Group for Trityl Radicals Studies
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N.N. Vorozhtsov Novosibirsk Institute of Organic Chemistry
 of Siberian Branch of Russian Academy of Sciences

Up to 19/05/2022

Victor M. Tormyshev

Head - Cand. Sci.(Chem)  Victor M. Tormyshev

Phone: (383) 330-49-81, internal phone: 3-00
e-mail:This email address is being protected from spambots. You need JavaScript enabled to view it.

 

The Group was founded in 1999.

Up to 01.06.2020 - Group of Metal Complex Catalysis (MCG)

Research areas:

Research areas:

Research areas:

  • Spin probes for noninvasive diagnosis of oncologic diseases using the in vivo EPR Oxygen Imaging technologies.
  • Spin probes for studying the biopolymer structure, reagents for studying the nuclear Overhauser effect.
  • Synthesis of novel organic materials, including polyfunctional nitrogen-, oxygen- and sulfur-containing heterocyclic compounds (physiologically active compounds and synthons for drug production).
  • Materials for microelectronics.

The most significant results

  • Synthesis of various triarylmethyl (trityl, TAM) radicals, which are stable towards components of cytoplasm, perfectly soluble in water, and demonstrate ultra-narrow singlet signal in ESR spectra. Derivatives of trityls with a broad variation of hydrophilic properties. Synthesis of numerous hybrid trityl-nitroxide bi- and triradicals. These investigations are performed in collaboration with American and Israeli colleagues.
  • An access to TAM-based spin- labels focused on SDSL of peptides and oligonucleotides. The first example of high-accuracy measurement of long – up to 46 Å - interspin distances in doubly labeled 10-mer DNAs at physiological temperature (37 oC) using SDSL and DQC ESR techniques. .
  • Practical methods for synthesis of water-soluble polymeric electrolytes used in generation of ultra-thin defect-free nanolayers of transient metals.
  • Efficient approaches to synthesis of monofunctional derivatives of TAM and multi-spin systems
    •  

 

Project 13-04-00680 "Design of trityl spin labels with optimized properties and their application for structure elucidation of biomolecules using methods of dipole EPR spectroscopy"

Project_13-04-00680

The joint RFBR-NSF Project 14-03-93180 "International collaboration in chemistry: Dynamic nuclear polarization by nanoparticles and low-dimensionality aggregates"

project_14-03-93180

Current Grants

 

  • Grant P41 EB002034 from National Institute of Health “Center for Electron Paramagnetic Resonance Imaging in Vivo Physiology”, 2013-2018. The collaborative studies are performed by teams of the University of Chicago, the University of Denver, the University of Maryland, the University of Illinois at Urbana Shampaign (USA), and the Novosibirsk Institute of Organic Chemistry under the auspices of Center for EPR Imaging in vivo Physiology: http://epri.uchicago.edu/. The information resulted from these investigations is crucial for understanding of cancer physiology, radiological treatment improvement, study of stroke, heart attack, peripheral vascular disease and other biomedical problems.
  • Project 13-04-00680 "Design of trityl spin labels with optimized properties and their application for structure elucidation of biomolecules using methods of dipole EPR spectroscopy" supported by the Russian Foundation for Basic Research, 2013-2015. The multi-disciplinary study is performed by teams of the Novosibirsk Institute of Organic Chemistry, the International Tomography Center and the Institute of Chemical Biology and Fundamental Medicine.
  • The joint RFBR-NSF Project 14-03-93180 "International collaboration in chemistry: Dynamic nuclear polarization by nanoparticles and low-dimensionality aggregates", 2014-2016. The multi-disciplinary study is performed by teams of the Novosibirsk Institute of Organic Chemistry, the Institute of Chemical Kinetics and Combustion and the University of Alabama

 

STAFF

Staff

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PUBLICATIONS
 

Publications over the past years

Laboratory staff publications (DB NIOCh)

