Patents
The patent T.A. Egorova-Zachernyuk “Composition and Methods for Stable Isotope Labelling of Biological Compounds” is granted in:
Australia AU 2004256368
Belgium EP/BE 1644474
Canada 2532038
Europe 1644474
France EP/FR 1644474
Germany EP/DE 1644474
Japan 4836786
Russian Federation RU 2409657 C2
Switzerland EP/CH 1644474
The Netherlands EP/NL 1644474
United Kingdom EP/GB 1644474
Technology allows cost-effective production of uniform stable isotope (non-radioactive) labelled biomolecules (from small metabolites up to large, including protein therapeuticals or drug targets such as e.g. GPCRs) in insect and mammalian cell lines. This could be used for 3D structure determination for further in silico drug design.
Australia AU 2004256368
Belgium EP/BE 1644474
Canada 2532038
Europe 1644474
France EP/FR 1644474
Germany EP/DE 1644474
Japan 4836786
Russian Federation RU 2409657 C2
Switzerland EP/CH 1644474
The Netherlands EP/NL 1644474
United Kingdom EP/GB 1644474
Technology allows cost-effective production of uniform stable isotope (non-radioactive) labelled biomolecules (from small metabolites up to large, including protein therapeuticals or drug targets such as e.g. GPCRs) in insect and mammalian cell lines. This could be used for 3D structure determination for further in silico drug design.
Publications
1. Egorova, T.A., Eremin, S.V., Mitsner, B.I., Zvonkova, E.N., Shvets V.I. (1993) Method for preparative separation of benzyloxycarbonyl amino acid derivatives from protein hydrolysates. Biotekhnologiya (in Russian) 5, 24-32.
2. Egorova, T.A., Mosin, O.V., Eremin, S.V., Karnaukhova, E.N., Zvonkova E.N., Shvets, V.I. (1993) Preparative separation of benzyloxycarbonyl amino acids derivatives of protein hydrolysates from various sources. Biotekhnologiya (in Russian) 8, 21-25.
3. Egorova, T.A., Eremin, S.V., Mitsner, B.I., Zvonkova, E.N., Shvets, V.I. (1995) Isolation of individual amino acids from various microbiological sources using reversed-phase high performance liquid chromatography. Journal of Chromatography, Biomedical Application 665, 53-62.
4. Egorova-Zachernyuk T.A., Shvets V.I., Versluis K., Heerma W., Creemers A.F.L., Nieuwenhuis S.A.M., Lugtenburg J., Raap J. (1996)Preparation of site-specifically labelled zervamicins, the antibiotic peptaibols produced by Emericellopsis salmosynnemata. J. Pept. Sci. 2, 1-10.
5. Mosin, O.V., Skladnev, D.A., Egorova, T.A., Yurkevich, A.M., Shvets, V.I. (1996) Investigation of amino acids biosynthesis by strain Brevibacterium methylicum while growing in deuterated water. Biotekhnologiya (in Russian) 3, 3-12.
6. Mosin, O.V., Egorova, T.A., Skladnev, D.A., Yurkevich, A.M., Shvets, V.I. (1996) Preparation of bacteriorhodopsin stable isotopically labelled on aromatic amino acids residues. Biotekhnologiya, (in Russian) 4, 27-34.
7. Mosin O.V., Skladnev D.A., Egorova T.A., Shvets V.I. (1996) Mass spectrometry evaluation of 2H and 13C enrichment levels of amino acids obtained from bacterial objects. Bioorganicheskaya khimiya (in Russian), 22, n.10, 861-874.
8. Mosin O.V, Skladnev D.A., Egorova T.A., Shvets V.I. (1997) Methods of 2H, 13C, 15N, 18O stable isotopically labelled amino acids and proteins preparation. Biotekhnologiya 6 (in Russian), 10, 24-40
9. Skladnev D.A., Mosin O.V., Egorova T.A., Eremin S.V., Shvets V.I. (1996) Methylotrophic bacteria - sources of D and 13C isotopically labelled amino acids. Biotekhnologiya (in Russian), 5, 25-34.
