BibTex RIS Kaynak Göster

Bioengineering Functional Copolymers. VIII. Stimuli-Responsive Boron-Containing Graft Copolymers and Their Poly ethylene imine Macrocomplexes and DNA Conjugates

Yıl 2008, Cilt: 36 Sayı: 2, 83 - 98, 01.04.2008

Öz

New boron-containing graft copolymers and their poly ethylene imine PEI macrocomplexes were synthesized byamidolysis of poly N-isopropylacrylamide-co-maleic anhydride s [poly NIPA-co-MA s] with ethanolamine ester ofdiphenylboronic acid EAPB , and following complexation of graft copolymers with poly ethylene imine PEI ,respectively. The structure, compositions and properties stimuli-responsive, polyelectrolyte and thermal behavior ofsynthesized copolymers were characterized by FTIR,1H {13C} NMR and UV spectroscopy, viscometry, DSC and TGAanalyses. It was shown that under given conditions pH, temperature and grafting degree , these H-bondingmacrocomplexes with hydrophobic diphenylborate side chain groups in aqueous solutions undergo a reversiblecooperative conformational transition which is provided a promising possibility of adjusting the hydophobic–hydrophilicbalance in the studied graft copolymer systems. Fluorescence measurements indicated that poly[ NIPA-co-MA -gEAPB]/PEI macrocomplex easily transferred to the HELA tumor cells, and showed low cytotoxicity against a normalcell line. Obtained results, especially stimuli-responsive and very high transferable behavior allow use these boroncontaining graft copolymer systems as non-viral vectors in gene- and bioengineering processes and drug deliverysystems, as well as in boron neutron capture therapy

