Bioinspired Water-soluble Polymers with Grafted Polyamine Chains: Synthesis and Complexation with Oligonucleotides

Vadim V. Annenkov; Uma Maheswari Krishnan; Viktor A. Pal'shin; Stanislav N. Zelinskiy; Gayathri Kandasamy; Elena N. Danilovtseva

doi:10.1007/s10118-018-2133-8

Your Location：

Home >

Browse articles >

Bioinspired Water-soluble Polymers with Grafted Polyamine Chains: Synthesis and Complexation with Oligonucleotides

ARTICLE | Updated：2021-02-18

- Bioinspired Water-soluble Polymers with Grafted Polyamine Chains: Synthesis and Complexation with Oligonucleotides
- Chinese Journal of Polymer Science Vol. 36, Issue 10, Pages: 1114-1122(2018)
- Affiliations：
  
  a.Limnological Institute of the Siberian Branch of the Russian Academy of Sciences, 3, Ulan-Batorskaya St., P.O. Box 278, Irkutsk, 664033, Russia
  b.Centre for Nanotechnology & Advanced Biomaterials (CeNTAB), School of Chemical and Biotechnology, SASTRA University, Thanjavur – 613401, Tamil Nadu, India
- Author bio：
  
  annenkov@lin.irk.ru
- Funds：
- DOI：10.1007/s10118-018-2133-8
  CLC：
- Received：18 January 2018，
  
  Revised：2018-2-25，
  
  Accepted：03 March 2018，
  
  Online First：19 April 2018，
  
  Published：2018-10
- Accepted：
Scan QR Code
Citation: Annenkov, V. V.; Krishnan, U. M.; Pal'shin, V. A.; Zelinskiy. S. N.; Kandasamy, G.; Danilovtseva, E. N. Bioinspired Water-soluble Polymers with Grafted Polyamine Chains: Synthesis and Complexation with Oligonucleotides. Chinese J. Polym. Sci. 2018, 36(10), 1114–1122.

Vadim V. Annenkov, Uma Maheswari Krishnan, Viktor A. Pal'shin, et al. Bioinspired Water-soluble Polymers with Grafted Polyamine Chains: Synthesis and Complexation with Oligonucleotides[J]. Chinese Journal of Polymer Science, 2018, 36(10): 1114-1122.
Citation: Annenkov, V. V.; Krishnan, U. M.; Pal'shin, V. A.; Zelinskiy. S. N.; Kandasamy, G.; Danilovtseva, E. N. Bioinspired Water-soluble Polymers with Grafted Polyamine Chains: Synthesis and Complexation with Oligonucleotides. Chinese J. Polym. Sci. 2018, 36(10), 1114–1122. DOI： 10.1007/s10118-018-2133-8.

Vadim V. Annenkov, Uma Maheswari Krishnan, Viktor A. Pal'shin, et al. Bioinspired Water-soluble Polymers with Grafted Polyamine Chains: Synthesis and Complexation with Oligonucleotides[J]. Chinese Journal of Polymer Science, 2018, 36(10): 1114-1122. DOI： 10.1007/s10118-018-2133-8.

摘要

Abstract

The siliceous frustules of diatom algae contain complex proteins known as silaffins

which consist of a peptide chain with grafted polyamine chains. These polyamines contain twenty or more nitrogen atoms with trimethylene groups between the nitrogens. We synthesized a set of polymers containing grafted long-chain polyamine fragments by using acryloyl chloride (ACh) polymers and activated acrylic acid copolymers as the starting materials. The new polymers contained 0.05 mol%−3.2 mol% of polyamine chains

which corresponded to 0.06−3.56 mmol·g

−1

amine groups. The new amine-containing polymers formed complexes with short (19-21-mer) deoxyribonucleic acid (DNA) and ribonucleic acid (RNA) strands

and these complexes penetrated into model yeast cells and A549 lung cancer cell. This study demonstrates the potential of these species based on long-chain polyamines to serve as novel gene delivery systems.

关键词

Keywords

references

Kadajji, V. G.; Betageri, G. V . Water soluble polymers for pharmaceutical applications . Polymers , 2011 . 3 1972 - 2009 . DOI: 10.3390/polym3041972 http://doi.org/10.3390/polym3041972 .

McCormick, C., in "Water-Soluble Polymers. Chapter 1", eds by Shalaby, S.; McCormick, C.; Butler, G., American Chemical Society, Washington, 1991, p. 2-24.

Srivastava, A.; Yadav, T.; Sharma, S.; Nayak, A.; Kumari, A.; Mishra, N. J . Polymers in drug delivery . J. Biosci. Med. , 2016 . 4 69 - 84 . .