Reviews, Articles


2022
  1. S. Ketter, M. Dajka, O. Rogozhnikova, S.A. Dobrynin, V.M. Tormyshev, E.G. Bagryanskaya, B. Joseph
    In situ distance measurements in a membrane transporter using maleimide functionalized orthogonal spin labels and 5-pulse electron-electron double resonance spectroscopy
    Journal of Magnetic Resonance Open (companion title to the Journal of Magnetic Resonance), Volumes 10-11, June 2022, 100041 doi:10.1016/j.jmro.2022.100041
  2. N.B. Asanbaeva, A.A. Sukhanov, A.A. Diveikina, O.Y. Rogozhnikova, D.V. Trukhin, V.M. Tormyshev, A.S. Chubarov, A.G. Maryasov, A.M. Genaev, A.V. Shernyukov, G.E. Salnikov, A.A. Lomzov, D.V. Pyshnyi, E.G. Bagryanskaya
    Application of W-band 19F electron nuclear double resonance (ENDOR) spectroscopy to distance measurement using a trityl spin probe and a fluorine label
    Phys. Chem. Chem. Phys., 2022, 24 (10), 5982-6001 doi:10.1039/D1CP05445G, IF=3.945
  3. I.O. Timofeev, L.V. Politanskaya, E.V. Tretyakov, Yu.F. Polienko, V.M. Tormyshev, E.G. Bagryanskaya, O.A. Krumkacheva, M.V. Fedin
    Fullerene-based triplet spin labels: methodology aspects for pulsed dipolar EPR spectroscopy
    Phys. Chem. Chem. Phys., 2022, V.24, N 7, Pp. 4475-4484 doi:10.1039/D1CP05545C, IF=3.945

2021
  1. Trityl radicals: synthesis, properties, and applications/ V. M. Tormyshev & E. G. Bagryanskaya// Russian Chemical Bulletin, 2021, V. 70, N 12, Pp 2278-2297 doi:10.1007/s11172-021-3345-6, IF=1.222
  2. A Simple and Convenient Synthesis of a Multifunctional Spin Probe, Phosphonate Derivative of a Persistent Radical of the Triarylmethyl Series/ O. Yu. Rogozhnikova, D. V. Trukhin, N. B. Asanbaeva, V. M. Tormyshev// Russian Journal of Organic Chemistry, 2021, V. 57, Pp 905-913 doi:10.1134/S107042802106004X, IF=0.723
  3. B. Joseph, S. Ketter, A. Gopinath, O. Rogozhnikova, D. Trukhin, V.M. Tormyshev, E.G. Bagryanskaya
    In situ labeling and distance measurements of membrane proteins in E coli using Finland and OX063 trityl labels
    Chemistry - A European Journal, 2021, V. 27, N 7, Pp 2299-2304 doi:10.1002/chem.202004606, IF=4.857
  4. A. Chubarov, A. Spitsyna, O. Krumkacheva, D. Mitin, D. Suvorov, V. Tormyshev, M. Fedin, M.K. Bowman, E. Bagryanskaya
    Reversible Dimerization of Human Serum Albumin
    Molecules 2021, 26(1), 108 doi:10.3390/molecules26010108, IF=4.411

2020
  1. Novel Acetylene Derivatives of Stable Tetrathiatriarylmethyl Radicals/ D. V. Trukhin, O. Yu. Rogozhnikova, T. I. Troitskaya, S. S. Ovcherenko, E. V. Amosov, V. M. Tormyshev// Russian Journal of Organic Chemistry, 2020, V. 56, N 11, Pp 1905-1910 doi:10.1134/S1070428020110032, IF=0.624
  2. M. Bretschneider, P. E Spindler, O.Yu. Rogozhnikova, D.V. Trukhin, B. Endeward, A.A. Kuzhelev, E.G. Bagryanskaya, V.M. Tormyshev, T.F. Prisner
    Multi-Quantum Counting of Trityl Radicals
    The Journal of Physical Chemistry Letters, 2020, 11, 15, 6286-6290 doi:10.1021/acs.jpclett.0c01615, IF=6.71
  3. V. Tormyshev, A. Chubarov, O. Krumkacheva, D. Trukhin, O. Rogozhnikova, A. Spitsyna, A. Kuzhelev, V. Koval, M. Fedin, T. Godovikova, M. Bowman, E.G. Bagryanskaya
    Methanethiosulfonate Derivative of OX063 Trityl: a Promising and Efficient Reagent for SDSL of Proteins
    Chemistry-A European Journal, 2020, V.26, N 12, Pp 2705-2712 doi:10.1002/chem.201904587, IF=4.857
  4. A.A. Kuzhelev, V.M. Tormyshev, V.F. Plyusnin, O.Yu. Rogozhnikova, M.V. Edeleva, S.L. Veber, E.G. Bagryanskaya
    Photochemistry of tris(2,3,5,6-tetrathiaaryl)methyl radicals in various solutions
    Phys. Chem. Chem. Phys., 2020, V. 22, N 3, Pp 1019-1026 doi:10.1039/C9CP06213K, IF=3.43

