Wikipedia

Igor V. Komarov

Igor Volodymyrovych Komarov (Ukrainian: Ігор Володимирович Комаров) is a Ukrainian synthetic organic chemist, specializing in medicinal chemistry and nanotechnology. He is the director of the Institute of High Technologies of Taras Shevchenko National University of Kyiv.[1] He is also a scientific advisor of Enamine Ltd (Ukraine)[2] and Lumobiotics GmbH (Germany).

Igor V. Komarov
Born (1964-05-15) May 15, 1964 (age 60)
v. Irkliiv, Ukraine
NationalityUkrainian
Alma materTaras Shevchenko National University of Kyiv
Known forDesign, synthesis and study of model compounds,

conformationally restricted and fluorine-containing amino acids and peptides,

photocontrollable peptidomimetics
AwardsGeorg Forster research award
Scientific career
Fieldsorganic chemistry, medicinal chemistry, nanotechnology
InstitutionsInstitute of High Technologies, Taras Shevchenko National University of Kyiv
Thesis Design and synthesis of model compounds: study of stereoelectronic, steric effects, reactive intermediates, catalytic enantioselective hydrogenation and dynamic protection of functional groups
Doctoral advisorProf. Mykhailo Kornilov

Career

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Source:[3]

Igor V. Komarov graduated with distinction from Taras Shevchenko National University of Kyiv, and started to work at the same university in 1986 first as an engineer. He obtained his Candidate of Sciences degree in 1991 in organic chemistry at Taras Shevchenko National University of Kyiv under supervision of Mikhail Yu. Kornilov; the candidate thesis was devoted to the use of lanthanide shift reagents in NMR spectroscopy.[4] Afterwards, he was a postdoctoral fellow at the University Chemical Laboratory in Cambridge (1996–1997, United Kingdom) and at the Institut für Organische Katalyseforschung in Rostock (2000–2001, Germany). He holds the Supramolecular Chemistry Chair of Institute of High Technologies at Taras Shevchenko National University. Komarov earned his Doctor of Sciences degree in 2003; the title of his thesis is "Design and synthesis of model compounds: study of stereoelectronic, steric effects, reactive intermediates, catalytic enantioselective hydrogenation and dynamic protection of functional groups"[5] He is also a scientific advisor for Enamine Ltd.[2] and Lumobiotics GmbH. Igor V. Komarov was awarded the title of Professor in 2007.[6]

Contribution to research

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Source:[7]

 
1-Aza-2-adamantanone – a model compound. The fragment which mimics the cis–trans amide isomerization transition state is shown in red
 
Photocontrollable antibiotic, an analogue of the natural antibiotic gramicidin S

The areas of scientific interests of Igor V. Komarov are medicinal chemistry and synthesis of model compounds, which can be used to obtain new knowledge in biochemistry, stereochemistry, theoretical chemistry, catalysis. Igor has over 125 peer reviewed research papers, h-index 31,[8] has guided 8 PhD students to date. Igor's scientific group puts the main focus on developing of novel synthetic methods and design of theoretically interesting molecules, part of which were created and synthesized in tight collaboration with Prof. Anthony J. Kirby[9] from the University of Cambridge (United Kingdom). One of such collaborative projects was synthesis, study of stereochemistry and chemical properties of 1-aza-2-adamantanone and its derivatives. A trimethyl-substituted derivative ("the most twisted amide",[10] "Kirby's amide"[11]) was designed in the Prof. Kirby's laboratory and synthesized by Igor in 1997 during his postdoctoral stay in Cambridge. In 2014, a parent molecule was made in Igor's group in collaboration with Prof. Kirby. The compound modelled the transition state of cis-trans isomerization of amides and allowed obtaining fundamental knowledge about the amide bond.[12]

