Site du DCM - Université Grenoble Alpes

DIDIER BOTURYN

Directeur de recherche (CNRS)

Affiliation

Centre national de la recherche scientifique

Équipe de recherche

DCM-Administration, DCM-I2BM

Domaines de recherche

Conception de vecteurs peptidiques pour des applications diagnostiques et thérapeutiques

Disciplines scientifiques

Chimie et vivant

Habilitation à diriger des recherches

Vecteurs Peptidiques pour la Thérapie Anti-Cancéreuse et l’Imagerie Tumorale

Thèse

Synthèses et Etudes de Sondes Fluorescentes pour le Dosage des Sites Abasiques de l'ADN
from 01/09/1993 to 24/10/1996

Responsabilités

Depuis 2013 - Responsable de l'équipe "Ingénierie et interactions biomoléculaires" (I2BM), Département de Chimie Moléculaire
2020 - Directeur-adjoint du Département de Chimie Moléculaire
Depuis 2021 - Directeur du Département de Chimie Moléculaire

Enseignement

Master 2 « Bio-targeted Chemistry » :
- Chemoselective ligation : the « click chemistry »
- Peptides and proteins: synthesis and applications

Brun, O., Zoukimian C., Oliveira-Mendes B., Montnach J., Lauzier B., Ronjat M., et al. (2022). Chemical Synthesis of a Functional Fluorescent-Tagged α-Bungarotoxin. Toxins. 14, 79.

Zoukimian, C., Béroud R., & Boturyn D. (2022). 2-Hydroxy-4-methoxybenzyl as a Thiol-Protecting Group for Directed-Disulfide Bond Formation. Organic Letters. 24(18), 3407–3410.

Ciolek, J., Zoukimian C., Dhot J., Burban M., Triquigneaux M., Lauzier B., et al. (2022). MT9, a natural peptide from black mamba venom antagonizes the muscarinic type 2 receptor and reverses the M2R-agonist-induced relaxation in rat and human arteries. Biomedicine & Pharmacotherapy. 150, 113094.

Goyard, D., Martin-Serrano-Ortiz A., Boturyn D., & Renaudet O. (2022). Multivalent glycocyclopeptides: conjugation methods and biological applications. Chem. Soc. Rev.. 51, 8756 – 8783.

Bar, L., Nguyen C., Galibert M., Santos-Schneider F., Aldrian G., Dejeu J., et al. (2021). Determination of the Rituximab Binding Site to the CD20 Epitope Using SPOT Synthesis and Surface Plasmon Resonance Analyses. Analytical Chemistry. 93(17), 6865−6872.

Perez, E. Sanchez, Ritu R., Bruyat P., Cepeda C., Degardin M., Dejeu J., et al. (2021). Impact of multimeric ferrocene-containing cyclodecapeptide scaffold on host-guest interactions at a β-cyclodextrin covered surface.. ChemPhysChem. 22, 2231–2239.

Cepeda, C., Denisov S. A., Boturyn D., McClenaghan N. D., & Sénèque O. (2021). Ratiometric Luminescence Detection of Copper(I) by a Resonant System Comprising Two Antenna/Lanthanide Pairs. Inorganic Chemistry. 60, 17426−17434.

Boturyn, D. (2021). Les vecteurs peptidiques, GPS du principe actif. Actualité Chimique. 468, 21-22.

Pardoux, É., Boturyn D., & Roupioz Y. (2020). Antimicrobial Peptides as Probes in Biosensors Detecting Whole Bacteria: A Review. Molecules. 25,

Cepeda, C., Raibaut L., Fremy G., Eliseeva S. V., Romieu A., Pécaut J., et al. (2020). Using Native Chemical Ligation for Site-specific Synthesis of Hetero-bis-lanthanide Peptide Conjugates: Application to Ratiometric Visible or Near-infrared Detection of Zn2+. Chemistry – A European Journal. 26, 13476-13483.

Sefkow-Werner, J., Machillot P., Sales A., Castro-Ramirez E., Degardin M., Boturyn D., et al. (2020). Heparan sulfate co-immobilized with cRGD ligands and BMP2 on biomimetic platforms promotes BMP2-mediated osteogenic differentiation. Acta Biomaterialia. 114, 90 - 103.