2019
  1. O.A. Krumkacheva, G.Yu. Shevelev, A.A. Lomzov, N.S. Dyrkheeva, A.A. Kuzhelev, V.V. Koval, V.M. Tormyshev, Yu.F. Polienko, M.V. Fedin, D.V. Pyshnyi, O.I. Lavrik, E.G. Bagryanskaya
    DNA complexes with human apurinic/apyrimidinic endonuclease 1: structural insights revealed by pulsed dipolar EPR with orthogonal spin labeling
    Nucleic Acids Research,2019, V. 47, N 15, Pp 7767-7780 doi:10.1093/nar/gkz620, IF=11.147
  2. O.A. Krumkacheva, I.O. Timofeev, L.V. Politanskaya, Yu.F. Polienko, E.V. Tretyakov, O.Yu. Rogozhnikova, D.V. Trukhin, V.M. Tormyshev, A.S. Chubarov, E.G. Bagryanskaya, M.V. Fedin
    Triplet Fullerenes as Prospective Spin Labels for Nanoscale Distance Measurements by Pulsed Dipolar EPR
    Angewandte Chemie International Edition, 2019, V. 58, N 38, Pp 13271-13275 doi:10.1002/anie.201904152, IF=12.256
  3. K. Sato, R. Hirao, I. Timofeev, O.A. Krumkacheva, E. Zaytseva, O.Yu. Rogozhnikova, V.M. Tormyshev, D.V. Trukhin, E.G. Bagryanskaya, T. Gutmann, V. Klimavicius, G. Buntkowsky, K. Sugisaki, Sh. Nakazawa, H. Matsuoka, K. Toyota, D. Shiomi, T. Takui
    Trityl-Aryl-Nitroxide Based Genuinely g-Engineered Biradicals, as Studied by Dynamic Nuclear Polarization, Multi-Frequency ESR/ENDOR, Arbitrary Wave Generator Pulse Microwave Waveform Spectroscopy and Quantum Chemical Calculations
    The Journal of Physical Chemistry A, 2019, V. 123, N 34, Pp 7507-7517 doi:10.1021/acs.jpca.9b07169, IF=2.641
  4. New Spin Probes: Triand Hexacationic Derivatives of Persistent Tris(tetrathioaryl)methyl Radicals/ D.V. Trukhin, O.Yu.Rogozhnikova, T.I. Troitskaya, A.A, Kuzhelev, E.V. Amosov,H.J. Halpernc, V.V. Koval'b, V.M. Tormyshev// Russian Journal of Organic Chemistry, 2019, V. 55, N 3, pp 296-301 doi:10.1134/S1070428019030035, IF=0.751
  5. L. Lampp, O.Yu. Rogozhnikova, D.V. Trukhin, V.M. Tormyshev, M.l K. Bowman, N. Devasahayam, M.C. Krishna, K. Mader, P. Imming
    A radical containing injectable in-situ-oleogel and emulgel for prolonged in-vivo oxygen measurements with CW EPR
    Free Radical Biology and Medicine, 2019, V. 130, Pp 120-127 doi:10.1016/j.freeradbiomed.2018.10.442, IF=5.657

