Sustainable chemistry and engineering
Head of the research group
Related department
TalTech priority area
Overview
The team has succeeded and developed the research lines and good practices of the ERA Chair of Excellence (Green Chemistry) since 2019. - Organic chemistry application includes the development of cleaner organic synthesis methods to obtains small molecules and functional materials for biomedical or environmental applications. - A biodegradability facility has been installed and used by the team to identify low toxicity or mineralizable transformation products, targeting the “benign-by-design” approach. - Biomass valorisation has led to the development of chemical approaches for modifying lignin (with Dr Tiit Lukk under the umbrella of the Wood Chemistry group).- The risk management of technogenic accidents includes improvement of (i) antidotal and decontamination formulations for sustainability kits needed for the first responders and volunteers; (ii) disinfectant formulations and coatings to inactivate hospital-acquired infections or viruses on surfaces; composite of POM/PLA self-disinfecting films developed at TRL4 and recommended for further product development. - Medicinal chemistry research includes rational design of antidotes (reactivators of AChE inhibited by organophosphores compounds) and potential anticancer agents (PARP and VEGFR inhibitors). Innovative formulations for drug delivery involve functionalized nanodiamonds and sustainable micro/nanoemulsions.
Research group member
Doctoral students
Endised liikmed
Research classification (Frascati)
Keyword
sustainable chemicals and formulations
biodegradation
biodegradability
medicinal chemistry
chemical decontamination
green&sustainable chemistry
antiviral/antibacterial formulations
functional surfactant self-assembly
Important results
In 2024: Research achievements were related to the development of green and sustainable platforms and formulations. A novel greener chloromethylation procedure for lignin under mild reaction conditions was elaborated and developed as a precursor for designing new functional materials, including (i) lignin-supported metal/metal oxide nanoparticles of designed metal composition, which may serve as a versatile and sustainable catalyst for a number of organic reactions (C-C coupling , “click”, hydrogenation) under continuous flow conditions; (ii) a series of quaternary ammonium and phosphonium lignin derivatives (QL), shown to be efficient antibacterial agents for coating and . efficient against clinical isolates of the ESKAPE strains, and (iii) novel long-chain esters of lignin, demonstrating excellent compatibility with thermoplastic polymer (PLA) to design a climate-resilient PLAlignin composites with advanced properties.
- Duvanova, E., Krasnou, I., Krumme, A., Mikli, V., Rozantsev, G. M., Radio, S.,Karpichev, Y. Development of Functional Composite Cu(II)-Polyoxometalate/PLA with Antimicrobial Properties // Molecules (2022) vol. 27, 8, art. 2510.
https://doi.org/10.3390/molecules27082510 - Bondar, D., Kapitanov, I. V., Pulkrabkova, L., Soukup, O., Jun, D., Botelho, F. D., Franca, T. C. C., Kuca, K., Karpichev, Y. N-substituted arylhydroxamic acids as acetylcholinesterase reactivators // Chemico-Biological Interactions (2022) vol. 365, art. 110078, 13 p. : ill.
https://doi.org/10.1016/j.cbi.2022.110078 - Pandya, S. J., Kapitanov, I. V., Borovkov, V., Ghosh, K. K., Karpichev, Y. et al. Mixed oxime-functionalized IL/16-s-16 Gemini surfactants system: physicochemical study and structural transitions in the presence of promethazine as a potential chiral pollutant // Chemosensors (2022) vol. 10, 2, art. 46.
https://doi.org/10.3390/chemosensors10020046 - Trybrat, O. O., Yesypenko, O. A., Shishkina, S. V., Rusanov, E. B., Karpichev, Y., Kalchenko, V. I. 25-Propyloxy-26,27-dibenzoyloxy-calix[4]arene as precursor for the synthesis of inherently chiral calixarenes // European Journal of Organic Chemistry (2021) Vol. 2021, 28, p. 3912-3919.
