Activatable NIRF/MRI dual imaging probe using bio-inspired coating of glycol chitosan on superparamagnetic iron oxide nanoparticles

In Jae Chung; Seong Ik Jeon; Eui-Joon Cha; Youngro Byun; Ick Chan Kwon; Young Il Kim; Kwangmeyung Kim; Cheol-Hee Ahn

Journal of Industrial and Engineering Chemistry, Vol.76, 403-409, August, 2019

DOI10.1016/j.jiec.2019.04.006 Export Citation

Activatable NIRF/MRI dual imaging probe using bio-inspired coating of glycol chitosan on superparamagnetic iron oxide nanoparticles

In Jae Chung, Seong Ik Jeon, Eui-Joon Cha, Youngro Byun¹, Ick Chan Kwon², Young Il Kim³, Kwangmeyung Kim^{2, †}, and Cheol-Hee Ahn^†

Department of Materials Science and Engineering, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 08826, Republic of Korea
¹Research Institute of Pharmaceutical Science, College of Pharmacy, Seoul National University, 1 Gwanak-ro, Gwanak-gu, Seoul 08826, Republic of Korea
²Biomedical Research Center, Korea Institute of Science and Technology (KIST), 5, Hwarang-ro 14-gil, Seongbuk-gu, Seoul 02792, Republic of Korea
³Department of Radiology, Seoul National University Hospital, 101, Daehak-ro, Jongno-gu, Seoul 03080, Republic of Korea

E-mail:,

MRI and NIRF multimodal imaging probe was fabricated and investigated. Glycol chitosan coated SPION was decorated by MMP-2 substrate conjugating BHQ-3 and Cy5.5 dye at each end (BCMG-SPION). NIRF signals were recovered in the presence of MMP-2 at a sub-nanomolar level. BCMG-SPION produced the maximum NIRF intensity at 48 h post injection in vivo. Evaluation of the BCMG-SPION in the tumor tissue by MRI showed that relative contrast enhancement was 34% higher than normal muscles. NIRF images of excised organs showed the highest NIRF signal in tumor and the intensity was at least 8 times higher than other organs.

Keywords:In vivo dual imaging;MRI;Optical imaging;Bio-inspired adhesion;Iron oxide;Nanoparticles

[References]

