem. Comm., 2008, 1513-1532.

TetLett2007Jean-Philippe Blanchette, Patrick Ferland and Normand Voyer "Preparation of large macrocyclic peptides using the oxime resin" Tetrahedron Lett., 2007, 48, 4929-4933.

Biochemistry2007Marise Ouellet , Jean-Daniel Doucet, Normand Voyer and Michèle Auger "Membrane topology of a 14-mer model amphipathic peptide: a solid-state NMR spectroscopy study" Biochemistry , 2007, 46, 6597-6606.

NJC2007Martin Boutin, J.; Richer, J.; Tremblay, M.; Bissonette, V.; Voyer, N. "Synthesis and characterization of peptide nanostructures chemisorbed on gold" New J. Chem., 2007, 31, 741-747.

OBC2007Boudreault, P.-L.; Voyer, N. "Synthesis, Characterization and cytolytic activity of alpha-helical amphiphilic peptide nanostructures containing crown ethers", Org. Biomol. Chem., 2007,5, 1459-1465.

BMC2007Paradis-Bleau, C.; Beaumont, M.; Sanschagrins, F.; Voyer, N.; Levesque, R.C.“Parallel solid synthesis of inhibitors of the essential cell division FtsZ enzyme as a new potentil class of antibacterials”, Bioorg. Med. Chem.  200715,  1330-1340.

BBA2006Ouellet, M.; Otis, F.; Voyer, N.; Auger, M. “ Biophysical studies of the interactions between 14-mer and 21-mer model amphipathic peptides and membranes: Insights on their modes of action ”, Biochim. Biophys. Acta, Biomembranes  20061758,  1235-1244.

Biophys J 2006Ouellet, M.; Bernard, G.; Voyer, N.; Auger, M. “ Insights on the interactions of synthetic amphipathic peptides with model membranes as revealed by 31P and 2H solid-state NMR and infrared spectroscopies ” Biophys. J.  200690,  4071-4084. 

NJC2006Otis, F.; Voyer, N.; Polidori, A.; Pucci, B.; “ End group engineering of artificial ion channel”, New J. Chem.,  2006, 30, 185-190.

SPIE2005Voyer, N.; Arseneault, M.; Otis, F.; “Synthesis and characterization of peptide nanostructures designed for sensing applications”, Proceedings of SPIE-The International Society for Optical Engineering 2005, 5969, 125-132.

Tetrahedron2005Tremblay, M.; Cote, S.; Voyer, N.; “Enhanced activity of a-chymotrypsin in organic media using designed molecular staples”, Tetrahedron 2005, 61, 6824-6828.

ChemComm2005Biron, E.; Voyer, N.; “Synthesis of cationic porphyrin modified amino acids”, Chem. Comm. 2005, 37, 4652-4654.

BMC2004Biron, E.; Otis, F.; Meillon, JC.; Robitaille, M.; Lamothe, J.; Van Hove, P.; Cormier, MC.; Voyer, N.; " Design, synthesis, and characterization of peptide nanostructures having ion channel activity ", Bioorg. Med. Chem. 2004, Synthetic Ion Channels (Special Section), 6,  1279-1290.

BMC2003El Zoeiby A.; Beaumont M.; Dubuc E.; Sanschagrin F.; Voyer N.; Levesque R.C.;" Combinatorial enzymatic assay for the screening of a new class of bacterial cell wall inhibitors ", Bioorg. Med. Chem. 2003, 7, 1583-1592.

ApplEM2003Cheng Y.L.; McNally D.J.; Labbe C.; Voyer N.; Belzile F.; Belanger R.R.; " Insertional mutagenesis of a fungal biocontrol agent led to discovery of a rare cellobiose lipid with antifungal activity ", Appl. Environ. Microbiol 2003,5, 2595-2602.

JCombChem2002Tremblay, M.; Voyer, N.; Boujabi, S.; Dewynter, G.F.; " Efficient Solid-Phase Synthesis of Sulfahydantoins ",  J. Comb. Chem. 2002, 5, 429-435.

ChemComm2002Vandenburg, Y.R.; Smith, B.D.; Biron, E.; Voyer, N.; " Membrane disruption ability of facially amphiphilic helical peptides ", Chem. Comm. 2002, 16, 1694-1695.

MOS2002Voyer, N., " Synthesis of Peptide Receptors and Devices ", in " Synthesis of Peptides and Peptidomimetics ", Felix, A., Moroder, L.; Toniolo, C.; Goodman, M., Eds., Special 2-Volume Set of Houben-Weyl, Methods of Organic Synthesis, volume E 22c, 2002.

JSChem2001Voyer, N.; Cote, S.; Biron, E.; Beaumont, M.; Chaput, M.; Levac, S.; " Chiral recognition of carboxylic acids by bis-crown ether peptides ",  J. Supra. Chem. 2001, 1, 1-5.