10. Egorova-Zachernyuk, T.A., Shvets V.I., Versluis K., Heerma, W., Creemers, A.F.L., Nieuwenhuis, S.A.M., Lugtenburg, J., Raap, J. (1996) Preparation of site-specifically labelled zervamicins, the antibiotic peptaibols produced by Emericellopsis salmosynnemata. Journal of Peptide Science. 2, 1-10.
11. Egorova-Zachernyuk T.A., van Rossum B., Boender G-J., Franken E., Ashurst J., Raap J., Gast P., Hoff A., Oschkinat H., and de Groot H.J.M. (1997) NMR Characterization of Protein-Pheophytin Interactions in Rhodobacter sphaeroides R-26 Photosynthetic Reaction Centers, from multispin pheophytin enrichment and 2-D MAS NMR dipolar correlation spectroscopy. Biochemistry 36, 7513-7519.
12. Egorova-Zachernyuk T.A., Remy A., Shkuropatov A.Ya., Gast P., Hoff A.J., Gerwert K., de Groot H.J.M. (1998) Efficient conditions for the photoaccumulation of HA - in the photosynthetic reaction centers of Rhodobacter sphaeroides R-26 with uniformly labelled bacteriopheophytin monitored by fourier transform infrared difference spectroscopy in Photosynthesis: Mechanisms and Effects. Volume II. Proceedings of the XI International Congress on Photosynthesis. Budapest, Hungary, August 17-22., Kluwer Academic Publishers. 755-758.
13. Egorova-Zachernyuk T.A., Remy A., Shkuropatov A.Ya., Gast P., Hoff A.J., Gerwert K., de Groot H.J.M. (1999) Efficient conditions for the photoaccumulation of HA - in the photosynthetic reaction centers of Rhodobacter sphaeroides R-26 with uniformly labelled bacteriopheophytin monitored by fourier transform infrared difference spectroscopy. Vibrational spectroscopy, 19, 347-352.
14. Matysik J., Alia, Hollander J.G., Egorova-Zachernyuk T. A., Gast P., de Groot H.J.M. (2000) A set-up to study photochemically induced dynamic nuclear polarization in photosynthetic reaction centres by solid-state NMR. Indian Journal of Biochemistry & Biophysics, 7(6), 418-423
15. Egorova-Zachernyuk T.A. Hollander J., Frazer N., Gast P., Cogdell R., Hoff A.J., de Groot H.J.M., and Baldus M. (2001) MAS NMR on a [U-13C, 15N] light-harvesting complex from Rps. acidophila 10050. In The Future of Solid State NMR in Biology., Kluwer Publisher. p.171
16. Egorova-Zachernyuk T.A. Hollander J., Frazer N., Gast P., Cogdell R., Hoff A.J., de Groot H.J.M., and Baldus M. (2001) Backbone correlations in a fully labelled membrane protein complex at ultra-high magnetic fields. J. Biomol. NMR, 19, 243-253
17. Remy A., Boers R.B., Egorova-Zachernyuk T.A., Gast P., Lugtenburg J. and Gerwert K. (2003) Assignment of methoxy vibrations of ubiquinone-10, QA and QB in the reaction centre of Rhodobacter sphaeroides by means of FTIR spectroscopy and specific isotopic labelling. Eur. J. Biochemistry, 270(17) 3603-3609
18. Egorova-Zachernyuk T.A. WO 2005/005616 A3 Compositions and Methods for stable isotope labeling of biological compounds (see PATENTS)
19. Van Gammeren, A.J., Hulsbergen, F.B., Kiihne, S., Hollander, J.G., Buda, F., Egorova-Zachrnyuk T.A., Frazer N., Cogdell, R., and de Groot, H.J.M. (2005) Selective chemical schift assignment of both B800 and B850 bactreriochlorophylls in uniformly [13C, 15N] labeled light harvesting complex from Rhodopseudomonas acidophila strain 10050 by solid state NMR at ultra-high magnetic field., JACS, 3213-3219
20. Acien Fernandez F.G., Fernandez Sevilla, J.M. Egorova-Zachernyuk T.A., Molina Grima, E. (2005) Cost-effective production of 13C, 15N stable isotope labeled biomass from phototrophic microalgae for various biotechnological applications. Biomolecular Engineering 22, 193-200
21. Egorova-Zachernyuk T.A, Skladnev, D.A, Shvets, V.I. (2008) Biotechnological preparation of highly deuterated purple membranes from halobacteria for nanobiotechnological applications. Biotechnologiya (in Russian), 6, 60-72.