Kaynakça

  • 1. Shull BK, Spielvogel DE, Gopalaswamy R, Sankar S, Boyle PD, Head G and Detivo, K, J Chem Soc Perkin Trans 2:557 (2000).
  • 2. Hall IH, Henry JR, Peaty, NJ, Barnes BJ and Pawelke G, Appl Organomet Chem 14:86 (2000).
  • 3. Carter CAG, Vogels CM, Harrison DJ, Gagnon MKJ, Norman DW, Langler RF, Baker RT and Westcott SA, Organometallics 20:2130 (2001).
  • 4. Stoll VS, Eger DT, Hynes RC, Martichonok V, Jones JB and Pai, EF, Biochemistry 37:451 (1998).
  • 5. Westmark PR, Gardiner SJ and Smith BD, J Am Chem Soc 118:11093 (1996).
  • 6. Busse PM, Zamenhof RG, Harling OK, Solares FR,Tishler R, Stevenson R, Coleman N, Shafman T, Kaplan, I and Norregaard T, The Clinical State of Boron Neutron Capture Therapy Workshop, Department of Energy, Chasrlotte, NC; Nov. 3-5 (1997).
  • 7. Hawhorne MF, Angew Chem Int Ed Engl 32:950 (1993).
  • 8. Chen SY, Burnham BS, Spielvogel BF, Sood A, Wyrich SD and Hall IH, Appl Organomet Chem 10:279 (1998).
  • 9. Soloway AH, Tjark W, Barnum BA, Rong F-G, Barth RF, Codogni IM and Wilson JG, Chem Rev (ACS) 98:1515 (1998).
  • 10. Davidson MG, Hughes AK, Marder TB and Wade K (Eds.), Contemporary Boron Chemistry, The Royal Society of Chemistry, Cambridge (2000).
  • 11. Martin-Jimenez JL, Carretero-Colon JM, Martinez-Sanz A and Krause W, ES Pat. 9400034 (1995).
  • 12. Yang W, Gao X and Wang B, Med Res Rev 23:346 (2003).
  • 13. Kne RR and Hawthorne MF, US Pat. 9403272 (1995).
  • 14. Sarhan A and Wulff G, Makromol Chem 183:85 (1982).
  • 15. Uzundoğan E, Kayı H, Denkbaş EB, Patır S and Tuncel A, Polym Int 52:649 (2003).
  • 16. Zenk R and Partzch S, Chem Orggi 70:70 (2003).
  • 17. Advances in Boron Chemistry, ed by Siebert W, The Royal Society of Chemistry, Cambrige, UK (1987).
  • 18. Cancer Neutron Capture Therapy, ed by Mishima Y, Plenum Press, New York (1996).
  • 19. Ichihashi M, Nakanishi T and Mishima Y, J Invest Dermatol 78:215 (1982).
  • 20. Schwyzer R, Do KQ,Eberle AN and Fauchere L, Helv Chim Acta 64:2078 (1981).
  • 21. Yang Q, Cheng G, Parab K, Sunda raraman A and Jakle F, Macromol Symp196:337 (2003).
  • 22. De Vos DE, Vankelecom IFJ and Jacobs, PA, Chiral Catalyst Immobilization and Recycling, Wiley-VCH, New York (2000).
  • 23. Sherrington DC and Kybetti AC, Supported Catalysts and Their Applications, The Royal Society of Chemistry, Cambridge (2001).
  • 24. Appleton B and Gibson TD, Sensors and Actuators 65B:302 (2000).
  • 25. Nicolas M, Fabre B and Simonet J. J Electroanal Chem 509:73 (2001).
  • 26. Boffa LS and Novak BM, Chem Rev 100:1479 (2000).
  • 27. Kondo Y, Garcia-Cuadrado D, Hartwig JF, Boaen NK, Wagner NL and Hillmyer MA, J Am Chem Soc 124:1164 (2002).
  • 28. Metha MA, Fujinami T and Inıue T, J Power Sources 81-82:724 (1999).
  • 29. Matsumi N, Sugai K and Ohno H, Macromolecules 35:5731 (2001).
  • 30. Sun X and Angell CA, Electrochimica Acta 46:1467 (2001).
  • 31. Armitage, P, Ebdon JR, Hunt BJ, Jones MS and Thorpe FG, Polym Degrad Stab 54:387 (1996).
  • 32. Gao J, Liu Y and Wang F, Eur Polym J 37:207 (2001).
  • 33. Seyferth D, Adv Chem Ser 245:131 (1995).
  • 34. Riedel R, Kroke E, Greiner A, Gabriel AO, Ruwisch L, Nicolich J and Kroll P, Chem Mater 10:2964 (1998)..
  • 35. Weinmann M, KamphoweTW, Schulmacher J, Müller K and Aldinger F, Chem Mater 2:2112 (2000).
  • 36. Kho J-G, Moon K-T, Nouet G, Ruterana P and Kim D-P, Thin Solid Films 389:78 (2001).
  • 37. Matsumi N, Naka K and Chujo Y, J Am Chem Soc 120:3112 (1998).
  • 38. Brunner AR, Bujalski DR, Moyer ES,Su K and Aldinger F, Chem Mater 12:2770 (2000).
  • 39. Valliant JF,Guenther AS,King P, Morel P, Schaffer OO and Sogbein KAS, Coordination Chem Rev 232:173 (2000).
  • 40. Parrott MC, Marchington EB, Valliani JF and Adronov A, Macromol Symp 196:201 (2003).
  • 41. Kahraman G, Beşkardeş O, Rzaev ZMO and Pişkin E, Polymer 44:2897 (2003).
  • 42. Rzaev ZMO, Kircı B, Çimen EK and Pişkin E, 40th IUPAC World Polymer Congress, Paris, France, 2004, Congress Proc. # 959.
  • 43. Çimen, EK, Rzaev ZMO and Pişkin E, J Appl Polym Sci 95:573 (2005).
  • 44. Dinçer S, Kesim H, Rzaev ZMO and Pişkin E, Eur Polym J 38:43 (2002).
  • 45. Köseli V, Rzaev ZMO and Pişkin E, J Polym Sci Part A: Polym Chem 41:1580 (2003).
  • 46. Türk M, Dinçer S, Yuluğ IG and Pişkin E, J Control Rel 96:325 (2004).
  • 47. Sugai S, Nitta K, and Ohno N, Polymer 23:238 (1982).
  • 48. Ohno N and Sugai S, Macromolecules 18:1287 (1985).
Yıl 2008, Cilt: 36 Sayı: 2, 83 - 98, 01.04.2008

