Advertisement

Glucose-responsive nanostructured hydrogels with enhanced elastic and swelling properties

  • Tarig Elshaarani
  • Haojie YuEmail author
  • Li WangEmail author
  • Raja Summe Ullah
  • Shah Fahad
  • Kaleem Ur Rahman
  • Amin Khan
  • Ahsan Nazir
  • Muhammad Usman
  • Rizwan Ullah Khan
  • Fazal Haq
  • Ruixue Liang
  • Xiang Chen
  • Muhammad Haroon
Polymers
  • 33 Downloads

Abstract

Phenylboronic acids (PBAs) have gained considerable interest in recent years due to their recognition for diol-containing molecules such as glucose. Their response to the elevated glucose concentrations can be reported by measuring the change in the size or optical properties of polymers-bearing PBAs. In this context, fast response and good mechanical properties are crucial factors for constructing glucose-responsive sensors. Toward this goal, we have synthesized glucose-responsive nanostructured gels (NSGs) using 3-acrylamidophenylboronic acid and N-isopropylacrylamide. Herein, activated nanogels with controllable size were prepared and used as nano-cross-linkers. The prepared NSGs showed glucose-responsiveness in a remarkable concentration-dependent manner, exhibited high elasticity upon compression and slicing and resisted high level of deformation such as bending, twisting and stretching.

Notes

Acknowledgements

Financial support from the National Natural Science Foundation of China (21472168 and 21611530689) and the fundamental research funds for the central universities (2017FZA4023) are gratefully acknowledged.

Supplementary material

10853_2019_3505_MOESM1_ESM.docx (474 kb)
Supplementary material 1 (DOCX 474 kb)