22. Egorova-Zachernyuk T.A., van Rossum, B., Erkelens K,, de Groot, H.J.M. (2008) Characterisation of Uniformly 13C, 15N enriched Bacteriochlorophyll a and Bacteriopheophytin a in solution and in solid state: assignment of the 13C, 1H and 15N. Magnetic Resonance in Chemistry, 46, 1074-1083
23. Pistorious, A.M.A, de Grip, W.J., Egorova-Zachernyuk T.A. (2009) Monitoring of biomass composition from microbiological sources by means of FT-IR –spectroscopy. Biotechnol. Bioeng. 103, p. 123-129
24. Egorova-Zachernyuk T.A., Bosman G J.G.C.M., Pistorius A, DeGrip W.J. (2009) Production of yeatolates for uniform stable-isotope-labelling of eukaryotic cell culture. Appl. Microbiol. Biot. 84, 575-581.
25. Egorova-Zachernyuk T.A., Bosman G J.G.C.M., DeGrip W.J., Shevts V,I. (2010) Stable isotope labelling of human Histamine receptor H1R for rational drug deisgn. ‘Dokladi of Russian Academy of Sciences’; Biochemistry, biophysics, molecular biology 433 (2), 257-261
26. Egorova-Zachernyuk T.A., Bosman G J.G.C.M., DeGrip W.J. (2010) Uniform stable-isotope labelling in mammalian cells: formulation of a cost-effective culture medium. Appl. Microbiol. Biot. DOI: 10.1007/s00253-010-2896-5.
27. Koopmans M, van Rijswijk P, Martens D, Egorova-Zachernyuk T.A., Middelburg J.J., Wijffels R.H. (2011) Carbon conversion and metabolic rate in two marine sponges. Mar Biol. 158:9–20
28. Egorova-Zachernyuk T.A. Preparation and Biophysical Investigation of Stable Isotopically Labeled Metabolites and Membrane Proteins: Methodologies and Prospects, Thesis 2011, Dr. Sci. (Thesis, degree ‘Doktor nauk’, specializations in biotechnology (including bionanotechnologies) 03.01.06 and in bio-organic chemistry 02.00.10.)
29. Egorova-Zachernyuk T.A. (2011), ‘Technology platform for stable isotope labelling and non-invasive analysis: methodologies and prospects for predictive, preventive and personalized medicine’, EPMA Journal, 2, p. 179-180.
30. Egorova-Zachernyuk, T.A et. al. (2023) Monitoring of the composition of algae biomass with FT-IR, in preparation
2. Egorova, T.A., Mosin, O.V., Eremin, S.V., Karnaukhova, E.N., Zvonkova E.N., Shvets, V.I. (1993) Preparative separation of benzyloxycarbonyl amino acids derivatives of protein hydrolysates from various sources. Biotekhnologiya (in Russian) 8, 21-25.
3. Egorova, T.A., Eremin, S.V., Mitsner, B.I., Zvonkova, E.N., Shvets, V.I. (1995) Isolation of individual amino acids from various microbiological sources using reversed-phase high performance liquid chromatography. Journal of Chromatography, Biomedical Application 665, 53-62.
4. Egorova-Zachernyuk T.A., Shvets V.I., Versluis K., Heerma W., Creemers A.F.L., Nieuwenhuis S.A.M., Lugtenburg J., Raap J. (1996)Preparation of site-specifically labelled zervamicins, the antibiotic peptaibols produced by Emericellopsis salmosynnemata. J. Pept. Sci. 2, 1-10.
5. Mosin, O.V., Skladnev, D.A., Egorova, T.A., Yurkevich, A.M., Shvets, V.I. (1996) Investigation of amino acids biosynthesis by strain Brevibacterium methylicum while growing in deuterated water. Biotekhnologiya (in Russian) 3, 3-12.
