Calcium-binding near-infrared fluorescent nanoprobe for bone tissue imaging

Yong Geun Lim; Hyun Jung Kim; Jin Won Kim; Kyeongsoon Park

Journal of Industrial and Engineering Chemistry, Vol.89, 442-447, September, 2020

DOI10.1016/j.jiec.2020.06.018 Export Citation

Calcium-binding near-infrared fluorescent nanoprobe for bone tissue imaging

Yong Geun Lim, Hyun Jung Kim¹, Jin Won Kim¹, and Kyeongsoon Park^†

Department of Systems Biotechnology, Chung-Ang University, Anseong-si, Gyeonggi-do 17546, South Korea
¹Multimodal Imaging and Theranostic lab, Cardiovascular Center, Korea University Guro Hospital, Seoul 08308, South Korea

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We report a self-assembled calcium-binding nanoprobe which emits a near-infrared fluorescence (NIRF) signal. We have designed a calcium-binding NIRF nanoprobe by chemically coupling alendronate (ALN), a specific targeting ligand, and NIRF-emitting Cy5.5-labeled dibenzocyclooctyne, to the two respective ends of azide-polyethylene glycol-NHS ester. Prepared ALN-PEG-Cy5.5 forms the self-assembled nanostructures and has high affinity for calcium phosphates-containing bone minerals. In addition, ALNPEG-Cy5.5 can be employed to visualize intracellular calcium ion levels in vitro as well as normal bone tissues in vivo. These results suggest that our calcium-binding NIRF nanoprobe has a promising potential for calcium imaging in vitro and in vivo.

Keywords:Calcium-binding nanoprobe;Alendronate;Copper-free click chemistry;Intracellular calcium detection;Bone tissue imaging

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[1] Marks SC, Popoff SN, Am. J. Anat., 183, 1 (1988)

[2] Langdahl B, Ferrari S, Dempster DW, Ther. Adv. Musculoskelet. Dis., 8, 225 (2016)

[3] Jakoby MGI, Semenkovich CF, Curr. Opin. Nephrol. Hypertens., 9, 11 (2000)

[4] Alexopoulos N, Raggi P, Nat. Rev. Cardiol., 6, 681 (2009)

[5] Alves RD, Eijken M, van de Peppel J, van Leeuwen JP, BMC Genomics., 15, 965 (2014)

[6] Jung A, Bisaz S, Fleisch H, Calcif. Tissue Res., 11, 269 (1973)

[7] Vaz S, Usmani S, Gnanasegaran G, Van den Wyngaert T, Q. J. Nucl. Med. Mol. Imaging, 63, 112 (2019)

[8] Zaheer A, Lenkinski RE, Mahmood A, Jones AG, Cantley LG, Frangioni JV, Nat. Biotechnol., 19, 1148 (2001)

[9] Bhushan KR, Tanaka E, Frangioni JV, Angew. Chem.-Int. Edit., 46, 7969 (2007)

[10] Sun S, Blazewska KM, Kadina AP, Kashemirov BA, Duan X, Triffitt JT, et al., Bioconjug. Chem., 27, 329 (2016)

[11] Bao K, Nasr KA, Hyun H, Lee JH, Gravier J, Gibbs SL, Choi HS, Theranostics, 5, 609 (2015)

[12] Hyun H, Wada H, Bao K, Gravier J, Yadav Y, Laramie M, Henary M, Frangioni JV, Choi HS, Angew. Chem.-Int. Edit., 53, 10668 (2014)

[13] Weissleder R, Ntziachristos V, Nat Med., 9, 123 (2003)

[14] Frangioni JV, Curr. Opin. Chem. Biol., 7, 626 (2003)

[15] Bachman CH, Ellis EH, Nature, 206, 1328 (1965)

[16] Prentice AI, J. Clin. Pathol., 20, 717 (1967)

[17] Lee KK, Lee JG, Park CS, Lee SH, Raja N, Yun H, Lee JS, Lee CS, RSC Adv., 9, 2708 (2019)

[18] Ruy TK, Kang RH, Jeong KY, Jun DR, Koh JM, Kim D, Bae SK, Choi SW, J. Control. Release, 232, 152 (2016)

[19] Ngo JT, Champion JA, Mahdavi A, Tanrikulu IC, Beatty KE, Connor RE, Yoo TH, Dieterich DC, Schuman EM, Tirrell DA, Nat Chem. Biol., 5, 715 (2009)

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

[21] Gartner ZJ, Bertozzi CR, Proc. Natl. Acad. Sci. USA, 106, 4606 (2009)

[22] Lee S, Koo H, Na JH, Han SJ, Min HS, Lee SJ, Kim SH, Yun SH, Jeong SY, Kwon IC, Choi K, Kim K, ACS Nano., 8, 2048 (2014)

[23] Deiters A, Cropp TA, Mukherji M, Chin JW, Anderson JC, Schultz PG, J. Am. Ceram. Soc., 125, 11782 (2003)

[24] Wang D, Miller S, Sima M, Kopeckova P, Kopecek J, Bioconjugate Chem., 14, 853 (2003)

[25] Uludag H, Curr. Pharm. Des., 8, 1929 (2002)

[26] Tang Z, Li X, Tan Y, Fan H, Zhang X, Regen. Biomater., 5, 43 (2018)

[27] Boyle WJ, Simonet WS, Lacey DL, Nature, 423, 337 (2003)

[28] Zhao N, Tsuda H, Murofushi T, Imai K, Ochiai K, Yang P, Suzuki N, Life Sci., 143, 1 (2015)

[29] Kao JP, Harootunian AT, Tsien RY, J. Biol. Chem., 264, 8179 (1989)

[30] Lu SH, Hsia YJ, Shih KC, Chou TC, Mar. Drugs., 17, E345 (2019)