Jin, Z-hui., Tsuji A. B., Degardin M., Sugyo A., Obara S., Wakizaka H., et al. (2020). Radiotheranostic Agent 64Cu-cyclam-RAFT-c(-RGDfK-)4 for Management of Peritoneal Metastasis in Ovarian Cancer. Clinical Cancer Research. 26(23), 6230-6241.

Borbély, A., Thoreau F., Figueras E., Kadri M., Coll J-L., Boturyn D., et al. (2020). Synthesis and Biological Characterization of Monomeric and Tetrameric RGD-Cryptophycin Conjugates. Chemistry – A European Journal. 26, 2602 – 2605.

Bar, L., Dejeu J., Lartia R., Bano F., Richter R. P., Guerente L., et al. (2020). Impact of Antigen Density on Recognition by Monoclonal Antibodies. Analytical Chemistry. 92, 5396−5403.

Pina, A., Kadri M., Arosio D., Dal Corso A., Coll J-L., Gennari C., et al. (2020). Multimeric Presentation of RGD Peptidomimetics Enhances Integrin Binding and Tumor Cell Uptake. Chemistry – A European Journal. 26, 7492 – 7496.

Pardoux, É., Roux A., Mathey R., Boturyn D., & Roupioz Y. (2019). Antimicrobial peptide arrays for wide spectrum sensing of pathogenic bacteria. Talanta. 203, 322–327.

Zoukimian, C., Meudal H., De Waard S., Ouares K. Ait, Nicolas S., Canepari M., et al. (2019). Synthesis by native chemical ligation and characterization of the scorpion toxin AmmTx3. Bioorganic & Medicinal Chemistry. 27, 247 - 253.

Liet, B., Laigre E., Goyard D., Todaro B., Tiertant C., Boturyn D., et al. (2019). Multifunctional Glycoconjugates for Recruiting Natural Antibodies against Cancer Cells. Chemistry – A European Journal. 25, 15508-15515.

Porret, E., Jourdan M., Gennaro B., Comby-Zerbino C., Bertorelle F., Trouillet V., et al. (2019). Influence of the Spatial Conformation of Charged Ligands on the Optical Properties of Gold Nanoclusters. The Journal of Physical Chemistry C. 123, 26705-26717.

Liet, B., Laigre E., Goyard D., Todaro B., Tiertant C., Boturyn D., et al. (2019). Multifunctional Glycoconjugates for Recruiting Natural Antibodies against Cancer Cells.. Chem. - Eur. J.. 25, 15508–15515.

Kajouj, S., Marcelis L., Mattiuzzi A., Grassin A., Dufour D., Van Antwerpen P., et al. (2018). Synthesis and photophysical studies of a multivalent photoreactive RuII-calix[4]arene complex bearing RGD-containing cyclopentapeptides.. Beilstein J. Org. Chem.. 14, 1758–1768.

Jin, Z-hui., Tsuji A. B., Degardin M., Sugyo A., Yoshii Y., Nagatsu K., et al. (2018). Uniform intratumoral distribution of radioactivity produced using two different radioagents, 64Cu-cyclam-RAFT-c(-RGDfK-)4 and 64Cu-ATSM, improves therapeutic efficacy in a small animal tumor model.. EJNMMI Res.. 8, 1–10.

Thoreau, F., Vanwonterghem L., Henry M., Coll J-L., & Boturyn D. (2018). Design of RGD-ATWLPPR peptide conjugates for the dual targeting of $\alpha$V$\beta$3 integrin and neuropilin-1.. Org. Biomol. Chem.. 16, 4101–4107.

Sénèque, O., Rousselot-Pailley P., Pujol A., Boturyn D., Crouzy S., Proux O., et al. (2018). Mercury trithiolate binding (HgS3) to a de novo designed cyclic decapeptide with three preoriented cysteine side chains.. Inorg. Chem.. 57, 2705–2713.