6. Mosin, O.V., Egorova, T.A., Skladnev, D.A., Yurkevich, A.M., Shvets, V.I. (1996) Preparation of bacteriorhodopsin stable isotopically labelled on aromatic amino acids residues. Biotekhnologiya, (in Russian) 4, 27-34.
7. Mosin O.V., Skladnev D.A., Egorova T.A., Shvets V.I. (1996) Mass spectrometry evaluation of 2H and 13C enrichment levels of amino acids obtained from bacterial objects. Bioorganicheskaya khimiya (in Russian), 22, n.10, 861-874.
8. Mosin O.V, Skladnev D.A., Egorova T.A., Shvets V.I. (1997) Methods of 2H, 13C, 15N, 18O stable isotopically labelled amino acids and proteins preparation. Biotekhnologiya 6 (in Russian), 10, 24-40
9. Skladnev D.A., Mosin O.V., Egorova T.A., Eremin S.V., Shvets V.I. (1996) Methylotrophic bacteria - sources of D and 13C isotopically labelled amino acids. Biotekhnologiya (in Russian), 5, 25-34.
10. Egorova-Zachernyuk, T.A., Shvets V.I., Versluis K., Heerma, W., Creemers, A.F.L., Nieuwenhuis, S.A.M., Lugtenburg, J., Raap, J. (1996) Preparation of site-specifically labelled zervamicins, the antibiotic peptaibols produced by Emericellopsis salmosynnemata. Journal of Peptide Science. 2, 1-10.
11. Egorova-Zachernyuk T.A., van Rossum B., Boender G-J., Franken E., Ashurst J., Raap J., Gast P., Hoff A., Oschkinat H., and de Groot H.J.M. (1997) NMR Characterization of Protein-Pheophytin Interactions in Rhodobacter sphaeroides R-26 Photosynthetic Reaction Centers, from multispin pheophytin enrichment and 2-D MAS NMR dipolar correlation spectroscopy. Biochemistry 36, 7513-7519.
12. Egorova-Zachernyuk T.A., Remy A., Shkuropatov A.Ya., Gast P., Hoff A.J., Gerwert K., de Groot H.J.M. (1998) Efficient conditions for the photoaccumulation of HA - in the photosynthetic reaction centers of Rhodobacter sphaeroides R-26 with uniformly labelled bacteriopheophytin monitored by fourier transform infrared difference spectroscopy in Photosynthesis: Mechanisms and Effects. Volume II. Proceedings of the XI International Congress on Photosynthesis. Budapest, Hungary, August 17-22., Kluwer Academic Publishers. 755-758.
13. Egorova-Zachernyuk T.A., Remy A., Shkuropatov A.Ya., Gast P., Hoff A.J., Gerwert K., de Groot H.J.M. (1999) Efficient conditions for the photoaccumulation of HA - in the photosynthetic reaction centers of Rhodobacter sphaeroides R-26 with uniformly labelled bacteriopheophytin monitored by fourier transform infrared difference spectroscopy. Vibrational spectroscopy, 19, 347-352.
