Citation: Xiao-mei Lu, Meng Zhao, Wei Huang. Synthesis of Near-infrared Poly(IB-alt-MAnh)-aza-bodipy and Its Application in Photoacoustic Imaging[J]. Acta Polymerica Sinica, ;2018, 0(11): 1451-1459. doi: 10.11777/j.issn1000-3304.2018.18068 shu

Synthesis of Near-infrared Poly(IB-alt-MAnh)-aza-bodipy and Its Application in Photoacoustic Imaging

Key Laboratory of Flexible Electronics & Institute of Advanced Materials, Jiangsu National Synergetic Innovation Center for Advanced Materials, Nanjing Tech University, Nanjing 211816

Corresponding author: Wei Huang, wei-huang@njtech.edu.cn
Received Date: 27 March 2018
Revised Date: 4 May 2018
Available Online: 24 July 2018

Near-infrared poly(isobutylene-alt-MAnh)-aza-bodipy, which can be used as photoacoustic imaging contrast agent in vivo mice, was synthesized by ring opening reaction of poly(isobutylene-alt-MAnh) with hydroxyl group. Near-infrared organic nanoparticle was formed in water with their hydrodynamic diameter of 60 nm. These nanoparticles were formed with a core of aza-bodipy dye and shell of polymer. Dynamic light scattering (DLS), transmission electron microscopy (TEM) and ultraviolet-visible absorption spectra (UV-Vis) were used to characterize the morphology, size and optical property of the nanoparticles in aqueous solution. The results showed that the nanoparticles had uniform appearance and strong absorption in near-infrared area. Moreover, DLS was used to observe the stability of nanoparticles in serum and the size of nanoparticles was kept pratically constant within 24 h. Photothermal experiment was conducted to study the nanoparticle performance at different power and concentration, which exhibited excellent photothermal performance. MTT assay demonstrated that the nanoparticles had a good biocompatibility and photothermal performance at different concentrations. In addition, the photoacoustic property of the nanoparticles was studied by photoacoustic imaging and the results showed that they had strong photoacoustic signals at a low concentration. Photoacoustic imaging experiments on mice were also studied. It was found that tumor location on mice had a significant photoacoustic signal enhancement after tail vein injection of the nanoparticles. With 24 h of circulation in blood after injection of the nanoparticles, the photoacoustic signal disappeared, which indicated that the nanoparticles had good metabolic and biocompatibility.
- Near-infrared,
- Aza-bodipy,
- Poly(isobutylene-alt-MAnh),
- Photoacoustic imaging
1. [1]
  Rivas C, Stasiuk G J, Gallo J, Minuzzi F, Rutter G A, Long N J. Inorg Chem, 2013, 52: 14284 − 14293
2. [2]
  Li X, Anton N, Zuber G, Vandamme T. Adv Drug Deliv Rev, 2014: 12640 − 12657
3. [3]
  Li K, Ding D, Huo D, Pu K Y, Thao N N P, Hu Y, Li Z, Liu B. Adv Fuc Mater, 2012, 22(15): 3107 − 3115
4. [4]
  Tang L, Yang X J, Yin Q, Yao C, Lezmi S, Helferich W G, Fan T M, Cheng J J. Angew Chem, 2012, 124(51): 12893 − 12898
5. [5]
6. [6]
  Sun Z B, Zhao Y T, Li Z B, Cui H D, Zhou Y Y, Li W H, Tao W, Zhang H, Wang H Y, Chu P K, Yu X F. Small, 2017, 13 (11): 1602896
7. [7]
  Mishra A, Jiang Y Y, Roberts S, Ntziachristos V, Westmeyer G G. Anal Chem, 2016, 88(22): 10785 − 10789
8. [8]
  Li J W, Arnal B, Wei C W, Shang J, Nguyen T M, Donnell M O, Gao X H. ACS Nano, 2015, 9(2): 1964 − 1976
9. [9]
  Cook J R, Frey W, Emelianov S. ACS Nano, 2013, 7(2): 1272 − 1280
10. [10]
  Zhang C, Ling T, Chen S L, Guo L J. ACS Photonics, 2014, 1(11): 1093 − 1098
11. [11]
  Jiang Y Y, Pu K Y. Small, 2017, 13: 1 − 19
12. [12]
  Yu X J, Li A, Zhao C Z, Yang K, Chen X Y, Li W W. ACS Nano, 2017, 11(4): 3990 − 4001
13. [13]
  Lemaster J E, Jokerst J V. Wires Nanomed Nanobi, 2017, 9(1): e1404
14. [14]
  Li W Y, Brown P K, Wang L V, Xia Y N. Contrast Media Mol, 2011, 6(5): 370 − 377
15. [15]
  Aya K, Srikant V, Benjamin C, Omer O, Butrus K Y. J Ultra Med, 2013, 32(7): 1245 − 1250
16. [16]
  Zerda A D L, Bodapati S, Teed R, May S Y, Tabakman S M, Liu Z, Khuri B T, Chen X Y, Dai H J, Gambhir S S. ACS Nano, 2012, 6(6): 4694 − 4701
17. [17]
  范曲立). Prog Chem(化学进展), 2017, 29(1): 119 − 126
