Fluorescence color-changeable branched-form heptamethine cyanine dye as a redox-responsive multi-functional drug delivery system for enhanced cancer diagnosis and chemophototherapy

Chanuk Jeong; Juhwan Kim; Yeu-Chun Kim

Journal of Industrial and Engineering Chemistry, Vol.87, 187-197, July, 2020

DOI10.1016/j.jiec.2020.04.001 Export Citation

Fluorescence color-changeable branched-form heptamethine cyanine dye as a redox-responsive multi-functional drug delivery system for enhanced cancer diagnosis and chemophototherapy

Chanuk Jeong¹, Juhwan Kim¹, and Yeu-Chun Kim^{1, 2, †}

¹Department of Chemical and Biomolecular Engineering, Korea Advanced Institute of Science and Technology (KAIST), Daejeon, Korea
²KAIST Institute for Health Science and Technology, Korea Advanced Institute of Science and Technology (KAIST), Daejeon, Korea

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A multifunctional drug delivery system (MDDS) based on near-infrared (NIR) imaging was developed in various conformations for the accurate diagnosis and therapy of cancer. However, it remains challenging to develop an ideal structure for an MDDS with both exact and variable functionality. Herein, we report a fluorescence color-changeable branched-form heptamethine cyanine dye (PEG-4-CyP) that has both a simple structure and various functionality. The PEG-4-CyP was not only able to construct the nanoparticle (NP) structure by encapsulating DOX (PEG-4-CyP/DOX), but also showed change in the NIR fluorescence color by reacting with glutathione (GSH). The PEG-4-CyP/DOX was broken down in the redox microenvironment inside cancers because of the reduction reaction of PEG-4-CyP to GSH. As a result, the NP disruption, DOX release, and reactivity of PEG-4-CyP to GSH were visualized by NIR fluorescence color-change. Moreover, PEG-4-CyP/DOX showed an excellent chemophototherapeutic effect in cancer cells. This NIR fluorescence color-change strategy demonstrates the applicability of PEG-4-CyP as a novel MDDS able to provide a variety of information with a simple NP structure.

Keywords:Multifunctional drug delivery system;Self-assembly;Near-infrared dye;Fluorescence color-change;Chemophototherpy

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[Referenced By]

[1] Genchi GG, Marino A, Tapeinos C, Ciofani G, Front Bioeng Biotechnol, 5, 80 (2017)

[2] Janib SM, Moses AS, MacKay JA, Adv. Drug Deliv. Rev., 62(11), 1052 (2010)

[3] Luo SL, Zhang EL, Su YP, Cheng TM, Shi CM, Biomaterials, 32(29), 7127 (2011)

[4] Cheng ZL, Al Zaki A, Hui JZ, Muzykantov VR, Tsourkas A, Science, 338(6109), 903 (2012)

[5] Yuan A, Qiu XF, Tang XL, Liu W, Wu JH, Hu YQ, Biomaterials, 51, 184 (2015)

[6] Miao WJ, Kim HJ, Gujrati V, Kim JY, Jon H, Lee Y, et al., Theranostics, 6(13), 2367 (2016)

[7] Tang LG, Zhang FW, Yu F, Sun WJ, Song ML, Chen XY, et al., Biomaterials, 129, 28 (2017)

[8] Liu Y, Song N, Li Z, Chen L, Xie Z, Dyes Pigment., 160, 71 (2009)

[9] Tsai MH, Peng CL, Yang SJ, Shieh MJ, Mol Pharmaceut, 14(8), 2766 (2017)

[10] Chen YI, Peng CL, Lee PC, Tsai MH, Lin CY, Shih YH, et al., Adv Healthc Mater, 4(6), 892 (2015)

[11] Marshall MV, Rasmussen JC, Tan IC, Aldrich MB, Adams KE, Wang X, et al., Open Surg Oncol J, 2(2), 12 (2010)

[12] Forman HJ, Zhang HQ, Rinna A, Mol Aspects Med, 30(1-2), 1 (2009)

[13] Wang R, Zhou L, Wang W, Li X, Zhang F, Nat Commun, 8(1), 1 (2017)

[14] Bahrami B, Hojjat-Farsangi M, Mohammadi H, Anvari E, Ghalamfarsa G, Yousefi M, et al., Immunol Lett, 190, 64 (2017)

[15] Wang WW, Cheng D, Gong FM, Miao XM, Shuai XT, Adv Mater, 24(1), 115 (2012)

[16] Zheng FF, Xiong WW, Sun SS, Zhang PH, Zhu JJ, Nanophotonics-Berlin, 8(3), 391 (2019)

[17] Peng XJ, Song FL, Lu E, Wang YN, Zhou W, Fan JL, et al., J Am Chem Soc, 127(12), 4170 (2005)

[18] Yin C, Tang YF, Li XZ, Yang Z, Li J, Li X, et al., Small, 14(11) (2018)

[19] Wang YJ, Liu D, Zheng QC, Zhao Q, Zhang HJ, Ma Y, et al., Nano Lett., 14, 5577 (2014)

[20] Noh I, Lee D, Kim H, Jeong CU, Lee Y, Ahn JO, et al., Adv Sci, 5(3) (2018)