https://doi.org//10.1002/ejoc.202100624 - Banjare, M. K., Kamalakanta, B., Banjare, R. K., Pandey, S., Ghosh, K. K., Karpichev, Y. Molecular interactions between novel synthesized biodegradable ionic liquids with antidepressant drug // Chemical Thermodynamics and Thermal Analysis (2021) Vol. 3-4, art. 100012, 12 p.
https://doi.org/10.1016/j.ctta.2021.100012 - Silenko, O., Cherenok, S., Karpichev, Y. Thiacalix[4]arene phosphoric acids. Synthesis, structure, and inhibition of glutathione S-transferases // Phosphorus, sulfur, and silicon and the related elements (2022) vol. 197, 5-6, p. 538-541.
https://doi.org/10.1080/10426507.2021.2011877 - Usmani, Z., Sharma, M., Gupta, P., Karpichev, Y., Gathergood, N., Bhat, Rajeev. Gupta, V.K. Ionic liquid based pretreatment of lignocellulosic biomass for enhanced bioconversion // Bioresource technology (2020) vol. 304, art. 123003, 13 p.
https://doi.org/10.1016/j.biortech.2020.123003 - Usmani, Z., Sharma, M., Awasthi, A. K., Sivakumar, N., Lukk, T. et al. Bioprocessing of waste biomass for sustainable product development and minimizing environmental impact // Bioresource technology (2021) vol. 322, art. 124548, 12 p. : ill.
https://doi.org/10.1016/j.biortech.2020.124548 - Usmani, Z., Sharma, M., Awasthi, A. K., Lukk, T., Tuohy, M. G., Gong, L., Nguyen-Tri, P., Goddard, A. D., Bill, R. M., Nayak, S. C., Gupta, V. K Lignocellulosic biorefineries : the current state of challenges and strategies for efficient commercialization // Renewable and sustainable energy reviews (2021) Vol. 148, art. 111258, 14 p. : ill.
https://doi.org/10.1016/j.rser.2021.111258 - Sharma, M., Usmani, Z., Gupta, V.K., Bhat, R. Valorization of fruits and vegetable wastes and by-products to produce natural pigments // Critical Reviews in Biotechnology (2021) Vol. 41, Issue 4, p. 535-563 : ill.
https://doi.org/10.1080/07388551.2021.1873240 - Usmani, Z., Sharma, M., Karpichev, Y. et al. Advancement in valorization technologies to improve utilization of bio-based waste in bioeconomy context // Renewable and sustainable energy reviews (2020) vol. 131, art. 109965, 16 p. : ill.
https://doi.org/10.1016/j.rser.2020.109965 - Gupta, P., Kumar, V., Usmani, Z., Rani, R., Chandra, A., Gupta, V.K. Implications of plant growth promoting Klebsiella sp. CPSB4 and Enterobacter sp. CPSB49 in luxuriant growth of tomato plants under chromium stress // Chemosphere (2020) Vol. 240, Art. nr. 124944.
https://doi.org/10.1016/j.chemosphere.2019.124944 - Sharma, M., Sudheer, S., Usmani, Z. et al. Deciphering the omics of plant-microbe interaction: perspectives and new insights // Current genomics (2020) vol. 21, 5, p. 343-362.
https://doi.org/10.2174/1389202921999200515140420 - Sana, S.S., Li, H., Zhang, Z., Sharma, M., Usmani, Z., Hou, T., Netala, V.R., Wang, X., Gupta, V.K. Recent advances in essential oils-based metal nanoparticles : a review on recent developments and biopharmaceutical applications // Journal of Molecular Liquids (2021) Vol. 333, Art. nr. 115951.
https://doi.org/10.1016/j.molliq.2021.115951 - Usmani, Z., Minaxi S., Sudheer, S. et al. Engineered microbes for pigment production using waste biomass // Current genomics (2020) vol. 21, 2, p. 80-95.
https://doi.org/10.2174/1389202921999200330152007 - Suk, M., Haiß, A., Westphal, J., Kapitanov, I.V., Karpichev, Y., Gathergood, N. et al. Design rules for environmental biodegradability of phenylalanine alkyl ester linked ionic liquids // Green chemistry (2020) vol. 22, 14, p. 4498−4508.