Igor V. Komarov started his research in the area of synthetic organic chemistry at the beginning of 1990th, working on phosphorylation of aromatic heterocyclic compounds by phosphorus(V) acid halides.[13] At that time, convenient phosphorylation methods were developed, which now find use, for example, for synthesis of materials applicable for uranium extraction.[14] Later, working in Rostock, Igor V. Komarov changed the direction of his research and got interested in homogenous asymmetric catalysis. The study of catalysis was carried out using model compounds: functionalized camphor- and tartaric acid-derived chiral ligands were synthesized such as monophosphines,[15][16] diphosphines,[17] and then Rhodium(I) complexes with them.[17] The complexes were used for asymmetric homogenous hydrogenation of prochiral substrates, and the obtained results allowed elucidating the effects of oxo- and oxy-functional groups in ligands on efficiency and selectivity of the catalysts.[17] These works led to introduction of efficient catalysts to synthetic practice, like catASium,[18] some of them bearing a camphor-derived ligand ROCKYPhos[19] (named after the cities ROstok and KYiv).

Although Igor's interest to the synthesis of chiral ligands has not been faded, he changed the general direction of his research once more, and now he works in the area of drug design.[7] One of the main design principle is restriction of conformational mobility of the drug candidate molecules.[20][21] Prof. Komarov's research group developed many approaches to synthesis of conformationally restricted amines and amino acids - the building blocks for drug design.[20][22] Numerous conformationally restricted fluorine-containing amino acids were also designed and synthesized, with a purpose of using them as labels to study peptides in lipid bilayers by solid-state NMR spectroscopy.[23]

Igor V. Komarov's group made a contribution to design and synthesis of light-controllable biologically active compounds - photocontrollable peptides - potential candidates for photopharmacology drugs. Photopharmacology drugs can be administered in the inactive, non-toxic form, and then activated ("switched on") by light only when and where required to treat localized lesions (e.g.in solid tumors).[24] The activation by light can be done with very high spatiotemporal precision in the lesion site, leaving the rest of the patient body unaffected.[25][26] After the treatment, the photopharmacology drugs can be inactivated ("switched off") by light in order to diminish side-effects and environmental burden.[24]

Another research direction in the Igor V. Komarov's scientific group is navigation of chemical space. A method of structural comparison for organic molecules was developed which employed exit vector plot analysis.[27] Enumeration of molecules (exhaustive generation of all theoretically possible structures) was carried out for some classes of organic compounds, for example, for conformationally restricted diamines.[28]

In the area of nanotechnology, Igor V. Komarov's research group studied cell-penetrating peptides as carriers for carbon-based fluorescent nanoparticles, shuttling them inside eukaryotic cells with the purpose of bioimaging.[29]

Igor V. Komarov has a Ukrainian patent,[30] 2 international patents,[31][32] is a co-authors of text-books on NMR spectroscopy.[33]

Scientific projects

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Igor V. Komarov was a coordinator of scientific projects financed by the Ministry of Education and Science of Ukraine (three applied projects devoted to design of therapeutic peptides, including photocontrolled [1]), Alexander von Humboldt Foundation (Institute Partnershaft and Research Linkage Programs, in collaboration with Karlsruhe University (Karlsruhe, Germany)[2] and Leibniz Institute of Molecular Pharmacology (Berlin, Germany)[3]), private companies Degussa (the project was devoted to development of large-scale production of a ligand for Rhodium-based catalysts of asymmetric hydrogenation) and Enamine (six medicinal chemistry projects, lead discovery and lead optimization). He is currently a coordinator of a European Horizon2020 Research and Innovation Staff Exchange (RISE) Programme (2016–2019) Grant Agreement number: 690973 [4], the title of the project – “Peptidomimetics with Photocontrolled Biological Activity”.