2018
  1. M.V. Edeleva, S.R-A. Marque, O.Yu. Rogozhnikova, V.M. Tormyshev, T.I. Troitskaya, E.G. Bagryanskaya
    Radical polymerization of radical‐labeled monomers: The triarylmethyl‐based radical monomer as an example
    Journal of Polymer Science Part A: Polymer Chemistry, 2018, V. 56, N 23, Pp 2656-2664 doi:10.1002/pola.29249, IF=2.588
  2. A.A. Kuzhelev, O.A. Krumkacheva, I.O. Timofeev, V.M. Tormyshev, M.V. Fedin, E.G. Bagryanskaya
    Electron-Spin Relaxation of Triarylmethyl Radicals in Glassy Trehalose
    Applied Magnetic Resonance, 2018, V. 49, N 11, pp 1171-1180 doi:10.1007/s00723-018-1023-0, IF=0.835
  3. A.A. Kuzhelev, O.A. Krumkacheva, M.Yu. Ivanov, S.A. Prikhod'ko, N. Yu. Adonin, V.M. Tormyshev, M. K Bowman, M.V. Fedin, E.G. Bagryanskaya
    Pulse EPR of Triarylmethyl Probes: New Approach for Investigation of Molecular Motions in Soft Matter
    J. Phys. Chem. B, 2018, 122 (36), pp 8624–8630 doi:10.1021/acs.jpcb.8b07714, IF=3.145
  4. S. Bothe, J. Nowag, V. Klimavicius, M. Hoffmann, T.I. Troitskaya, E.V. Amosov, V.M. Tormyshev, I. Kirilyuk, A. Taratayko, A.A. Kuzhelev, D. Parkhomenko, E.G. Bagryanskaya, T. Gutmann, G. Buntkowsky
    Novel Biradicals for Direct Excitation Highfield Dynamic Nuclear Polarization
    J. Phys. Chem. C, 2018, 122 (21), pp 11422-11432 doi:10.1021/acs.jpcc.8b02570, IF=4.484
  5. G.Yu. Shevelev, E.L. Gulyak, A.A. Lomzov, A.A. Kuzhelev, O.A. Krumkacheva, M.S. Kupryushkin, V.M. Tormyshev, M.V. Fedin, E.G. Bagryanskaya, D. V. Pyshnyi
    A Versatile Approach to Attachment of Triarylmethyl Labels to DNA for Nanoscale Structural EPR Studies at Physiological Temperatures
    J. Phys. Chem. B, 2018, 122 (1), pp 137-143 doi:10.1021/acs.jpcb.7b10689, IF=3.146

2017
  1. B. Epel, M. Krzykawska-Serda, V. Tormyshev, M.C. Maggio, E.D. Barth, C.A. Pelizzari, H.J. Halpern
    Spin Lattice Relaxation EPR pO2 Images May Direct the Location of Radiation Tumor Boosts to Enhance Tumor Cure
    , 2017, V. 75, N 3-4, pp 295-298 doi:10.1007/s12013-017-0825-2, IF=1.32
  2. A.A. Kuzhelev, V.M. Tormyshev, O.Yu. Rogozhnikova, D.V. Trukhin, T.I. Troitskaya, R.K. Strizhakov, O.A. Krumkacheva, M.V. Fedin, E.G. Bagryanskaya
    Triarylmethyl Radicals: An EPR Study of 13C Hyperfine Coupling Constants
    Zeitschrift für Physikalische Chemie, 2017, V. 231, N 4, Pp.777-794 doi:10.1515/zpch-2016-0811, IF=1.327