Kanno, I., Seki C., Takuwa H., Jin Z-hui., Boturyn D., Dumy P., et al. (2018). Positron emission tomography of cerebral angiogenesis and TSPO expression in a mouse model of chronic hypoxia.. J. Cereb. Blood Flow Metab.. 38, 687–696.

Duret, D., Grassin A., Henry M., Jacquet T., Thoreau F., Denis-Quanquin S., et al. (2017). "Polymultivalent" Polymer-Peptide Cluster Conjugates for an Enhanced Targeting of Cells Expressing $\alpha$v$\beta$3 Integrins.. Bioconjug. Chem.. 28, 2241–2245.

Isaac, M., Raibaut L., Cepeda C., Roux A., Boturyn D., Eliseeva S. V., et al. (2017). Luminescent Zinc Fingers: Zn-Responsive Neodymium Near-Infrared Emission in Water.. Chem. - A Eur. J.. 23, 10992–10996.

Karageorgis, A., Claron M., Juge R., Aspord C., Thoreau F., Leloup C., et al. (2017). Systemic Delivery of Tumor-Targeted Bax-Derived Membrane-Active Peptides for the Treatment of Melanoma Tumors in a Humanized SCID Mouse Model.. Mol. Ther.. 25, 534–546.

Jin, Z-hui., Furukawa T., Ohya T., Degardin M., Sugyo A., Tsuji A. B., et al. (2017). 67Cu-Radiolabeling of a multimeric RGD peptide for αVβ3 integrin-targeted radionuclide therapy: stability, therapeutic efficacy, and safety studies in mice.. Nucl. Med. Commun.. 38, 347–355.

Thakar, D., Dalonneau F., Migliorini E., Lortat-Jacob H., Boturyn D., Albiges-Rizo C., et al. (2017). Binding of the chemokine CXCL12α to its natural extracellular matrix ligand heparan sulfate enables myoblast adhesion and facilitates cell motility.. Biomaterials. 123, 24–38.

Degardin, M., Thakar D., Claron M., Richter R. P., Guerente L., & Boturyn D. (2017). Development of a selective cell capture and release assay: impact of clustered RGD ligands.. J. Mater. Chem. B Mater. Biol. Med.. 5, 4745–4753.

Royal, G., Cobo S., Saint-Aman E., Josserand V., & Boturyn D. (2016). Preparation of dihydropyrene derivatives and their uses..

Jin, Z-hui., Furukawa T., Degardin M., Sugyo A., Tsuji A. B., Yamasaki T., et al. (2016). $\alpha$V$\beta$3 Integrin-Targeted Radionuclide Therapy with 64Cu-cyclam-RAFT-c(-RGDfK-)4.. Mol. Cancer Ther.. 15, 2076–2085.

Mathieu, S., Cisse C., Vitale S., Ahmadova A., Degardin M., Perard J., et al. (2016). From Peptide Aptamers to Inhibitors of FUR, Bacterial Transcriptional Regulator of Iron Homeostasis and Virulence.. ACS Chem. Biol.. 11, 2519–2528.

Grassin, A., Jourdan M., Dumy P., & Boturyn D. (2016). Influence of Pre-organised Architecture on Cell Adhesion by Using Multivalent RGD Compounds.. ChemBioChem. 17, 515–520.

Bozon-Petitprin, A., Bacot S., Gauchez A. S., Ahmadi M., Bourre J. C., Marti-Batlle D., et al. (2015). Targeted radionuclide therapy with RAFT-RGD radiolabelled with 90Y or 177Lu in a mouse model of $\alpha$v$\beta$3-expressing tumours.. Eur. J. Nucl. Med. Mol. Imaging. 42, 252–263.

Sandrin, L., Thakar D., Goyer C., Labbe P., Boturyn D., & Guerente L. (2015). Controlled surface density of RGD ligands for cell adhesion: evidence for ligand specificity by using QCM-D.. J. Mater. Chem. B Mater. Biol. Med.. 3, 5577–5587.

Grassin, A., Claron M., & Boturyn D. (2015). Biomolecular Assemblies Combining Two Orthogonal Copper-Mediated Ligations in a One-Pot Reaction.. Chem. - A Eur. J.. 21, 6022–6026.