References

  1. 1.
    Yu J, Zhang Y, Bomba H, Gu Z (2016) Stimuli-responsive delivery of therapeutics for diabetes treatment. Bioeng Trans Med 1(3):323–337Google Scholar
  2. 2.
    Thérien-Aubin H, Wang Y, Nothdurft K, Prince E, Cho S, Kumacheva E (2016) Temperature-responsive nanofibrillar hydrogels for cell encapsulation. Biomacromolecules 17(10):3244–3251Google Scholar
  3. 3.
    Kim YJ, Tachibana M, Umezu M, Matsunaga YT (2016) Bio-inspired smart hydrogel with temperature-dependent properties and enhanced cell attachment. J Mater Chem B 4(9):1740–1746Google Scholar
  4. 4.
    Liu J, Yin Y (2015) Temperature responsive hydrogels: construction and applications. Polym Sci 1(13):1–6Google Scholar
  5. 5.
    Xiao Z, Wylie RAL, Brisson ERL, Connal LA (2016) pH-responsive fluorescent hydrogels using a new thioflavin T cross-linker. J Polym Sci Polym Chem 54(5):591–595Google Scholar
  6. 6.
    Puranik AS, Pao LP, White VM, Peppas NA (2016) Synthesis and characterization of pH-responsive nanoscale hydrogels for oral delivery of hydrophobic therapeutics. Eur J Pharm Biopharm 108:196–213Google Scholar
  7. 7.
    Carrick LM, Aggeli A, Boden N, Fisher J, Ingham E, Waigh TA (2007) Effect of ionic strength on the self-assembly, morphology and gelation of pH responsive β-sheet tape-forming peptides. Tetrahedron 63(31):7457–7467Google Scholar
  8. 8.
    Takashi N, Yoshinori T, Akihito H, Hiroyasu Y, Akira H (2014) A metal-ion-responsive adhesive material via switching of molecular recognition properties. Nat Commun 5:4622–4631Google Scholar
  9. 9.
    Huang YJ, Ouyang WJ, Wu X, Li Z, Fossey JS, James TD, Jiang YB (2013) Glucose sensing via aggregation and the use of “knock-out” binding to improve selectivity. J Am Chem Soc 135(5):1700–1703Google Scholar
  10. 10.
    Yang T, Ji R, Deng XX, Du FS, Li ZC (2014) Glucose-responsive hydrogels based on dynamic covalent chemistry and inclusion complexation. Soft Matter 10(15):2671–2678Google Scholar
  11. 11.
    Raja STK, Thiruselvi T, Mandal AB, Gnanamani A (2015) pH and redox sensitive albumin hydrogel: a self-derived biomaterial. Scientific Rep 5:15977Google Scholar
  12. 12.
    Fan Y, Zhou W, Yasin A, Li H, Yang H (2015) Dual-responsive shape memory hydrogels with novel thermoplasticity based on a hydrophobically modified polyampholyte. Soft Matter 11(21):4218–4225Google Scholar
  13. 13.
    Beebe DJ, Moore JS, Bauer JM, Yu Q, Liu RH, Devadoss CJ, Byung H (2000) Functional hydrogel structures for autonomous flow control inside microfluidic channels. Nature 404(6778):588–590Google Scholar
  14. 14.
    Dong L, Agarwal AK, Beebe DJ, Jiang H (2006) Adaptive liquid microlenses activated by stimuli-responsive hydrogels. Nature 442(7102):551–554Google Scholar
  15. 15.
    Qiu Y, Park K (2001) Environment-sensitive hydrogels for drug delivery. Adv Drug Deliv Rev 53(3):321–339Google Scholar
  16. 16.
    Caldorera-Moore M, Peppas NA (2009) Micro- and nanotechnologies for intelligent and responsive biomaterial-based medical systems. Adv Drug Deliv Rev 61(15):1391–1401Google Scholar
  17. 17.
    Yoo EH, Lee SY (2010) Glucose biosensors: an overview of use in clinical practice. Sensors 10(5):4558–4576Google Scholar
  18. 18.
    Kissinger PT (2005) Biosensors-a perspective. Biosens Bioelectron 20(12):2512–2516Google Scholar
  19. 19.
    Yu B, Wang C, Ju YM, West L, Harmon J, Moussy Y, Moussy F (2008) Use of hydrogel coating to improve the performance of implanted glucose sensors. Biosens Bioelectron 23(8):1278–1284Google Scholar
  20. 20.
    Bahram M, Mohseni N, Moghtader M (2016) An introduction to hydrogels and some recent applications. In: Sutapa BM (ed) Emerging concepts in analysis and applications of hydrogels, pp 9–38. Intech, LondonGoogle Scholar