Tetrahedron2001Barberis, C.; Voyer, N.; Roby, J.; Chenard, S.; Tremblay, M.; Labrie, P.; " Rapid access to N-Boc phenylglycine derivatives via benzylic lithiation reactions ", Tetrahedron 2001, 15, 2965-2972.

Biopolymer2000Biron, E.; Voyer, N.; Meillon, JC.; Cormier, ME.; Auger, M.; " Conformational and orientation studies of artificial ion channels incorporated into lipid bilayers ", Biopolymers (Peptide Science) 2000, 5, 364-372.

PE2000Savoie, A.; Sanschagrin, F.; Palzkill, T.; Voyer, N.; Levesque, R.C.;  " Structure-function analysis of a-helix H4 using PSE-4 as a model enzyme representative of class A b-lactamases ", Protein Engineering  2000, 4,  267-274.

JAC2000Sanschagrin, F.; Theriault, E.; Sabbagh, Y.; Voyer, N.; Levesque, R.C.;  " Combinatorial biochemistry and shuffling of TEM, SHV and Streptomyces albus omega loops in PSE-4 class A b-lactamase ",    J.  Antimicrob. Chemother.  20004,  517-519.

Angewandte2000Meillon, JC.; Voyer, N.; Biron, E.; Sanschagrin, F.; Stoddart, J.F.;  " Thermoregulated optical properties of peptidic pseudorotaxanes ", Ang. Chem. Int. Ed.  2000, 1,  143-145.

Synlett1999Barberis, C.; Voyer, N., " Synthesis of Both Enantiomers of Phenylglycine Using (-) Sparteine ", Synlett, 1999, 1106-8.

EJOC1999Boudjabi, S.; Dewynter, G.; Voyer, N.; Toupet, L.; Montero, J.-L.; " Sulfahydantoins as Substructure of Constrained Peptides: Synthesis and Structure of Chiral Substituted 3-Oxo-1,2,5-Thiadiazoline-1,1-dioxides ", Eur. J. Org. Chem., 1999, 2275-83.

AGM1998Sabbagh, Y.; Thériault, E.; Sanschagrin, F.; Voyer, N.; Palzkill, T.; Lévesque, R. C.; " Characterization of a PSE-4 Mutant with Different Properties Towards Penicillanic Acid Sulfones: Importance of Residues 216-218 in Class A b-Lactamases ", Antimicrob. Agents Chemother., 1998, 42, 2319-25.

TetLet98Dewynter, G.; Ubaldi, S.; Voyer, N.; Toupet, L.; " Unusual Reactivity of Sulfahydantoins in the Mitsunobu Reaction ",Tetrahedron Lett.., 1998, 39, 7435-8.

TetLett1998bBarberis, C.; Voyer, N.; " Preparation of Enantioenriched a-Silyl Benzylcarbamates ", Tetrahedron Lett., 1998, 39, 6807-10.

ChemComm1997Voyer, N.; Guérin, B.; " Chiral Recognition Ability of Peptide-Based Molecular Receptors ", J. Chem. Soc. Chem. Commun., 1997, 2329-2330.

TetLett1997Voyer, N.; Roby, J.; Chénard, S.; Barberis, C.; " Enantioselective Synthesis of Phenylglycines Using (-) Sparteine•sBuLi Complex ", Tetrahedron Lett., 1997, 38, 6505-8.

PTII1997Voyer, N.; Potvin, L.; Rousseau, E.; " Electrical Activity of Artificial Ion Channels Incorporated into Planar Lipid Bilayers ", J. Chem. Soc. Perkin Trans. II, 1997, 1469-71.

Angewandte1997Meillon, J.-C.; Voyer, N.; " A Synthetic Transmembrane Channel Active in Lipid Bilayers ", Angew. Chem. Int. Ed. Engl., 1997, 36, 967-9.

TetLett1997aPichette, A.; Voyer, N.; Larouche, R.; Meillon, J.-C.; "A Useful Method for the Preparation of Fully Protected Peptide Acids and Esters "  Tetrahedron Lett., 1997, 38, 1279-82.

TetLet97bRoby, J.; Voyer, N.; " Protection of a Protecting Group: Preparation of Stable N-Silylated Carbamates ",Tetrahedron Lett., 1997, 38, 191-4.

Topcurchem1996Voyer, N.; " The Development of Peptide Nanostructures ", Top. Curr. Chem. , 1997, 184, 1-37.

TetLett1995Voyer, N.; Roby, J.; " An Expedient Enantioselective Synthesis of N-t-BOC-Protected Phenylsarcosine ", Tetrahedron Lett., 1995, 36, 6627-30.

Tetrahedron1995Voyer, N.; Lamothe, J.; " The Use of Peptidic Frameworks for the Construction of Molecular Receptors and Devices ", Tetrahedron Report #379, Tetrahedron, 1995, 51, 9241-84.

JACS1995Voyer, N.; Robitaille, M.; " A Novel Functional Artificial Ion Channel ", J. Am. Chem. Soc., 1995, 117, 6599-600.

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