Bacharouche, J., Degardin M., Jierry L., Carteret C., Lavalle P., Hemmerle J., et al. (2015). Multivalency: influence of the residence time and the retraction rate on rupture forces measured by AFM.. J. Mater. Chem. B Mater. Biol. Med.. 3, 1801–1812.

Jin, Z-hui., Furukawa T., Sogawa C., Claron M., Aung W., Tsuji A. B., et al. (2014). PET imaging and biodistribution analysis of the effects of succinylated gelatin combined with L-lysine on renal uptake and retention of 64Cu-cyclam-RAFT-c(-RGDfK-)4in vivo.. Eur. J. Pharm. Biopharm.. 86, 478–486.

Ulrich, S., Boturyn D., Marra A., Renaudet O., & Dumy P. (2014). Oxime Ligation: A Chemoselective Click-Type Reaction for Accessing Multifunctional Biomolecular Constructs.. Chem. - A Eur. J.. 20, 34–41.

Misra, S. K., Kondaiah P., Bhattacharya S., Boturyn D., & Dumy P. (2014). Co-liposomes comprising a lipidated multivalent RGD-peptide and a cationic gemini cholesterol induce selective gene transfection in $\alpha$v$\beta$3 and $\alpha$v$\beta$5 integrin receptor-rich cancer cells.. J. Mater. Chem. B Mater. Biol. Med.. 2, 5758–5767.

Thakar, D., Guerente L., Claron M., Wenk C. H. F., Dejeu J., Dumy P., et al. (2014). Redox-driven host-guest interactions allow the controlled release of captured cells on RGD-functionalized surfaces.. ChemBioChem. 15, 377–381.

Aung, W., Jin Z-hui., Furukawa T., Claron M., Boturyn D., Sogawa C., et al. (2013). Micro-positron emission tomography/contrast-enhanced computed tomography imaging of orthotopic pancreatic tumor-bearing mice using the $\alpha$v$\beta$3 integrin tracer 64Cu-labeled cyclam-RAFT-c(-RGDfK-)4.. Mol. Imaging. 12, 376–387.

Ulrich, S., Dumy P., Boturyn D., & Renaudet O. (2013). Engineering of biomolecules for sensing and imaging applications.. J. Drug Deliv. Sci. Technol.. 23, 5–15.

Dimastromatteo, J., Broisat A., Perret P., Ahmadi M., Boturyn D., Dumy P., et al. (2013). In vivo molecular imaging of atherosclerotic lesions in ApoE-/- mice using VCAM-1-specific, 99Tc-labeled peptidic sequences.. J. Nucl. Med.. 54, 1442–1449.

Wenk, C. H. F., Ponce F., Guillermet S., Tenaud C., Boturyn D., Dumy P., et al. (2013). Near-infrared optical guided surgery of highly infiltrative fibrosarcomas in cats using an anti-$\alpha$vss3 integrin molecular probe.. Cancer Lett. (New York, NY, United States). 334, 188–195.

Wenk, C. H. F., Josserand V., Dumy P., Coll J-L., & Boturyn D. (2013). Integrin and matrix metalloprotease dual-targeting with an MMP substrate-RGD conjugate.. Org. Biomol. Chem.. 11, 448–452.

Dumy, P., Wenk C., Claron M., Coll J-L., Allard O., & Boturyn D. (2012). Fluorescent molecules for surgery.. Actual. Chim.. 366, 23–28.

Jin, Z-hui., Furukawa T., Claron M., Boturyn D., Coll J-L., Fukumura T., et al. (2012). Positron emission tomography imaging of tumor angiogenesis and monitoring of antiangiogenic efficacy using the novel tetrameric peptide probe 64Cu-cyclam-RAFT-c(-RGDfK-)4.. Angiogenesis. 15, 569–580.

Briat, A., Wenk C. H. F., Ahmadi M., Claron M., Boturyn D., Josserand V., et al. (2012). Reduction of renal uptake of 111In-DOTA-labeled and A700-labeled RAFT-RGD during integrin $\alpha$v$\beta$3 targeting using single photon emission computed tomography and optical imaging.. Cancer Sci.. 103, 1105–1110.