Öz

Kaynakça

  • 1. Shull BK, Spielvogel DE, Gopalaswamy R, Sankar S, Boyle PD, Head G and Detivo, K, J Chem Soc Perkin Trans 2:557 (2000).
  • 2. Hall IH, Henry JR, Peaty, NJ, Barnes BJ and Pawelke G, Appl Organomet Chem 14:86 (2000).
  • 3. Carter CAG, Vogels CM, Harrison DJ, Gagnon MKJ, Norman DW, Langler RF, Baker RT and Westcott SA, Organometallics 20:2130 (2001).
  • 4. Stoll VS, Eger DT, Hynes RC, Martichonok V, Jones JB and Pai, EF, Biochemistry 37:451 (1998).
  • 5. Westmark PR, Gardiner SJ and Smith BD, J Am Chem Soc 118:11093 (1996).
  • 6. Busse PM, Zamenhof RG, Harling OK, Solares FR,Tishler R, Stevenson R, Coleman N, Shafman T, Kaplan, I and Norregaard T, The Clinical State of Boron Neutron Capture Therapy Workshop, Department of Energy, Chasrlotte, NC; Nov. 3-5 (1997).
  • 7. Hawhorne MF, Angew Chem Int Ed Engl 32:950 (1993).
  • 8. Chen SY, Burnham BS, Spielvogel BF, Sood A, Wyrich SD and Hall IH, Appl Organomet Chem 10:279 (1998).
  • 9. Soloway AH, Tjark W, Barnum BA, Rong F-G, Barth RF, Codogni IM and Wilson JG, Chem Rev (ACS) 98:1515 (1998).
  • 10. Davidson MG, Hughes AK, Marder TB and Wade K (Eds.), Contemporary Boron Chemistry, The Royal Society of Chemistry, Cambridge (2000).
  • 11. Martin-Jimenez JL, Carretero-Colon JM, Martinez-Sanz A and Krause W, ES Pat. 9400034 (1995).
  • 12. Yang W, Gao X and Wang B, Med Res Rev 23:346 (2003).
  • 13. Kne RR and Hawthorne MF, US Pat. 9403272 (1995).
  • 14. Sarhan A and Wulff G, Makromol Chem 183:85 (1982).
  • 15. Uzundoğan E, Kayı H, Denkbaş EB, Patır S and Tuncel A, Polym Int 52:649 (2003).
  • 16. Zenk R and Partzch S, Chem Orggi 70:70 (2003).
  • 17. Advances in Boron Chemistry, ed by Siebert W, The Royal Society of Chemistry, Cambrige, UK (1987).
  • 18. Cancer Neutron Capture Therapy, ed by Mishima Y, Plenum Press, New York (1996).
  • 19. Ichihashi M, Nakanishi T and Mishima Y, J Invest Dermatol 78:215 (1982).
  • 20. Schwyzer R, Do KQ,Eberle AN and Fauchere L, Helv Chim Acta 64:2078 (1981).
  • 21. Yang Q, Cheng G, Parab K, Sunda raraman A and Jakle F, Macromol Symp196:337 (2003).
  • 22. De Vos DE, Vankelecom IFJ and Jacobs, PA, Chiral Catalyst Immobilization and Recycling, Wiley-VCH, New York (2000).
  • 23. Sherrington DC and Kybetti AC, Supported Catalysts and Their Applications, The Royal Society of Chemistry, Cambridge (2001).
  • 24. Appleton B and Gibson TD, Sensors and Actuators 65B:302 (2000).
  • 25. Nicolas M, Fabre B and Simonet J. J Electroanal Chem 509:73 (2001).
  • 26. Boffa LS and Novak BM, Chem Rev 100:1479 (2000).
  • 27. Kondo Y, Garcia-Cuadrado D, Hartwig JF, Boaen NK, Wagner NL and Hillmyer MA, J Am Chem Soc 124:1164 (2002).
  • 28. Metha MA, Fujinami T and Inıue T, J Power Sources 81-82:724 (1999).
  • 29. Matsumi N, Sugai K and Ohno H, Macromolecules 35:5731 (2001).
  • 30. Sun X and Angell CA, Electrochimica Acta 46:1467 (2001).
  • 31. Armitage, P, Ebdon JR, Hunt BJ, Jones MS and Thorpe FG, Polym Degrad Stab 54:387 (1996).
  • 32. Gao J, Liu Y and Wang F, Eur Polym J 37:207 (2001).
  • 33. Seyferth D, Adv Chem Ser 245:131 (1995).
  • 34. Riedel R, Kroke E, Greiner A, Gabriel AO, Ruwisch L, Nicolich J and Kroll P, Chem Mater 10:2964 (1998)..
  • 35. Weinmann M, KamphoweTW, Schulmacher J, Müller K and Aldinger F, Chem Mater 2:2112 (2000).
  • 36. Kho J-G, Moon K-T, Nouet G, Ruterana P and Kim D-P, Thin Solid Films 389:78 (2001).
  • 37. Matsumi N, Naka K and Chujo Y, J Am Chem Soc 120:3112 (1998).
  • 38. Brunner AR, Bujalski DR, Moyer ES,Su K and Aldinger F, Chem Mater 12:2770 (2000).
  • 39. Valliant JF,Guenther AS,King P, Morel P, Schaffer OO and Sogbein KAS, Coordination Chem Rev 232:173 (2000).
  • 40. Parrott MC, Marchington EB, Valliani JF and Adronov A, Macromol Symp 196:201 (2003).
  • 41. Kahraman G, Beşkardeş O, Rzaev ZMO and Pişkin E, Polymer 44:2897 (2003).
  • 42. Rzaev ZMO, Kircı B, Çimen EK and Pişkin E, 40th IUPAC World Polymer Congress, Paris, France, 2004, Congress Proc. # 959.
  • 43. Çimen, EK, Rzaev ZMO and Pişkin E, J Appl Polym Sci 95:573 (2005).
  • 44. Dinçer S, Kesim H, Rzaev ZMO and Pişkin E, Eur Polym J 38:43 (2002).
  • 45. Köseli V, Rzaev ZMO and Pişkin E, J Polym Sci Part A: Polym Chem 41:1580 (2003).
  • 46. Türk M, Dinçer S, Yuluğ IG and Pişkin E, J Control Rel 96:325 (2004).
  • 47. Sugai S, Nitta K, and Ohno N, Polymer 23:238 (1982).
  • 48. Ohno N and Sugai S, Macromolecules 18:1287 (1985).
Toplam 48 adet kaynakça vardır.