Veiseh O, Sun C, Fang C, Bhattarai N, Gunn J, Kievit F, Du K, Pullar B, Lee D, Ellenbogen RG, Olson J, Zhang M, Cancer Res., 69, 6200 (2009)
Yu MK, Jeong YY, Park J, Park S, Kim JW, Min JJ, Kim K, Jon S, Angew. Chem.-Int. Edit., 47, 5362 (2008)
Aime S, Botta M, Fasano M, Terreno E, Chem. Soc. Rev., 27, 19 (1998)
Medarova Z, Pham W, Kim Y, Dai G, Moore A, Int. J. Cancer, 118, 2796 (2006)
Chen K, Xie J, Xu H, Behera D, Michalski MH, Biswal S, Wang A, Chen X, Biomaterials, 30, 6912 (2009)
Jeon MJ, Ahn CH, Kim H, Chung IJ, Jung S, Kim YH, Youn H, Chung JW, Kim YI, J. Exp. Clin. Cancer Res., 33, 57 (2014)
Mulder WJ, Griffioen AW, Strijkers GJ, Cormode DP, Nicolay K, Fayad ZA, Nanomedicine, 2, 307 (2007)
Ogawa M, Regino CAS, Seidel J, Green MV, Xi W, Williams M, Kosaka N, Choyke PL, Kobayashi H, Bioconjugate Chem., 20, 2177 (2009)
Kim KJ, Lee DY, Macromol. Res., 24(3), 197 (2016)
Sathe TR, Agrawal A, Nie S, Anal. Chem., 78, 5627 (2006)
Thomas RG, Muthiah M, Moon M, Park IK, Jeong YY, Macromol. Res., 25(5), 446 (2017)
Nam T, Park S, Lee SY, Park K, Choi K, Song IC, Han MH, Leary JJ, Yuk SA, Kwon IC, Kim K, Jeong SY, Bioconjugate Chem., 21, 578 (2010)
Lewinski N, Colvin V, Drezek R, Small, 4, 26 (2008)
Lee YH, Lee H, Kim YB, Kim JY, Hyeon T, Park H, Messersmith PB, Park TG, Adv. Mater., 20(21), 4154 (2008)
Kania G, Sternak M, Jasztal A, Chlopicki S, Blazejcxyk A, et al., Nanomed. Nanotechnol. Biol. Med., 14, 131 (2018)
Crayton SH, Tsourkas A, ACS Nano, 5, 9592 (2011)
Cha EJ, Jang ES, Sun IC, Lee IJ, Ko JH, Kim YI, Kwon IC, Kim K, Ahn CH, J. Control. Release, 155, 152 (2011)
Josephson L, Kircher MF, Mahmood U, Tang Y, Weissleder R, Bioconjugate Chem., 13, 554 (2002)
Deng Y, Xu A, Yu Y, Fu C, Liang G, Chembiochem, 20, 499 (2019)
Luo Q, Xiao X, Dai X, Duan Z, Pan D, Zhu H, Li X, Sun L, Luo K, Gong Q, ACS Appl. Mater. Interfaces, 10, 1575 (2018)
Cai H, Wang X, Zhang H, Sun L, Pan D, Gong Q, Gu Z, Luo K, Appl. Mater. Today, 11, 207 (2018)
Guo S, Xiao X, Wang X, Luo Q, Zhu H, Zhang H, Li H, Gong Q, Luo K, Biomater. Sci. (2019).
Xie J, Chen K, Huang J, Lee S, Wang J, Gao J, Li X, Chen X, Biomaterials, 31, 3016 (2010)
Yang X, Hong H, Grailer JJ, Rowland IJ, Javadi A, Hurley SA, Xiao Y, Yang Y, Zhang Y, Nickles RJ, Cai W, Steeber DA, Gong S, Biomaterials, 32, 4151 (2011)
Lee HY, Li Z, Chen K, Hsu AR, Xu C, Xie J, Sun S, Chen X, J. Nucl. Med., 49, 1371 (2008)
Schellenberger EA, Sosnovik D, Weissleder R, Josephson L, Bioconjugate Chem., 15, 1062 (2004)
Mandal SK, Lequeux N, Rotenberg B, Tramier M, Fattaccioli J, Bibette J, Dubertret B, Langmuir, 21(9), 4175 (2005)
Zhang LH, Liu BF, Dong SJ, J. Phys. Chem. B, 111(35), 10448 (2007)
Wong C, Stylianopoulos T, Cui J, Martin J, Chauhan VP, Jiang W, Popovic Z, Jain RK, Bawendi MG, Fukumura D, Proc. Natl. Acad. Sci. U. S. A., 108, 2426 (2011)
Sun IC, Eun DK, Koo H, Ko CY, Kim HS, Yi DK, Choi K, Kwon IC, Kim K, Ahn CH, Angew. Chem.-Int. Edit., 50, 9348 (2011)
Jang ES, Lee SY, Cha EJ, Sun IC, Kwon IC, Kim D, Kim YI, Kim K, Ahn CH, Pharm. Res., 31, 3371 (2014)

[Referenced By]

[1] Veiseh O, Sun C, Fang C, Bhattarai N, Gunn J, Kievit F, Du K, Pullar B, Lee D, Ellenbogen RG, Olson J, Zhang M, Cancer Res., 69, 6200 (2009)

[2] Yu MK, Jeong YY, Park J, Park S, Kim JW, Min JJ, Kim K, Jon S, Angew. Chem.-Int. Edit., 47, 5362 (2008)

[3] Aime S, Botta M, Fasano M, Terreno E, Chem. Soc. Rev., 27, 19 (1998)

[4] Medarova Z, Pham W, Kim Y, Dai G, Moore A, Int. J. Cancer, 118, 2796 (2006)

[5] Chen K, Xie J, Xu H, Behera D, Michalski MH, Biswal S, Wang A, Chen X, Biomaterials, 30, 6912 (2009)

[6] Jeon MJ, Ahn CH, Kim H, Chung IJ, Jung S, Kim YH, Youn H, Chung JW, Kim YI, J. Exp. Clin. Cancer Res., 33, 57 (2014)