14. Matysik J., Alia, Hollander J.G., Egorova-Zachernyuk T. A., Gast P., de Groot H.J.M. (2000) A set-up to study photochemically induced dynamic nuclear polarization in photosynthetic reaction centres by solid-state NMR. Indian Journal of Biochemistry & Biophysics, 7(6), 418-423
15. Egorova-Zachernyuk T.A. Hollander J., Frazer N., Gast P., Cogdell R., Hoff A.J., de Groot H.J.M., and Baldus M. (2001) MAS NMR on a [U-13C, 15N] light-harvesting complex from Rps. acidophila 10050. In The Future of Solid State NMR in Biology., Kluwer Publisher. p.171
16. Egorova-Zachernyuk T.A. Hollander J., Frazer N., Gast P., Cogdell R., Hoff A.J., de Groot H.J.M., and Baldus M. (2001) Backbone correlations in a fully labelled membrane protein complex at ultra-high magnetic fields. J. Biomol. NMR, 19, 243-253
17. Remy A., Boers R.B., Egorova-Zachernyuk T.A., Gast P., Lugtenburg J. and Gerwert K. (2003) Assignment of methoxy vibrations of ubiquinone-10, QA and QB in the reaction centre of Rhodobacter sphaeroides by means of FTIR spectroscopy and specific isotopic labelling. Eur. J. Biochemistry, 270(17) 3603-3609
18. Egorova-Zachernyuk T.A. WO 2005/005616 A3 Compositions and Methods for stable isotope labeling of biological compounds (see PATENTS)
19. Van Gammeren, A.J., Hulsbergen, F.B., Kiihne, S., Hollander, J.G., Buda, F., Egorova-Zachrnyuk T.A., Frazer N., Cogdell, R., and de Groot, H.J.M. (2005) Selective chemical schift assignment of both B800 and B850 bactreriochlorophylls in uniformly [13C, 15N] labeled light harvesting complex from Rhodopseudomonas acidophila strain 10050 by solid state NMR at ultra-high magnetic field., JACS, 3213-3219
20. Acien Fernandez F.G., Fernandez Sevilla, J.M. Egorova-Zachernyuk T.A., Molina Grima, E. (2005) Cost-effective production of 13C, 15N stable isotope labeled biomass from phototrophic microalgae for various biotechnological applications. Biomolecular Engineering 22, 193-200
21. Egorova-Zachernyuk T.A, Skladnev, D.A, Shvets, V.I. (2008) Biotechnological preparation of highly deuterated purple membranes from halobacteria for nanobiotechnological applications. Biotechnologiya (in Russian), 6, 60-72.
22. Egorova-Zachernyuk T.A., van Rossum, B., Erkelens K,, de Groot, H.J.M. (2008) Characterisation of Uniformly 13C, 15N enriched Bacteriochlorophyll a and Bacteriopheophytin a in solution and in solid state: assignment of the 13C, 1H and 15N. Magnetic Resonance in Chemistry, 46, 1074-1083
23. Pistorious, A.M.A, de Grip, W.J., Egorova-Zachernyuk T.A. (2009) Monitoring of biomass composition from microbiological sources by means of FT-IR –spectroscopy. Biotechnol. Bioeng. 103, p. 123-129
24. Egorova-Zachernyuk T.A., Bosman G J.G.C.M., Pistorius A, DeGrip W.J. (2009) Production of yeatolates for uniform stable-isotope-labelling of eukaryotic cell culture. Appl. Microbiol. Biot. 84, 575-581.
25. Egorova-Zachernyuk T.A., Bosman G J.G.C.M., DeGrip W.J., Shevts V,I. (2010) Stable isotope labelling of human Histamine receptor H1R for rational drug deisgn. ‘Dokladi of Russian Academy of Sciences’; Biochemistry, biophysics, molecular biology 433 (2), 257-261
26. Egorova-Zachernyuk T.A., Bosman G J.G.C.M., DeGrip W.J. (2010) Uniform stable-isotope labelling in mammalian cells: formulation of a cost-effective culture medium. Appl. Microbiol. Biot. DOI: 10.1007/s00253-010-2896-5.
27. Koopmans M, van Rijswijk P, Martens D, Egorova-Zachernyuk T.A., Middelburg J.J., Wijffels R.H. (2011) Carbon conversion and metabolic rate in two marine sponges. Mar Biol. 158:9–20
28. Egorova-Zachernyuk T.A. Preparation and Biophysical Investigation of Stable Isotopically Labeled Metabolites and Membrane Proteins: Methodologies and Prospects, Thesis 2011, Dr. Sci. (Thesis, degree ‘Doktor nauk’, specializations in biotechnology (including bionanotechnologies) 03.01.06 and in bio-organic chemistry 02.00.10.)
29. Egorova-Zachernyuk T.A. (2011), ‘Technology platform for stable isotope labelling and non-invasive analysis: methodologies and prospects for predictive, preventive and personalized medicine’, EPMA Journal, 2, p. 179-180.
30. Egorova-Zachernyuk, T.A et. al. (2023) Monitoring of the composition of algae biomass with FT-IR, in preparation