Kroger, N.; Deutzmann, R.; Sumper, M . Polycationic peptides from diatom biosilica that direct silica nanosphere formation . Science , 1999 . 286 ( 5442 ): 1129 - 1132 . DOI: 10.1126/science.286.5442.1129 http://doi.org/10.1126/science.286.5442.1129 .

Kroger, N.; Deutzmann, R.; Bergsdorf, C.; Sumper, M . Species-specific polyamines from diatoms control silica morphology . Proc. Natl. Acad. Sci. U.S.A. , 2000 . 97 14133 - 14138 . DOI: 10.1073/pnas.260496497 http://doi.org/10.1073/pnas.260496497 .

Dubruel, P.; Schacht, E . Vinyl polymers as non-viral gene delivery carriers: current status and prospects . Macromol. Biosci. , 2006 . 6 ( 10 ): 789 - 810 . DOI: 10.1002/(ISSN)1616-5195 http://doi.org/10.1002/(ISSN)1616-5195 .

Amreddy, N.; Babu, A.; Muralidharan, R.; Munshi, A.; Ramesh, R . Polymeric nanoparticle-mediated gene delivery for lung cancer treatment . Top. Curr. Chem. , 2017 . 375 ( 35 ): 1 - 23 . DOI: 10.1007/s41061-017-0128-5 http://doi.org/10.1007/s41061-017-0128-5 .

Zhang, P.; Wagner, E . History of polymeric gene delivery systems . Top. Curr. Chem. (Cham.) , 2017 . 375 ( 26 ): 1 - 39 . DOI: 10.1007/s41061-017-0112-0 http://doi.org/10.1007/s41061-017-0112-0 .

Innus, M . Antisense cancer therapy: do antisense oligonucleotides hold promise as a cure for cancer? . Chem. Sci. J. , 2017 . 8 ( 2 ): e117 DOI: 10.4172/2150-3494.1000e117 http://doi.org/10.4172/2150-3494.1000e117 .

Zaimy, M.; Saffarzadeh, N.; Mohammadi, A.; Pourghadamyari, H.; Izadi, P.; Sarli, A.; Moghaddam, L.; Paschepari, S.; Azizi, H.; Torkamandi, S.; Tavakkoly-Bazzaz, J . New methods in the diagnosis of cancer and gene therapy of cancer based on nanoparticles . Cancer Gene Ther. , 2017 . 24 233 - 243 . DOI: 10.1038/cgt.2017.16 http://doi.org/10.1038/cgt.2017.16 .

Gurav, B.; Srinivasan, G . Antisense oligonucleotides as therapeutics and their delivery . Curr. Sci. , 2017 . 1 ( 12 ): 490 - 498 . DOI: 10.18520/cs/v112/i03/490-498 http://doi.org/10.18520/cs/v112/i03/490-498 .

Hu, X.; Liu, S . Recent advances towards fabrication and biomedical applications of responsive polymeric assemblies and nanoparticle hybrid superstructures . Dalton Trans. , 2015 . 44 3904 - 3922 . DOI: 10.1039/C4DT03609C http://doi.org/10.1039/C4DT03609C .

Deng, Z.; Qian, Y.; Yu, Y.; Liu, G.; Hu, J.; Zhang, G.; Liu, S. J . Am . Chem. Soc. , 2016 . 138 10452 - 10466 . DOI: 10.1021/jacs.6b04115 http://doi.org/10.1021/jacs.6b04115 .

Annenkov, V. V.; Danilovtseva, E. N.; Pal'shin, V. A.; Aseyev, V. O.; Petrov, A. K.; Kozlov, A. S.; Patwardhan, S. V.; Perry, C. C . Poly (vinyl amine)-silica composite nanoparticles: models of the silicic acid cytoplasmic pool and as a silica precursor for composite materials formation . Biomacromolecules , 2011 . 12 1772 - 1780 . DOI: 10.1021/bm2001457 http://doi.org/10.1021/bm2001457 .

Annenkov, V. V.; Zelinskiy, S. N.; Danilovtseva, E. N.; Perry, C. C. Synthesis of biomimetic polyamines. ARKIVOC 2009, xiii, 116-130.

Lin, L.; Guo, Z. P.; Chen, J.; Tian, H. Y.; Chen X. S . Synthesis and characterization of polyphenylalanine grafted low molecular weight PEI as efficient gene carriers . Acta Polymerica Sinica (in Chinese) , 2017 . ( 2 ): 321 - 328 . DOI: 10.11777/j.issn1000-3304.2017.16277 http://doi.org/10.11777/j.issn1000-3304.2017.16277 .