[7] Mulder WJ, Griffioen AW, Strijkers GJ, Cormode DP, Nicolay K, Fayad ZA, Nanomedicine, 2, 307 (2007)

[8] Ogawa M, Regino CAS, Seidel J, Green MV, Xi W, Williams M, Kosaka N, Choyke PL, Kobayashi H, Bioconjugate Chem., 20, 2177 (2009)

[9] Kim KJ, Lee DY, Macromol. Res., 24(3), 197 (2016)

[10] Sathe TR, Agrawal A, Nie S, Anal. Chem., 78, 5627 (2006)

[11] Thomas RG, Muthiah M, Moon M, Park IK, Jeong YY, Macromol. Res., 25(5), 446 (2017)

[12] Nam T, Park S, Lee SY, Park K, Choi K, Song IC, Han MH, Leary JJ, Yuk SA, Kwon IC, Kim K, Jeong SY, Bioconjugate Chem., 21, 578 (2010)

[13] Lewinski N, Colvin V, Drezek R, Small, 4, 26 (2008)

[14] Lee YH, Lee H, Kim YB, Kim JY, Hyeon T, Park H, Messersmith PB, Park TG, Adv. Mater., 20(21), 4154 (2008)

[15] Kania G, Sternak M, Jasztal A, Chlopicki S, Blazejcxyk A, et al., Nanomed. Nanotechnol. Biol. Med., 14, 131 (2018)

[16] Crayton SH, Tsourkas A, ACS Nano, 5, 9592 (2011)

[17] Cha EJ, Jang ES, Sun IC, Lee IJ, Ko JH, Kim YI, Kwon IC, Kim K, Ahn CH, J. Control. Release, 155, 152 (2011)

[18] Josephson L, Kircher MF, Mahmood U, Tang Y, Weissleder R, Bioconjugate Chem., 13, 554 (2002)

[19] Deng Y, Xu A, Yu Y, Fu C, Liang G, Chembiochem, 20, 499 (2019)

[20] Luo Q, Xiao X, Dai X, Duan Z, Pan D, Zhu H, Li X, Sun L, Luo K, Gong Q, ACS Appl. Mater. Interfaces, 10, 1575 (2018)

[21] Cai H, Wang X, Zhang H, Sun L, Pan D, Gong Q, Gu Z, Luo K, Appl. Mater. Today, 11, 207 (2018)

[22] Guo S, Xiao X, Wang X, Luo Q, Zhu H, Zhang H, Li H, Gong Q, Luo K, Biomater. Sci. (2019).

[23] Xie J, Chen K, Huang J, Lee S, Wang J, Gao J, Li X, Chen X, Biomaterials, 31, 3016 (2010)

[24] Yang X, Hong H, Grailer JJ, Rowland IJ, Javadi A, Hurley SA, Xiao Y, Yang Y, Zhang Y, Nickles RJ, Cai W, Steeber DA, Gong S, Biomaterials, 32, 4151 (2011)

[25] Lee HY, Li Z, Chen K, Hsu AR, Xu C, Xie J, Sun S, Chen X, J. Nucl. Med., 49, 1371 (2008)

[26] Schellenberger EA, Sosnovik D, Weissleder R, Josephson L, Bioconjugate Chem., 15, 1062 (2004)

[27] Mandal SK, Lequeux N, Rotenberg B, Tramier M, Fattaccioli J, Bibette J, Dubertret B, Langmuir, 21(9), 4175 (2005)

[28] Zhang LH, Liu BF, Dong SJ, J. Phys. Chem. B, 111(35), 10448 (2007)

[29] Wong C, Stylianopoulos T, Cui J, Martin J, Chauhan VP, Jiang W, Popovic Z, Jain RK, Bawendi MG, Fukumura D, Proc. Natl. Acad. Sci. U. S. A., 108, 2426 (2011)

[30] Sun IC, Eun DK, Koo H, Ko CY, Kim HS, Yi DK, Choi K, Kwon IC, Kim K, Ahn CH, Angew. Chem.-Int. Edit., 50, 9348 (2011)

[31] Jang ES, Lee SY, Cha EJ, Sun IC, Kwon IC, Kim D, Kim YI, Kim K, Ahn CH, Pharm. Res., 31, 3371 (2014)