Poly-L-lysine/poly-L-glutamic acid-based layer-by-layer self-assembled multilayer film for nitric oxide gas delivery

Kyungtae Park; Hyejoong Jeong; Junjira Tanum; Jae-Chan Yoo; Jinkee Hong

Journal of Industrial and Engineering Chemistry, Vol.69, 263-268, January, 2019

DOI10.1016/j.jiec.2018.09.005 Export Citation

Poly-L-lysine/poly-L-glutamic acid-based layer-by-layer self-assembled multilayer film for nitric oxide gas delivery

Kyungtae Park, Hyejoong Jeong, Junjira Tanum, Jae-Chan Yoo¹, and Jinkee Hong^†

School of Chemical & Biomolecular Engineering, Yonsei University, 50 Yonsei Ro, Seodaemun Gu, Seoul 038722, Republic of Korea
¹Biotechnology Research Center, JCBIO Co., Ltd., & Avison Biomedical Research Center (ABMAC), Yonsei University, Seoul 03722, Republic of Korea

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Nitric oxide (NO) gas is an endogenously produced radical gas involved in numerous physiological and pathological processes in the human body and shows potential for biomedical applications. Numerous studies have attempted to develop an NO-releasing platform in the past few decades. To take advantage of exogenous NO gas delivery, controlling the total concentration and release profile are the most important factors. To develop a controlled NO-releasing system, we used the poly-L-lysine (PLL) and poly- L-glutamic acid (PGA) because of their high biocompatibility in biomedical applications. We constructed (PLL/PGA)n multilayer thin films using the layer-by-layer self-assembly technique. We then synthesized the N-diazeniumdiolate, a proton-responsive NO donor, into the polypeptide multilayer film in a highpressure reaction under NO gas. We investigated the film growth profile by quartz crystal microbalance and thickness measurements and determined the film surface morphology by scanning electron microscopy and atomic force microscopy. By comparing films with different thicknesses, we confirmed NO donor formation by UV-vis and Fourier-transform infrared spectroscopy. We also determined the release profiles of each film using a real-time NO analysis machine (NOA280i).

Keywords:Nitric oxide;Polypeptide;Layer-by-layer assembly;Controlled release

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[2] Beckman JS, Koppenol WH, Am J. Physiol. Cell Physiol., 271, C1424 (1996)

[3] Rees D, Palmer R, Moncada S, Proc. Natl. Acad. Sci. U. S. A., 86, 3375 (1989)

[4] Tatemoto K, Takayama K, Zou MX, Kumaki I, Zhang W, Kumano K, Fujimiya M, Regul. Pept., 99, 87 (2001)

[5] Taylor-Robinson AW, Liew FY, Severn A, Xu D, McSorley SJ, Garside P, Padron J, Phillips RS, Eur. J. Immunol., 24, 980 (1994)

[6] Bogdan C, Nat. Immunol., 2, 907 (2001)

[7] Lundberg JO, Weitzberg E, Gladwin MT, Nat. Rev. Drug Discov., 7, 156 (2008)

[8] Nablo BJ, Rothrock AR, Schoenfisch MH, Biomaterials, 26, 917 (2005)

[9] Rajfer J, Aronson WJ, Bush PA, Dorey FJ, Ignarro LJ, N. Engl. J. Med., 326, 90 (1992)

[10] Sanders KM, Ward SM, Am. J. Physiol. Gastrointest. Liver Physiol., 262, G379 (1992)

[11] Heck DE, Laskin DL, Gardner CR, Laskin JD, J. Biol. Chem., 267, 21277 (1992)

[12] Schaffer MR, Tantry U, Gross SS, Wasserkrug HL, Barbul A, J. Surg. Res., 63, 237 (1996)

[13] Luo JD, Chen AF, Acta Pharmacol. Sin., 26, 259 (2005)

[14] Hetrick EM, Shin JH, Stasko NA, Johnson CB, Wespe DA, Holmuhamedov E, Schoenfisch MH, ACS Nano, 2, 235 (2008)

[15] Suchyta DJ, Schoenfisch MH, ACS Biomater. Sci. Eng., 3, 2136 (2017)

[16] Reighard KP, Ehre C, Rushton ZL, Ahonen MJR, Hill DB, Schoenfisch MH, ACS Biomater. Sci. Eng., 3, 1017 (2017)

[17] Riccio DA, Schoenfisch MH, Chem. Soc. Rev., 41, 3731 (2012)

[18] Napoli C, Paolisso G, Casamassimi A, Al-Omran M, Barbieri M, Sommese L, Infante T, Ignarro LJ, J. Am. Coll. Cardiol., 62, 89 (2013)

[19] Schneider A, Picart C, Senger B, Schaaf P, Voegel JC, Frisch B, Langmuir, 23(5), 2655 (2007)

[20] Burke SE, Barrett CJ, Biomacromolecules, 4(6), 1773 (2003)

[21] Zhou J, Wang B, Tong W, Maltseva E, Zhang G, Krastev R, Gao C, Mohwald H, Shen J, Colloids Surf. B: Biointerfaces, 62, 250 (2008)

[22] Jourdainne L, Lecuyer S, Arntz Y, Picart C, Schaaf P, Senger B, Voegel JC, Lavalle P, Charitat T, Langmuir, 24(15), 7842 (2008)

[23] Richert L, Arntz Y, Schaaf P, Voegel JC, Picart C, Surf. Sci., 570, 13 (2004)

[24] Haynie DT, Zhang L, Rudra JS, Zhao W, Zhong Y, Palath N, Biomacromo-lecules, 6, 2895 (2005)

[25] Park K, Choi D, Hong J, Sci. Rep., 8, 3365 (2018)

[26] Holland RJ, Klose JR, Deschamps JR, Cao Z, Keefer LK, Saavedra JE, J. Org. Chem., 79, 9389 (2014)

[27] Drago RS, Karstetter BR, J. Am. Chem. Soc., 83, 1819 (1961)

[28] Hrabie JA, Keefer LK, Chem. Rev., 102(4), 1135 (2002)

[29] Poly WS, Biomacromolecules, 7, 2656 (2006)

[30] Park D, Kim J, Lee YM, Park J, Kim WJ, Adv. Healthcare Mater., 5, 2019 (2016)

[31] Hetrick EM, Schoenfisch MH, Annu. Rev. Anal. Chem., 2, 409 (2009)

[32] Coneski PN, Schoenfisch MH, Chem. Soc. Rev., 41, 3753 (2012)

[33] Kim J, Saravanakumar G, Choi HW, Park D, Kim WJ, J. Mater. Chem. B, 2, 341 (2014)

[34] Haynie DT, Balkundi S, Palath N, Chakravarthula K, Dave K, Langmuir, 20(11), 4540 (2004)