Awards and grants

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  • NATO Research Award (postdoctoral fellowship, 01.1996–01.1997, The University of Cambridge, United Kingdom);
  • INTAS grants (research visits, 08.1993 and 10.1994,The University of Cambridge, United Kingdom);
  • ISF grants (1998, research project, Taras Shevchenko National University of Kyiv);
  • Grants of the Royal Society of Chemistry for authors (1999, 2000);
  • Alexander von Humboldt Research Fellowship Archived 2017-08-10 at the Wayback Machine (postdoctoral stay in Rostock, Germany, 2000–2001);
  • Georg Forster Research Award (2015);[34]
  • Title "Merited Figure of Science and Technology of Ukraine" (2016).[35]

References

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  1. ^ "Igor Komarov | Institute of High Technologies". iht.univ.kiev.ua. 2014-06-18. Archived from the original on 2017-08-10. Retrieved 2017-08-10.
  2. ^ a b "Gallery – Enamine". www.enamine.net. Retrieved 2017-08-10.
  3. ^ Komarov, Igor. "Biography". Encyclopedia of Taras Shevchenko National University of Kyiv. Archived from the original on 2017-08-10. Retrieved 2017-08-10.
  4. ^ Komarov, Igor. "Study of onium salts by NMR in the presence of lanthanide shift reagents".
  5. ^ "Catalogs – Vernadski National Academic Library, Ukraine". irbis-nbuv.gov.ua. Retrieved 2017-08-10.
  6. ^ "Professors of Taras Shevchenko National University of Kyiv, biographical directory" (PDF). Taras Shevchenko National University of Kyiv. 2014.
  7. ^ a b "Igor Komarov". science.univ.kiev.ua. Retrieved 2017-08-10.
  8. ^ "Igor V. Komarov author's profile". Scopus. August 2019.
  9. ^ http://www.ch.cam.ac.uk/person/ajk1
  10. ^ Kirby, Anthony J.; Komarov, Igor V.; Wothers, Peter D.; Feeder, Neil (1998-04-03). "The Most Twisted Amide: Structure and Reactions". Angewandte Chemie International Edition. Vol. 37, no. 6. pp. 785–786. doi:10.1002/(SICI)1521-3773(19980403)37:6<785::AID-ANIE785>3.0.CO;2-J. ISSN 1521-3773.
  11. ^ Liu, Chengwei; Szostak, Michal (2017-05-29). "Twisted Amides: From Obscurity to Broadly Useful Transition-Metal-Catalyzed Reactions by N−C Amide Bond Activation". Chemistry – A European Journal. 23 (30): 7157–7173. doi:10.1002/chem.201605012. ISSN 1521-3765. PMID 27813178.
  12. ^ Komarov, Igor V.; Yanik, Stanislav; Ishchenko, Aleksandr Yu.; Davies, John E.; Goodman, Jonathan M.; Kirby, Anthony J. (2015-01-21). "The Most Reactive Amide As a Transition-State Mimic For cis–trans Interconversion". Journal of the American Chemical Society. Vol. 137, no. 2. pp. 926–930. doi:10.1021/ja511460a. ISSN 0002-7863.
  13. ^ V. Komarov, Igor; Yu. Kornilov, Mikhail; V. Turov, Aleksandr; V. Gorichko, Marian; O. Popov, Vladimir; A. Tolmachev, Andrey; J. Kirby, Anthony (1995-11-06). "Phosphorylation of 1,3-Di(N-alkyl)Azoles by Phosphorus(V) Acid Chlorides — a Route to Potential Haptens Derived from Phosphinic Acids". Tetrahedron. 51 (45): 12417–12424. doi:10.1016/0040-4020(95)00797-C.