https://doi.org/10.1039/D0GC00918K - Usmani, Z., Kulp, M., Lukk, T. Bioremediation of lindane contaminated soil: Exploring the potential of Actinobacterial strains // Chemosphere (2021) vol. 278, art. 130468, 12 p. : ill.
https://doi.org/10.1016/j.chemosphere.2021.130468 - Velihina, Y., Scattolin, T., Bondar, D. et al. Synthesis, in silico and in vitro evaluation of novel oxazolopyrimidines as promising anticancer agents // Helvetica chimica acta (2020) vol. 103, 12, art. e2000169, 14 p. : ill.
https://doi.org/10.1002/hlca.202000169 - Pandya, S., Kapitanov, I., Usmani, Z., Gathergood, N., Karpichev, Y. et al. An example of green surfactant systems based on inherently biodegradable IL-derived amphiphilic oximes // Journal of molecular liquids (2020) vol. 305, 1, art. 112857.
https://doi.org/10.1016/j.molliq.2020.112857 - Dixit, M., Gupta, G.K., Usmani, Z., Sharma, M., Shukla, P. Enhanced bioremediation of pulp effluents through improved enzymatic treatment strategies : a greener approach // Renewable and Sustainable Energy Reviews (2021) Vol. 152, Art. 111664.
https://doi.org/10.1016/j.rser.2021.111664 - Diwan, D., Cheng, L., Usmani, Z., Sharma, M., Holden, N., Willoughby, N., Sangwan, N., Baadhe, R.R., Liu, C., Gupta, V.K. Microbial cancer therapeutics : a promising approach // Seminars in Cancer Biology (2022) Vol. 86, p. 931 - 950.
https://doi.org/10.1016/j.semcancer.2021.05.003 - Usmani, Z., Sharma, M., Lukk, T., Karpichev, Y. et al Developments in enzyme and microalgae based biotechniques to remediate micropollutants from aqueous systems - a review // Critical reviews in environmental science and technology (2022) vol. 52, 10, p. 1684-1729.
https://doi.org/10.1080/10643389.2020.1862551 - Usmani, Z., Lukk, T., Mohanachandran, D. K. et al. Biosafe sustainable antimicrobial encapsulation and coatings for targeted treatment and infections prevention: Preparation for another pandemic // Current Research in Green and Sustainable Chemistry (2021) vol. 4, art. 100074.
https://doi.org/10.1016/j.crgsc.2021.100074 - Mariichak, O., Kaabel, S., Karpichev, Y. et al. Crystal structure and magnetic properties of Peacock- Weakley type polyoxometalates Na9[Ln(W5O18)2] (Ln = Tm, Yb): Rare example of Tm(III) SMM // Magnetochemistry (2020) vol. 6(4), 53, 14 p. : ill.
https://doi.org/10.3390/magnetochemistry6040053 - Bolkvadze, V., Bondar, D., Vaher, M., Halling, E., Gorbatsova, J., Mazina-Šinkar, J. The influence of organic solvents on phenylethylamines in capillary zone electrophoresis // Journal of chromatography A (2022) vol. 1675, art. 463169, 9 p. : ill.
https://doi.org/10.1016/j.chroma.2022.463169 - Srivastava, S., Sharma, M., Usmani, Z. et al. Plant cell wall degrading enzymes in biomass bioprocessing to biorefineries: a review. Chapter 21 // Recent developments in bioenergy research. [S.l.] : Elsevier, 2020. p. 415-432.
https://doi.org/10.1016/B978-0-12-819597-0.00022-2 - Usmani, Z., Sharma, M., Karpichev, Y., Gathergood, N. et al. Pretreatment of plant feedstocks and agrofood waste using ionic liquids // Recent developments in bioenergy research. [S.l.] : Elsevier, 2020. p. 393-413.
https://doi.org/10.1016/B978-0-12-819597-0.00021-0 - Kumar, A., Usmani, Z., Ahirwal, J., Tripti, Rani, P. Phytomanagement of chromium contaminated brown fields // Phytomanagement of polluted sites : Market opportunities in sustainable phytoremediation. Amsterdam : Elsevier, 2019. p. 447-469.