2016
  1. G. Audran, E.G. Bagryanskaya, P. Bremond, M.V. Edeleva, S.R.A. Marque, D.A. Parkhomenko, O.Yu. Rogozhnikova, V.M. Tormyshev, E.V. Tretyakov, D.V. Trukhin, S.I. Zhivetyeva
    Trityl-based alkoxyamines as NMP controllers and spin-labels
    Polym. Chem., 2016, 42(7), 6490-6499 doi:10.1039/C6PY01303A, IF=5.687
  2. M.V. Fedin, G. Yu. Shevelev, D. V. Pyshnyi, V.M. Tormyshev, G. Jeschke, M. Yulikov, E.G. Bagryanskaya
    Interaction of Triarylmethyl Radical with DNA Termini Revealed by Orientation-Selective W-band Double Electron-Electron Resonance Spectroscopy
    Phys. Chem. Chem. Phys., 2016,18(42), 29549-29554l doi:10.1039/C6CP05904J, IF=4.448
  3. B. Joseph, V.M. Tormyshev, O.Yu. Rogozhnikova, D. Akhmetzyanov, E.G. Bagryanskaya, T.F. Prisner
    Selective High-Resolution Detection of Membrane Protein–Ligand Interaction in Native Membranes using Trityl-Nitroxide PELDOR
    Angewandte Chemie International Edition, 2016, V, 55, N 38, Pp 11538-11542 doi:10.1002/anie.201606335, IF=11.709
  4. H. Chen, A.G. Maryasov, O. Rogozhnikova, D.V. Trukhin, V.M. Tormyshev, M. Bowman
    Electron spin dynamics and spin-lattice relaxation of trityl radicals in frozen solutions
    Phys. Chem. Chem. Phys., 2016,18, 24954-24965 doi:10.1039/C6CP02649D, IF=4.448
  5. Z. Yang, M.D. Bridges, C.J. Lopez, O.Yu. Rogozhnikova, D.V. Trukhin, E.K. Brooks, V. Tormyshev, H.J. Halpern, W.L. Hubbell
    A Triarylmethyl Spin Label for Long-Range Distance Measurement at Physiological Temperatures Using T1 Relaxation Enhancement
    Journal of Magnetic Resonance, V. 269, August 2016, Pp 50-54 doi:10.1016/j.jmr.2016.05.006, IF=2.888
  6. A.A. Kuzhelev, G. Yu. Shevelev, O.A. Krumkacheva, V.M. Tormyshev, D.V. Pyshnyi, M.V. Fedin, E.G. Bagryanskaya
    Saccharides as Prospective Immobilizers of Nucleic Acids for Room-Temperature Structural EPR Studies
    J. Phys. Chem. Lett., 2016, V. 7, N 12, pp 2544-2548 doi:10.1021/acs.jpclett.6b01024, IF=8.538
  7. Р.К. Стрижаков, А.А. Кужелев, В.М. Тормышев, Е.Г. Багрянская
    Спектроскопия эпр тритильных радикалов: исследование особенностей сверхтонкого взаимодействия неспаренного электрона с ядрами 13С
    Вестник Новосибирского государственного университета. Серия: Физика. 2016. Т. 11. № 1. С. 100-106.
  8. D.V. Trukhin, O.Yu. Rogozhnikova, T.I. Troitskaya, V.G. Vasiliev, M.l K. Bowman, V.M. Tormyshev
    Facile and High-Yielding Synthesis of TAM Biradicals and Monofunctional TAM Radicals
    Synlett, 2016, 27(06), Pp 893-899 doi:10.1055/s-0035-1561299, IF=2.322
  9. B. Epel, G. Redler, V. Tormyshev, H.J. Halpern
    Towards Human Oxygen Images with Electron Paramagnetic Resonance Imaging
    Oxygen Transport to Tissue XXXVII, V.876 of the series Advances in Experimental Medicine and Biolog, Part VII, pp 363-369 doi:10.1007/978-1-4939-3023-4_45, IF=1.952
  10. B. Epel, G. Redler, C. Pelizzari, V.M. Tormyshev, H.J. Halpern
    Approaching Oxygen-Guided Intensity-Modulated Radiation Therapy
    Oxygen Transport to Tissue XXXVII, V.876 of the series Advances in Experimental Medicine and Biolog, Part IV, pp 185-193 doi:10.1007/978-1-4939-3023-4_23, IF=1.952

2015
  1. G. Yu. Shevelev, O. A. Krumkacheva, A. A. Lomzov, A. A. Kuzhelev, D. V. Trukhin, O. Yu. Rogozhnikova, V. M. Tormyshev, D. V. Pyshnyi, M. V. Fedin, E.G. Bagryanskaya
    Triarylmethyl Labels: Toward Improving the Accuracy of EPR Nanoscale Distance Measurements in DNAs
    J. Phys. Chem. B, 2015, 119 (43), pp 13641-13648 doi:10.1021/acs.jpcb.5b03026, IF=3.302
  2. A.A. Kuzhelev, D.V. Trukhin, O.A. Krumkacheva, R.K. Strizhakov, O.Yu. Rogozhnikova, T.I. Troitskaya, M.V. Fedin, V.M. Tormyshev, E. G. Bagryanskaya
    Room-Temperature Electron Spin Relaxation of Triarylmethyl Radicals at the X- and Q-Bands
    J. Phys. Chem. B, 2015, 119 (43), pp 13630-13640 doi:10.1021/acs.jpcb.5b03027, IF=3.302