  14. ^ Budnyak, Tetyana M.; Strizhak, Alexander V.; Gładysz-Płaska, Agnieszka; Sternik, Dariusz; Komarov, Igor V.; Kołodyńska, Dorota; Majdan, Marek; Tertykh, Valentin А. (2016-08-15). "Silica with immobilized phosphinic acid-derivative for uranium extraction". Journal of Hazardous Materials. 314: 326–340. doi:10.1016/j.jhazmat.2016.04.056. PMID 27177215.
  15. ^ Komarov, Igor V.; Börner, Armin (2001-04-01). "Highly Enantioselective or Not?—Chiral Monodentate Monophosphorus Ligands in the Asymmetric Hydrogenation". Angewandte Chemie International Edition. Vol. 40, no. 7. pp. 1197–1200. doi:10.1002/1521-3773(20010401)40:7<1197::AID-ANIE1197>3.0.CO;2-G. ISSN 1521-3773.
  16. ^ Bilenko, Vitaliy; Spannenberg, Anke; Baumann, Wolfgang; Komarov, Igor; Börner, Armin (2006-08-28). "New chiral monodentate phospholane ligands by highly stereoselective hydrophosphination". Tetrahedron: Asymmetry. 17 (14): 2082–2087. doi:10.1016/j.tetasy.2006.06.047.
  17. ^ a b c Komarov, Igor V.; Monsees, Axel; Spannenberg, Anke; Baumann, Wolfgang; Schmidt, Ute; Fischer, Christine; Börner, Armin (2003-01-01). "Chiral Oxo- and Oxy-Functionalized Diphosphane Ligands Derived from Camphor for Rhodium(I)-Catalyzed Enantioselective Hydrogenation". European Journal of Organic Chemistry. Vol. 2003, no. 1. pp. 138–150. doi:10.1002/1099-0690(200301)2003:1<138::AID-EJOC138>3.0.CO;2-O. ISSN 1099-0690.
  18. ^ "catASium – Essential Elements for Asymmetric Hydrogenations". Sigma-Aldrich. Archived from the original on 2017-08-11. Retrieved 2017-08-11.
  19. ^ Komarov, Igor V.; Monsees, Axel; Kadyrov, Renat; Fischer, Christine; Schmidt, Ute; Börner, Armin (2002-08-14). "A new hydroxydiphosphine as a ligand for Rh(I)-catalyzed enantioselective hydrogenation". Tetrahedron: Asymmetry. 13 (15): 1615–1620. doi:10.1016/S0957-4166(02)00372-5.
  20. ^ a b Grygorenko, Oleksandr O.; Radchenko, Dmytro S.; Volochnyuk, Dmitriy M.; Tolmachev, Andrey A.; Komarov, Igor V. (2011-09-14). "Bicyclic Conformationally Restricted Diamines". Chemical Reviews. Vol. 111, no. 9. pp. 5506–5568. doi:10.1021/cr100352k. ISSN 0009-2665.
  21. ^ Grygorenko, Oleksandr O.; Artamonov, Oleksiy S.; Komarov, Igor V.; Mykhailiuk, Pavel K. (2011-02-04). "Trifluoromethyl-substituted cyclopropanes". Tetrahedron. 67 (5): 803–823. doi:10.1016/j.tet.2010.11.068.
  22. ^ Chernykh, Anton V.; Radchenko, Dmytro S.; Grygorenko, Oleksandr O.; Daniliuc, Constantin G.; Volochnyuk, Dmitriy M.; Komarov, Igor V. (2015-04-17). "Synthesis and Structural Analysis of Angular Monoprotected Diamines Based on Spiro[3.3]heptane Scaffold". The Journal of Organic Chemistry. Vol. 80, no. 8. pp. 3974–3981. doi:10.1021/acs.joc.5b00323. ISSN 0022-3263.
  23. ^ Kubyshkin, Volodymyr (2012). Trifluoromethyl-substituted α-amino acids as solid-state 19F NMR labels for structural studies of membrane-bound peptides. Fluorine in Pharmaceutical and Medicinal Chemistry: From Biophysical Aspects to Clinical Applications. pp. 91–138.