  21. 21.
    Wang Y, Huang F, Sun Y, Gao M, Chai Z (2017) Development of shell cross-linked nanoparticles based on boronic acid-related reactions for self-regulated insulin delivery. J Biomat Sci Polym Ed 28(1):93–106Google Scholar
  22. 22.
    Gallei M, Rüttiger C (2018) Recent trends in metallopolymer design: redox-controlled surfaces, porous membranes, and switchable optical materials using ferrocene-containing polymers. Chem A Eur J 24(40):10006–10021Google Scholar
  23. 23.
    Katz E (2017) Enzyme-based logic gates and networks with output signals analyzed by various methods. ChemPhysChem 18(13):1688–1713Google Scholar
  24. 24.
    Sung D, Yang S (2014) Facile method for constructing an effective electron transfer mediating layer using ferrocene-containing multifunctional redox copolymer. Electrochim Acta 133:40–48Google Scholar
  25. 25.
    Wang JY, Chen LC, Ho KC (2013) Synthesis of redox polymer nanobeads and nanocomposites for glucose biosensors. ACS Appl Mater Interfaces 5(16):7852–7861Google Scholar
  26. 26.
    Feng X, Zhang K, Hempenius MA, Vancso GJ (2015) Organometallic polymers for electrode decoration in sensing applications. RSC Adv 5(129):106355–106376Google Scholar
  27. 27.
    Li X, Zhou Y, Zheng Z, Yue X, Dai Z, Liu S, Tang Z (2009) Glucose biosensor based on nanocomposite films of CdTe quantum dots and glucose oxidase. Langmuir 25(11):6580–6586Google Scholar
  28. 28.
    Yin R, Tong Z, Yang D, Nie J (2011) Glucose and pH dual-responsive concanavalin a based microhydrogels for insulin delivery. Int J Biol Macromol 49(5):1137–1142Google Scholar
  29. 29.
    Wu Q, Wang L, Yu H, Wang J, Chen Z (2011) Organization of glucose-responsive systems and their properties. Chem Rev 111(12):7855–7875Google Scholar
  30. 30.
    Gu Z, Aimetti AA, Wang Q et al (2013) Injectable nano-network for glucose-mediated insulin delivery. ACS Nano 7(5):4194–4201Google Scholar
  31. 31.
    Guan Y, Zhang Y (2013) Boronic acid-containing hydrogels: synthesis and their applications. Chem Soc Rev 42(20):8106–8121Google Scholar
  32. 32.
    Brooks WLA, Sumerlin BS (2016) Synthesis and applications of boronic acid-containing polymers: from materials to medicine. Chem Rev 116(3):1375–1397Google Scholar
  33. 33.
    Fossey JS, D’Hooge F, van den Elsen JMH, Pereira M, Marta P, Pascu SI, Bull SD, Marken F, Jenkins A, Toby A, Jiang YB, James TD (2012) The development of boronic acids as sensors and separation tools. Chem Rec 12(5):464–478Google Scholar
  34. 34.
    Yingyu Li SZ (2013) A simple method to fabricate fluorescent glucose sensor based on dye-complexed microgels. Sens Actuators B Chem 177:792–799Google Scholar
  35. 35.
    Kim EY, Dryer SE (2011) Effects of insulin and high glucose on mobilization of slo1 BKCa channels in podocytes. J Cell Physiol 226(9):2307–2315Google Scholar
  36. 36.
    Yetisen AK (2015) Holographic sensors. Springer, ChamGoogle Scholar
  37. 37.
    Ruan JL, Chen C, Shen JH, Zhao XL, Qian SH, Zhu ZG (2017) A gelated colloidal crystal attached lens for noninvasive continuous monitoring of tear glucose. Polymers 9(4):125Google Scholar
  38. 38.
    Tierney S, Volden S, Stokke BT (2009) Glucose sensors based on a responsive gel incorporated as a fabry-perot cavity on a fiber-optic readout platform. Biosens Bioelectron 24(7):2034–2039Google Scholar
  39. 39.
    Shibata H, Heo YJ, Okitsu T, Matsunaga Y, Kawanishi T, Takeuchi S (2010) Injectable hydrogel microbeads for fluorescence-based in vivo continuous glucose monitoring. PNAS 107(42):17894–17898Google Scholar
  40. 40.
    Wu W, Zhou T, Shen J, Zhou S (2009) Optical detection of glucose by CdS quantum dots immobilized in smart microgels. Chem Commun 29:4390–4392Google Scholar