Pavlov, G. M.; Korneeva, E. V.; Ebel, C.; Gavrilova, I. I.; Nesterova, N. A.; Panarin, E. F . Hydrodynamic behavior, molecular mass and conformational parameters of poly(vinylformamide) molecules . Polym. Sci. A , 2004 . 46 ( 10 ): 1063 - 1067 . .

Buruiana, E. C.; Buruiana, T.; Hahui, L . Preparation and characterization of new optically active poly( N -acryloyl chloride) functionalized with (S)-phenylalanine and pendant pyrene . J. Photochem. Photobiol. A Chem. , 2007 . 189 65 - 72 . DOI: 10.1016/j.jphotochem.2007.01.008 http://doi.org/10.1016/j.jphotochem.2007.01.008 .

Newman, S.; Krigbaum, W. R.; Laugier, C.; Flory, P. J . Molecular dimensions in relation to intrinsic viscositie . J. Polym. Sci., Part A: Polym. Chem. , 1954 . 14 ( 77 ): 451 - 462 . DOI: 10.1002/pol.1954.120147704 http://doi.org/10.1002/pol.1954.120147704 .

Nazhmiddinov, S. H.; Turayev, A. S.; Usmanov, K. H. U.; Bazarbayev, A . Copolymerization of acrylil and methacrylil chlorides with vinyl compounds . J. Polym. Sci. Symp. , 1973 . 42 ( 3 ): 1591 - 1599 . .

Liu, Q.; Zhu, M . Determination of molar ratio of primary secondary and tertiary amines in polymers by applying derivatization and NMR spectroscopy . Polym. Test. , 2016 . 56 174 - 179 . DOI: 10.1016/j.polymertesting.2016.10.013 http://doi.org/10.1016/j.polymertesting.2016.10.013 .

Nikolova, M.; Savova, I.; Marinov, M . An optimised method for investigation of the yeast viability by means of fluorescent microscopy . J. Cultur. Collect. , 2002 . 3 ( 1 ): 66 - 71 . .

Kwolek-Mirek, M.; Zadrag-Tecza, R . Comparison of methods used for assessing the viability and vitality of yeast cells . FEMS Yeast Res. , 2014 . 14 ( 7 ): 1068 - 1079 . DOI: 10.1111/1567-1364.12202 http://doi.org/10.1111/1567-1364.12202 .

Takei, Y.; Kadomatsu, K.; Yuzawa, Y.; Matsuo, S.; Muramatsu, T . A small interfering RNA targeting vascular endothelial growth factor as cancer therapeutics . Cancer Res. , 2004 . 64 ( 10 ): 3365 - 3370 . DOI: 10.1158/0008-5472.CAN-03-2682 http://doi.org/10.1158/0008-5472.CAN-03-2682 .

Cerny, L. C.; Helminiak, T. E.; Meier, J. F . Osmotic pressures of aqueous polyvinylpyrrolidone solutions . J. Polym. Sci. , 1960 . 44 539 - 545 . DOI: 10.1002/pol.1960.1204414425 http://doi.org/10.1002/pol.1960.1204414425 .

Gordon, A. and Ford, R., "The chemist's companion: a handbook of practical data, techniques, and references", Wiley, New York, 1972, p. 560

Smith, A., "Applied infrared spectroscopy: fundamentals, techniques, and analytical problem-solving", Wiley, New York, 1979, p. 336

Views

Downloads

CSCD

Alert me when the article has been cited

Submit

Tools

Publicity Resources

Modulating the Oxidation Degree of Linear Polyethyleneimine for Preparation of Highly Efficient and Low-cytotoxicity Degradable Gene Delivery Carriers

Poly(1-vinylimidazole) Prospects in Gene Delivery

Polyglutamic Acid Based Polyanionic Shielding System for Polycationic Gene Carriers

Effects of Chirality on Gene Delivery Efficiency of Polylysine

Bioinspired Zinc-doped Nano Hydroxyapatite Reinforced Poly(lactic acid) Composites for Bone Repair

Related Author

Xue-Si Chen

Hua-Yu Tian

Xuan Pang

Dan-Hua Zhou

Hua-Pan Fang

Zhi-Yu Yang

Xiao-Ya Guo

Gayathri Kandasamy

Related Institution

Innovation Laboratory for Sciences and Technologies of Energy Materials of Fujian Province (IKKEM)

State Key Laboratory of Physical Chemistry of Solid Surfaces, College of Chemistry and Chemical Engineering, Xiamen University

School of Applied Chemistry and Engineering, University of Science and Technology of China

Changchun Institute of Applied Chemistry, Chinese Academy of Sciences

Centre for Nanotechnology & Advanced Biomaterials (CeNTAB), School of Chemical and Biotechnology, SASTRA University, Thanjavur 613401, Tamil Nadu

⁰