  24. ^ a b Velema, Willem A.; Szymanski, Wiktor; Feringa, Ben L. (2014-02-12). "Photopharmacology: Beyond Proof of Principle" (PDF). Journal of the American Chemical Society. 136 (6): 2178–2191. doi:10.1021/ja413063e. hdl:11370/d6714f52-c2c8-4e48-b345-238e98bcc776. ISSN 0002-7863. PMID 24456115. S2CID 197196311.
  25. ^ Babii, Oleg; Afonin, Sergii; Berditsch, Marina; Reiβer, Sabine; Mykhailiuk, Pavel K.; Kubyshkin, Vladimir S.; Steinbrecher, Thomas; Ulrich, Anne S.; Komarov, Igor V. (2014-03-24). "Controlling Biological Activity with Light: Diarylethene-Containing Cyclic Peptidomimetics". Angewandte Chemie International Edition. Vol. 53, no. 13. pp. 3392–3395. doi:10.1002/anie.201310019. ISSN 1521-3773.
  26. ^ Babii, Oleg; Afonin, Sergii; Garmanchuk, Liudmyla V.; Nikulina, Viktoria V.; Nikolaienko, Tetiana V.; Storozhuk, Olha V.; Shelest, Dmytro V.; Dasyukevich, Olga I.; Ostapchenko, Liudmyla I. (2016-04-25). "Direct Photocontrol of Peptidomimetics: An Alternative to Oxygen-Dependent Photodynamic Cancer Therapy". Angewandte Chemie. Vol. 128, no. 18. pp. 5583–5586. doi:10.1002/ange.201600506. ISSN 1521-3757.
  27. ^ Grygorenko, Oleksandr O.; Babenko, Pavlo; Volochnyuk, Dmitry M.; Raievskyi, Oleksii; Komarov, Igor V. (2016-02-09). "Following Ramachandran: exit vector plots (EVP) as a tool to navigate chemical space covered by 3D bifunctional scaffolds. The case of cycloalkanes". RSC Advances. 6 (21): 17595–17605. Bibcode:2016RSCAd...617595G. doi:10.1039/C5RA19958A. ISSN 2046-2069.
  28. ^ Grygorenko, Oleksandr O.; Prytulyak, Roman; Volochnyuk, Dmitriy M.; Kudrya, Volodymyr; Khavryuchenko, Oleksiy V.; Komarov, Igor V. (2012-08-01). "Focused enumeration and assessing the structural diversity of scaffold libraries: conformationally restricted bicyclic secondary diamines". Molecular Diversity. Vol. 16, no. 3. pp. 477–487. doi:10.1007/s11030-012-9381-2. ISSN 1381-1991.
  29. ^ Serdiuk, T.; Bakanovich, I.; Lysenko, V.; Alekseev, S. A.; Skryshevsky, V. A.; Afonin, S.; Berger, E.; Géloën, A.; Komarov, I. V. (2015-02-17). "Delivery of SiC-based nanoparticles into live cells driven by cell-penetrating peptides SAP and SAP-E". RSC Advances. 5 (26): 20498–20502. doi:10.1039/C4RA10688A. Archived from the original on 2017-08-11. Retrieved 2017-08-11.
  30. ^ "Спеціалізована БД "Винаходи (корисні моделі) в Україні"". base.uipv.org. Retrieved 2017-08-07.
  31. ^ "Espacenet Original document". worldwide.espacenet.com. Retrieved 2017-08-07.
  32. ^ "Espacenet Original document". worldwide.espacenet.com. Retrieved 2017-08-07.
  33. ^ "Книги і методичні посібники викладачів ІВТ | Інститут високих технологій". iht.univ.kiev.ua (in Ukrainian). 2012-01-01. Archived from the original on 2017-08-07. Retrieved 2017-08-07.
  34. ^ "Alexander von Humboldt-Foundation – Awards for researchers from transition and developing countries". www.humboldt-foundation.de. Archived from the original on 2017-08-10. Retrieved 2017-08-10.
  35. ^ УКАЗ ПРЕЗИДЕНТА УКРАЇНИ №217/2016 — Офіційне інтернет-представництво Президента України. Офіційне інтернет-представництво Президента України (in Ukrainian). Retrieved 2017-08-10.
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