  41. 41.
    Kajisa T, Sakata T (2017) Glucose-responsive hydrogel electrode for biocompatible glucose transistor. Sci Technol Adv Mater 18(1):26–33Google Scholar
  42. 42.
    Yetisen AK, Jiang N, Fallahi A, Montelongo Y, Ruiz-Esparza GU, Tamayol A, Zhang YS, Mahmood I, Yang SA, Kim KS, Butt H, Khademhosseini A, Yun SH (2017) Glucose-sensitive hydrogel optical fibers functionalized with phenylboronic acid. Adv Mater 29(15):1606380Google Scholar
  43. 43.
    Heo YJ, Shibata H, Okitsu T, Kawanishi T, Takeuchi S (2011) Long-term in vivo glucose monitoring using fluorescent hydrogel fibers. PNAS 108(33):13399–13403Google Scholar
  44. 44.
    Badugu R, Lakowicz JR, Geddes CD (2005) A glucose-sensing contact lens: from bench top to patient. Curr Opin Biotechnol 16(1):100–107Google Scholar
  45. 45.
    Yan Z, Xue M, He Q, Lu W, Meng Z, Yan D, Qiu L, Zhou L, Yu Y (2016) A non-enzymatic urine glucose sensor with 2-D photonic crystal hydrogel. Anal Bioanall Chem 408(29):8317–8323Google Scholar
  46. 46.
    Kataoka K, Miyazaki H, Bunya M, Okano T, Sakurai Y (1998) Totally synthetic polymer gels responding to external glucose concentration: their preparation and application to on − off regulation of insulin release. J Am Chem Soc 120(48):12694–12695Google Scholar
  47. 47.
    Matsumoto A, Yoshida R, Kataoka K (2004) Glucose-responsive polymer gel bearing phenylborate derivative as a glucose-sensing moiety operating at the physiological pH. Biomacromol 5(3):1038–1045Google Scholar
  48. 48.
    Ancla C, Lapeyre V, Gosse I, Catargi B, Ravaine V (2011) Designed glucose-responsive microgels with selective shrinking behavior. Langmuir 27(20):12693–12701Google Scholar
  49. 49.
    Cheng R, Meng F, Deng C, Klok HA, Zhong Z (2013) Dual and multi-stimuli responsive polymeric nanoparticles for programmed site-specific drug delivery. Biomaterials 34(14):3647–3657Google Scholar
  50. 50.
    Kharkar PM, Kiick KL, Kloxin AM (2013) Designing degradable hydrogels for orthogonal control of cell microenvironments. Chem Soc Rev 42(17):7335–7372Google Scholar
  51. 51.
    Zhang SB, Chu LY, Xu D, Zhang J, Ju XJ, Rui X (2008) Poly(N-isopropylacrylamide)-based comb-type grafted hydrogel with rapid response to blood glucose concentration change at physiological temperature. Polym Adv Technol 19:937–943Google Scholar
  52. 52.
    Yoshida R, Uchida K, Kaneko Y, Sakai K, Kikuchi A, Sakurai Y, Okano T (1995) Comb-type grafted hydrogels with rapid deswelling response to temperature changes. Nature 374(6519):240–242Google Scholar
  53. 53.
    Xu XD, Zhang XZ, Yang J, Cheng SX, Zhuo RX, Huang YQ (2007) Strategy to introduce a pendent micellar structure into poly(N-isopropylacrylamide) hydrogels. Langmuir 23(8):4231–4236Google Scholar
  54. 54.
    Sun JY, Zhao X, Illeperuma WRK, Chaudhuri O, Oh KH, Mooney DJ, Vlassak JJ, Suo Z (2012) Highly stretchable and tough hydrogels. Nature 489(7414):133–136Google Scholar
  55. 55.
    Haraguchi K, Li HJ (2005) Control of the coil-to-globule transition and ultrahigh mechanical properties of pnipa in nanocomposite hydrogels. Angew Chem Int Ed 44(40):6500–6504Google Scholar
  56. 56.
    Xia LW, Xie R, Ju XJ, Wang W, Chen Q, Chu LY (2013) Nano-structured smart hydrogels with rapid response and high elasticity. Nat Commun 4:2226Google Scholar
  57. 57.
    Gao H, Wang N, Hu X, Nan W, Han Y, Liu W (2013) Double hydrogen-bonding ph-sensitive hydrogels retaining high-strengths over a wide pH range. Macromol Rapid Commun 34(1):63–68Google Scholar
  58. 58.
    Zhang MJ, Wang W, Xie R, Ju XJ, Liu L, Gu YY (2013) Microfluidic fabrication of monodisperse microcapsules for glucose-response at physiological temperature. Soft Matter 9(16):4150–4159Google Scholar
  59. 59.