2014
  1. G.Yu. Shevelev, O.A. Krumkacheva, A.A. Kuzhelev, A.A. Lomzov, O.Yu. Rogozhnikova, D.V. Trukhin, T.I. Troitskaya, V.M. Tormyshev, M.V. Fedin, D.V. Pyshnyi, E.G. Bagryanskaya
    Physiological- Temperature Distance Measurement in Nucleic Acid using Triarylmethyl-Based Spin Labels and Pulsed Dipolar EPR Spectroscopy.
    J. Am. Chem. Soc., 2014, 136 (28), pp 9874-9877. doi:10.1021/ja505122n, IF=11.444
  2. V. M. Tormyshev, O.Yu. Rogozhnikova, M. K. Bowman, D. V. Trukhin, T. I. Troitskaya, V. G. Vasiliev, L. A. Shundrin, H. J. Halpern
    Preparation of Diversely Substituted Triarylmethyl Radicals by the Quenching of Tris(2,3,5,6-tetrathiaaryl)methyl Cations with C-, N-, P-, and S-Nucleophiles
    European Journal of Organic Chemistry, 2014, V. 2014, N 2, pp 371-380. doi:10.1002/ejoc.201301161, IF=3.154

2013
  1. S.N. Trukhan, V.F. Yudanov, V.M. Tormyshev, O.Yu. Rogozhnikova, D.V. Trukhin, M.K. Bowman, M.D. Krzyaniak, H. Chen, O.N. Martyanov
    Hyperfine interactions of narrow-line trityl radical with solvent molecules
    Journal of Magnetic Resonance, 2013, V. 233, P. 29-36. doi:10.1016/j.jmr.2013.04.017, IF=2.299
  2. O.Yu. Rogozhnikova, V.G. Vasiliev, T.I. Troitskaya, D.V. Trukhin, T.V. Mikhalina, H.J. Halpern, V.M. Tormyshev
    Generation of Trityl Radicals by Nucleophilic Quenching of Tris(2,3,5,6-tetrathiaaryl)methyl Cations and Practical and Convenient Large-Scale Synthesis of Persistent Tris(4-carboxy-2,3,5,6-tetrathiaaryl)methyl Radical
    European Journal of Organic Chemistry, 2013, V. 2013, N 16, P. 3347-3355. doi:10.1002/ejoc.201300176, IF=3.344

2012
  1. V.M. Tormyshev, A.M. Genaev, G.E. Sal'nikov, O.Yu. Rogozhnikova, T.I. Troitskaya, D.V. Trukhin, V.I. Mamatyuk, D.S. Fadeev, H.J. Halpern
    Triarylmethanols with Bulky Aryl Groups and the NOESY/EXSY Experimental Observation of a Two-Ring-Flip Mechanism for the Helicity Reversal of Molecular Propellers
    Eur.J. Org. Chem., 2012, N 3, 623-629. doi:10.1002/ejoc.201101243, IF=3.206

2010
  1. R. Halevy, V. Tormyshev, A. Blank
    Microimaging of Oxygen Concentration near Live Photosynthetic Cells by Electron Spin Resonance
    Biophys. J., 2010, V. 99, N 3, 971–978. doi:10.1016/j.bpj.2010.05.002, IF=4.389
  2. Y. Talmon, L. Shtirberg, W. Harneit, O.Yu. Rogozhnikova, V. Tormyshev, A. Blank
    Molecular diffusion in porous media by PGSE ESR
    Chem.Phys.Phys.Chem., 2010, 12(23), 5998–6007. doi:10.1039/b922060g, IF=4.116

2006
  1. V.M. Tormyshev, D.V. Trukhin, O.Yu. Rogozhnikova, T.V. Mikhalina, T.I. Troitskaya, A. Flinn
    Aryl Alkyl Ketones in One-Pot Gewald Synthesis of 2-Aminothiophenes
    SynLett., 2006, V. 3, N 16, 2559-2564. doi:10.1055/s-2006-951484, IF=2.69
  2. A combinatorially convenient version of synthesis of 5-substituted oxazole-4-carboxylic acid ethyl esters/ V. M. Tormyshev, T. V. Mikhalina, O. Yu. Rogozhnikova, T. I. Troitskaya, D. V. Trukhin// Russian Journal of Organic Chemistry, 2006, V. 42, N 7, pp 1031-1035 doi:10.1134/S1070428006070177, IF=0.419



 

 


 

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