https://doi.org/10.1016/B978-0-12-813912-7.00018-1 - Usmani, Z., Kumar, A., Tripti et al. Scope for Applying Transgenic Plant Technology for Remediation and Fortification of Selenium // Transgenic plant technology for remediation of toxic metals and metalloids. London : Academic Press, 2018. p. 429-461 : ill.
http://doi.org/10.1016/B978-0-12-814389-6.00020-1 - Gabdrakhmanov, D. R., Samarkina, D. A., Krylova, E. S., Kapitanov, I. V., Karpichev, Y. et al. Supramolecular systems based on novel amphiphiles and a polymer : aggregation and selective solubilization // Journal of surfactants and detergents (2019) vol. 22, 4, p. 865-874 : ill.
https://doi.org/10.1002/jsde.12257 - Kusumahastuti, D.K.A., Sihtmäe, M., Kapitanov, I., Karpichev, Y., Gathergood, N., Kahru, A. Toxicity profiling of 24 l-phenylalanine derived ionic liquids based on pyridinium, imidazolium and cholinium cations and varying alkyl chains using rapid screening Vibrio fischeri bioassay // Ecotoxicology and environmental safety (2019) vol. 172, p. 556-565 : ill.
https://doi.org/10.1016/j.ecoenv.2018.12.076 - Kapitanov, I., Jordan, A.; Karpichev, Y., Gathergood, N. et al. Synthesis, self-assembly, bacterial and fungal toxicity, and preliminary biodegradation studies of a series of l-phenylalanine-derived surface-active ionic liquids // Green chemistry (2019) vol. 21, 7, p. 1777–1794 : ill.
https://doi.org/10.1039/c9gc00030e - Usmani, Z., Sharma, M., Tripathi, M., Lukk, T., Karpichev, Y., Gathergood, N.,Singh, B.N., Thakur, V. K., Tabatabaei, M., Gupta, V. K. Biobased natural deep eutectic system as versatile solvents : structure, interaction and advanced applications // Science of the total environment (2023) vol. 881, art. 163002.
https://doi.org/10.1016/j.scitotenv.2023.163002 - Kapitanov, I. V., Spulak, M., Pour, M., Soukup, O., Marek, J., Jun, D., Novak, M., Diz de Almeida, J. S. F., Costa Franca, T. C., Gathergood, N., Kuca, K., Karpichev, Y. Sustainable ionic liquids-based molecular platforms for designing acetylcholinesterase reactivators // Chemico-Biological Interactions (2023) vol. 385, art. 110735.
https://doi.org/10.1016/j.cbi.2023.110735 - Yesypenko, O. A., Trybrat, O. O., Karpichev, Y. A., Kalchenko, V. I. Regioselective functionalization of the para-positions at the Calix[4]arene upper rim // Current organic chemistry (2023) vol. 27, 6, p. 510-525.
https://doi.org/10.2174/1385272827666230524120812 - Mohan, M. K., Silenko, O., Krasnou, I., Volobujeva, O., Kulp, M., Ošeka, M., Lukk, T., Karpichev, Y. Chloromethylation of lignin as a route to functional material with catalytic properties in cross-coupling and click reactions // ChemSusChem (2024) vol. 17, 8, art. e202301588.
https://doi.org/10.1002/cssc.202301588 - Mohan, M. K., Krasnou, I., Lukk, T., Karpichev, Y. Novel softwood lignin esters as advanced filler to PLA for 3D printing // ACS omega (2024) vol. 9, 44, p. 44559-44567.
https://doi.org/10.1021/acsomega.4c06680 - Mohan, M.K., Kaur, H., Rosenberg, M., Duvanova, E., Lukk, T., Ivask, A., Karpichev, Y. Synthesis and antibacterial properties of novel quaternary ammonium lignins // ACS omega (2024) vol. 9, 37, p. 39134-39145 : ill.
https://doi.org/10.1021/acsomega.4c06000