    Pelton RH, Chibante P (1986) Preparation of aqueous latices with N-isopropylacrylamide. Colloid Surf 20(3):247–256Google Scholar
  60. 60.
    McPhee W, Tam KC, Pelton R (1993) Poly(N-isopropylacrylamide) latices prepared with sodium dodecyl sulfate. J Colloid Interface Sci 156(1):24–30Google Scholar
  61. 61.
    Wolff HJM, Kather M, Breisig H, Richtering W, Pich A, Wessling M (2018) From batch to continuous precipitation polymerization of thermoresponsive microgels. ACS Appl Mater Interfaces 10(29):24799–24806Google Scholar
  62. 62.
    Guillermo A, Cohen Addad JP, Bazile JP, Duracher D, Elaissari A, Pichot C (2000) NMR investigations into heterogeneous structures of thermosensitive microgel particles. J Polym Sci Part B Polym Phys 38(6):889–898Google Scholar
  63. 63.
    Zhang S, Shi Z, Xu H, Ma X, Yin J, Tian M (2016) Revisiting the mechanism of redox-polymerization to build the hydrogel with excellent properties using a novel initiator. Soft Matter 12(9):2575–2582Google Scholar
  64. 64.
    Feng XD, Guo XQ, Qiu KY (1988) Study of the initiation mechanism of the vinyl polymerization with the system persulfate/N, N, N′, N′-tetramethylethylenediamine. Die Makromol Chem 189(1):77–83Google Scholar
  65. 65.
    Cheng CJ, Chu LY, Zhang J, Wang HD, Wei G (2008) Effect of freeze-drying and rehydrating treatment on the thermo-responsive characteristics of poly(N-isopropylacrylamide) microspheres. Colloid Polym Sci 286(5):571–577Google Scholar
  66. 66.
    Kang HW, Tabata Y, Ikada Y (1999) Fabrication of porous gelatin scaffolds for tissue engineering. Biomaterials 20(14):1339–1344Google Scholar
  67. 67.
    Tenório-Neto ET, Lima DdS, Guilherme MR, Lima-Tenório MK, Scariot DB, Nakamura CV, Kunita MH, Rubira AF (2017) Synthesis and drug release profile of a dual-responsive poly(ethylene glycol) hydrogel nanocomposite. RSC Adv 7(44):27637–27644Google Scholar
  68. 68.
    Fujishige S, Kubota K, Ando I (1989) Phase transition of aqueous solutions of poly(N-isopropylacrylamide) and poly(N-isopropylmethacrylamide). J Phys Chem 93(8):3311–3313Google Scholar
  69. 69.
    Tanaka T (1986) Kinetics of phase transition in polymer gels. Phys A 140(1):261–268Google Scholar
  70. 70.
    Chiessi E, Lonardi A, Paradossi G (2010) Toward modeling thermoresponsive polymer networks: a molecular dynamics simulation study of N-isopropyl acrylamide co-oligomers. J Phys Chem B 114(25):8301–8312Google Scholar
  71. 71.
    Oliveira TEd, Mukherji D, Kremer K, Netz PA (2017) Effects of stereochemistry and copolymerization on the lcst of pnipam. J Chem Phys 146(3):034904Google Scholar
  72. 72.
    Xu H, Meng F, Zhong Z (2009) Reversibly crosslinked temperature-responsive nano-sized polymersomes: synthesis and triggered drug release. J Mater Chem 19(24):4183–4190Google Scholar
  73. 73.
    Brooks WLA, Vancoillie G, Kabb CP, Hoogenboom R, Sumerlin BS (2017) Triple responsive block copolymers combining pH-responsive, thermoresponsive, and glucose-responsive behaviors. J Polym Sci Pol Chem 55(14):2309–2317Google Scholar
  74. 74.
    Morawetz H (1974) Pure Appl Chem 38:267–277Google Scholar
  75. 75.
    Sawant S, Morawetz H (1984) Microstructure, neighboring group inhibition, and electrostatic effects in the base-catalyzed degradation of polyacrylamide. Macromolecules 17(11):2427–2431Google Scholar
  76. 76.
    Xing S, Guan Y, Zhang Y (2011) Kinetics of glucose-induced swelling of p(nipam-aapba) microgels. Macromolecules 44(11):4479–4486Google Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2019

Authors and Affiliations

  1. 1.State Key Laboratory of Chemical Engineering, College of Chemical and Biological EngineeringZhejiang UniversityHangzhouPeople’s Republic of China

Personalised recommendations