Ayrıntılar

Birincil Dil İngilizce
Bölüm Research Article
Yazarlar

Zakir M.o. Rzayev Bu kişi benim

Dönsel Erdoğan Bu kişi benim

Mustafa Türk Bu kişi benim

Erhan Pişkin Bu kişi benim

Yayımlanma Tarihi 1 Nisan 2008
Yayımlandığı Sayı Yıl 2008 Cilt: 36 Sayı: 2

Kaynak Göster

APA Rzayev, Z. M., Erdoğan, D., Türk, M., Pişkin, E. (2008). Bioengineering Functional Copolymers. VIII. Stimuli-Responsive Boron-Containing Graft Copolymers and Their Poly ethylene imine Macrocomplexes and DNA Conjugates. Hacettepe Journal of Biology and Chemistry, 36(2), 83-98.
AMA Rzayev ZM, Erdoğan D, Türk M, Pişkin E. Bioengineering Functional Copolymers. VIII. Stimuli-Responsive Boron-Containing Graft Copolymers and Their Poly ethylene imine Macrocomplexes and DNA Conjugates. HJBC. Nisan 2008;36(2):83-98.
Chicago Rzayev, Zakir M.o., Dönsel Erdoğan, Mustafa Türk, ve Erhan Pişkin. “Bioengineering Functional Copolymers. VIII. Stimuli-Responsive Boron-Containing Graft Copolymers and Their Poly Ethylene Imine Macrocomplexes and DNA Conjugates”. Hacettepe Journal of Biology and Chemistry 36, sy. 2 (Nisan 2008): 83-98.
EndNote Rzayev ZM, Erdoğan D, Türk M, Pişkin E (01 Nisan 2008) Bioengineering Functional Copolymers. VIII. Stimuli-Responsive Boron-Containing Graft Copolymers and Their Poly ethylene imine Macrocomplexes and DNA Conjugates. Hacettepe Journal of Biology and Chemistry 36 2 83–98.
IEEE Z. M. Rzayev, D. Erdoğan, M. Türk, ve E. Pişkin, “Bioengineering Functional Copolymers. VIII. Stimuli-Responsive Boron-Containing Graft Copolymers and Their Poly ethylene imine Macrocomplexes and DNA Conjugates”, HJBC, c. 36, sy. 2, ss. 83–98, 2008.
ISNAD Rzayev, Zakir M.o. vd. “Bioengineering Functional Copolymers. VIII. Stimuli-Responsive Boron-Containing Graft Copolymers and Their Poly Ethylene Imine Macrocomplexes and DNA Conjugates”. Hacettepe Journal of Biology and Chemistry 36/2 (Nisan 2008), 83-98.
JAMA Rzayev ZM, Erdoğan D, Türk M, Pişkin E. Bioengineering Functional Copolymers. VIII. Stimuli-Responsive Boron-Containing Graft Copolymers and Their Poly ethylene imine Macrocomplexes and DNA Conjugates. HJBC. 2008;36:83–98.
MLA Rzayev, Zakir M.o. vd. “Bioengineering Functional Copolymers. VIII. Stimuli-Responsive Boron-Containing Graft Copolymers and Their Poly Ethylene Imine Macrocomplexes and DNA Conjugates”. Hacettepe Journal of Biology and Chemistry, c. 36, sy. 2, 2008, ss. 83-98.
Vancouver Rzayev ZM, Erdoğan D, Türk M, Pişkin E. Bioengineering Functional Copolymers. VIII. Stimuli-Responsive Boron-Containing Graft Copolymers and Their Poly ethylene imine Macrocomplexes and DNA Conjugates. HJBC. 2008;36(2):83-98.

HACETTEPE JOURNAL OF BIOLOGY AND CHEMİSTRY

Copyright © Hacettepe University Faculty of Science

http://www.hjbc.hacettepe.edu.tr/

https://dergipark.org.tr/tr/pub/hjbc