Dufort, S., Sancey L., Hurbin A., Foillard S., Boturyn D., Dumy P., et al. (2011). Targeted delivery of a proapoptotic peptide to tumors in vivo.. J. Drug Target.. 19, 582–588.

Jin, Z-hui., Furukawa T., Galibert M., Boturyn D., Coll J-L., Fukumura T., et al. (2011). Noninvasive visualization and quantification of tumor $\alpha$V$\beta$3 integrin expression using a novel positron emission tomography probe, 64Cu-cyclam-RAFT-c(-RGDfK-)4.. Nucl. Med. Biol.. 38, 529–540.

Dubacheva, G. V., Galibert M., Guerente L., Dumy P., Boturyn D., & Labbe P. (2011). Redox strategy for reversible attachment of biomolecules using bifunctional linkers.. Chem. Commun. (Cambridge, United Kingdom). 47, 3565–3567.

Galibert, M., Renaudet O., Dumy P., & Boturyn D. (2011). Access to Biomolecular Assemblies through One-Pot Triple Orthogonal Chemoselective Ligations.. Angew. Chemie, Int. Ed.. 50, 1901–1904, S1901/1–S1901/32.

Fagret, D., Ghezzi C., Dumy P., Riou L., & Boturyn D. (2010). Non-invasive tools for detecting vulnerable atherosclerotic plaques..

Galibert, M., Sancey L., Renaudet O., Coll J-L., Dumy P., & Boturyn D. (2010). Application of click-click chemistry to the synthesis of new multivalent RGD conjugates.. Org. Biomol. Chem.. 8, 5133–5138.

Galibert, M., Jin Z-hui., Furukawa T., Fukumura T., Saga T., Fujibayashi Y., et al. (2010). RGD-cyclam conjugate: Synthesis and potential application for positron emission tomography.. Bioorg. Med. Chem. Lett.. 20, 5422–5425.

Renaudet, O., Garcia J., Boturyn D., Spinelli N., Defrancq E., Labbe P., et al. (2010). Molecular engineering of biomolecules for nanobio-sciences.. Int. J. Nanotechnol.. 7, 738–752.

Sandrin, L., Guerente L., Bernstein A., Basit H., Labbe P., Dumy P., et al. (2010). Cell adhesion through clustered ligand on fluid supported lipid bilayers.. Org. Biomol. Chem.. 8, 1531–1534.

Renaudet, O., Boturyn D., & Dumy P. (2009). Biomolecular assembly by iterative oxime ligations.. Bioorg. Med. Chem. Lett.. 19, 3880–3883.

Galibert, M., Dumy P., & Boturyn D. (2009). One-pot approach to well-defined biomolecular assemblies by orthogonal chemoselective ligations.. Angew. Chemie, Int. Ed.. 48, 2576–2579.

Sancey, L., Garanger E., Foillard S., Schoehn G., Hurbin A., Albiges-Rizo C., et al. (2009). Clustering and Internalization of Integrin $\alpha$v$\beta$3 With a Tetrameric RGD-synthetic Peptide.. Mol. Ther.. 17, 837–843.

Foillard, S., Dumy P., & Boturyn D. (2009). Highly efficient cell adhesion on beads functionalized with clustered peptide ligands.. Org. Biomol. Chem.. 7, 4159–4162.

Bonnet, C. S., Fries P. H., Crouzy S., Seneque O., Cisnetti F., Boturyn D., et al. (2009). A Gadolinium-Binding Cyclodecapeptide with a Large High-Field Relaxivity Involving Second-Sphere Water.. Chem. - A Eur. J.. 15, 7083–7093, S7083/1–S7083/8.

Foillard, S., Sancey L., Coll J-L., Boturyn D., & Dumy P. (2009). Targeted delivery of activatable fluorescent pro-apoptotic peptide into live cells.. Org. Biomol. Chem.. 7, 221–224.

Sancey, L., Dufort S., Josserand V., Keramidas M., Righini C., Rome C., et al. (2009). Drug development in oncology assisted by noninvasive optical imaging.. Int. J. Pharm.. 379, 309–316.

Ahmadi, M., Sancey L., Briat A., Riou L., Boturyn D., Dumy P., et al. (2008). Chemical and Biological Evaluations of an 111In-Labeled RGD-Peptide Targeting Integrin Alpha(V) Beta(3) in a Preclinical Tumor Model.. Cancer Biother. Radiopharm.. 23, 691–700.

Foillard, S., Jin Z-hui., Garanger E., Boturyn D., Favrot M-C., Coll J-L., et al. (2008). Synthesis and biological characterization of targeted pro-apoptotic peptide.. ChemBioChem. 9, 2326–2332.

Boturyn, D., Defrancq E., Dolphin G. T., Garcia J., Labbe P., Renaudet O., et al. (2008). RAFT Nano-constructs: surfing to biological applications.. J. Pept. Sci.. 14, 224–240.

Foillard, S., Rasmussen M. Ohsten, Razkin J., Boturyn D., & Dumy P. (2008). 1-Ethoxyethylidene, a New Group for the Stepwise SPPS of Aminooxyacetic Acid Containing Peptides.. J. Org. Chem.. 73, 983–991.

Jin, Z-hui., Razkin J., Josserand V., Boturyn D., Grichine A., Texier I., et al. (2007). In vivo noninvasive optical imaging of receptor-mediated RGD internalization using self-quenched Cy5-labeled RAFT-c(-RGDfK-)4.. Mol. Imaging. 6, 43–55.

Texier, I., Razkin J., Josserand V., Boturyn D., Dumy P., Coll J-L., et al. (2007). Activatable probes for non-invasive small animal fluorescence imaging.. Nucl. Instruments Methods Phys. Res. Sect. A Accel. Spectrometers, Detect. Assoc. Equip.. 571, 165–168.

Hossain, M. Akhter, Thomas F., Hamman S., Saint-Aman E., Boturyn D., Dumy P., et al. (2006). Cyclodecapeptides to mimic the radical site of tyrosyl-containing proteins.. J. Pept. Sci.. 12, 612–619.

Devillers, C. H., Boturyn D., Bucher C., Dumy P., Labbe P., Moutet J-C., et al. (2006). Redox-Active Biomolecular Architectures and Self-Assembled Monolayers Based on a Cyclodecapeptide Regioselectively Addressable Functional Template.. Langmuir. 22, 8134–8143.

After chemistry and biological studies at the University Joseph Fourier (Grenoble), I received a PhD thesis in 1996. I worked on the synthesis of fluorescent probes to assess apurinic sites in DNA in Prof Jean Lhomme laboratory. From 1997 I performed postdoctoral research at the University of Virginia (Charlottesville, USA). I worked on the syntheses and biological studies of bleomycin derivatives in Professor Sidney Hecht laboratory. Then, I got a position at the Centre National de la Recherche Scientifique in 1999 at the Département de Chimie Moléculaire (UMR 5250) in Grenoble. I am currently working in the field of peptides, notably in the design, the synthesis and the characterization of large biomolecular systems for biological applications including targeted delivery of fluorescent probes and/or drugs to tumour (more info). In this context, I develop chemical methodologies to construct such multifunctional compounds via the use of orthogonal chemoselective ligations (more info).
Since 2021, I am the director of the Department of Molecular Chemistry and the team leader of I2BM team (more info).

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Bâtiment : Nanobio

Bureau : 202

0456520832

Didier.Boturyn@univ-grenoble-alpes.fr

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TRAVAUX MAJEURS

Determination of the Rituximab Binding Site to the CD20 Epitope Using SPOT Synthesis and Surface Plasmon Resonance Analyses

Impact of Antigen Density on Recognition by Monoclonal Antibodies

One-pot approach to well-defined biomolecular assemblies by orthogonal chemoselective ligations.

Synthesis and Biological Characterization of Monomeric and Tetrameric RGD-Cryptophycin Conjugates

Synthesis by native chemical ligation and characterization of the scorpion toxin AmmTx3

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