18. [18]
19. [19]
  Toumia Y, Domenici F, Orlanducci S, Mura F, Grishenkov D, Trochet P, Lacerenza S, Bordi F, Paradossi G. ACS Appl Mater Interfaces, 2016, 8(25): 16465 − 16475
20. [20]
  Namgung R, Lee Y M, Kim J, Jang Y, Lee B H, Kim I S, Sokkar P, Rhee Y M, Hoffman A S, Kim W J. Nat Commun, 2014, 5(6183): 3702 − 3713
21. [21]
  Yang H Y, Jang M S, Li Y, Lee J H, Lee D S. ACS Appl Mater Interfaces, 2017, 9(22): 19184 − 19192
22. [22]
  Lu H D, Wilson B K, Heinmiller A, Faenza B, Hejazi S, Robert K. ACS Appl Mater Interfaces, 2016, 8(23): 14379 − 14388
23. [23]
  Xu R X. Contrast Media Mol, 2011, 6(5): 401 − 411
24. [24]
1. [1]
  Ruonan Li , Shijie Liang , Yunhua Xu , Cuifen Zhang , Zheng Tang , Baiqiao Liu , Weiwei Li . Chlorine-Substituted Double-Cable Conjugated Polymers with Near-Infrared Absorption for Low Energy Loss Single-Component Organic Solar Cells. Acta Physico-Chimica Sinica, 2024, 40(8): 2307037-0. doi: 10.3866/PKU.WHXB202307037
2. [2]
  Xian BI , Sisi WANG , Jinyue ZHANG , Yujia PENG , Zhen SHEN , Hua LU . Discovery, development, and perspectives of circularly polarized luminescent materials based on β-isoindigo skeletons. Chinese Journal of Inorganic Chemistry, 2025, 41(6): 1049-1057. doi: 10.11862/CJIC.20240456
3. [3]
  Jiahui CHEN , Tingting ZHENG , Xiuyun ZHANG , Wei LÜ . Research progress of near-infrared absorption inorganic nanomaterials in photothermal and photodynamic therapy of tumors. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2396-2414. doi: 10.11862/CJIC.20240106
4. [4]
  Qi Wang , Yicong Gao , Feng Lu , Quli Fan . Preparation and Performance Characterization of the Second Near-Infrared Phototheranostic Probe: A New Design and Teaching Practice of Polymer Chemistry Comprehensive Experiment. University Chemistry, 2024, 39(11): 342-349. doi: 10.12461/PKU.DXHX202404141
5. [5]
  Botao QU , Qian WANG , Xiaogang NING , Yuxin ZHOU , Ruiping ZHANG . Deeply penetrating photoacoustic imaging in tumor tissues based on dual-targeted melanin nanoparticle. Chinese Journal of Inorganic Chemistry, 2024, 40(5): 1025-1032. doi: 10.11862/CJIC.20230416
6. [6]
  Xue Wu , Yupeng Liu , Bingzhe Wang , Lingyun Li , Zhenjian Li , Qingcheng Wang , Quansheng Cheng , Guichuan Xing , Songnan Qu . Rationally assembling different surface functionalized carbon dots for enhanced near-infrared tumor photothermal therapy. Acta Physico-Chimica Sinica, 2025, 41(9): 100109-0. doi: 10.1016/j.actphy.2025.100109
7. [7]
  Han ZHANG , Jianfeng SUN , Jinsheng LIANG . Hydrothermal synthesis and luminescent properties of broadband near-infrared Na₃CrF₆ phosphor. Chinese Journal of Inorganic Chemistry, 2025, 41(2): 349-356. doi: 10.11862/CJIC.20240098
8. [8]
  Tingting Yu , Si Chen , Lianglong Sun , Tongtong Shi , Kai Sun , Xin Wang . Comprehensive Experimental Design for the Photochemical Synthesis, Analysis, and Characterization of Difluoropyrroles. University Chemistry, 2024, 39(11): 196-203. doi: 10.3866/PKU.DXHX202401022
9. [9]
  Huanhuan XIE , Yingnan SONG , Lei LI . Two-dimensional single-layer BiOI nanosheets: Lattice thermal conductivity and phonon transport mechanism. Chinese Journal of Inorganic Chemistry, 2025, 41(4): 702-708. doi: 10.11862/CJIC.20240281
10. [10]
  Ling Fan , Meili Pang , Yeyun Zhang , Yanmei Wang , Zhenfeng Shang . Quantum Chemistry Calculation Research on the Diels-Alder Reaction of Anthracene and Maleic Anhydride: Introduction to a Computational Chemistry Experiment. University Chemistry, 2024, 39(4): 133-139. doi: 10.3866/PKU.DXHX202309024
11. [11]
  Chi Li , Jichao Wan , Qiyu Long , Hui Lv , Ying Xiong . N-Heterocyclic Carbene (NHC)-Catalyzed Amidation of Aldehydes with Nitroso Compounds. University Chemistry, 2024, 39(5): 388-395. doi: 10.3866/PKU.DXHX202312016
12. [12]
  Yang Wang , Yunpeng Fu , Xiaoji Liu , Guotao Zhang , Guobin Li , Wanqiang Liu , Jinglun Wang . Structural Analysis of Nitrile Solutions Based on Infrared Spectroscopy Probes. University Chemistry, 2025, 40(4): 367-374. doi: 10.12461/PKU.DXHX202406113
13. [13]
  Baohua LÜ , Yuzhen LI . Anisotropic photoresponse of two-dimensional layered α-In₂Se₃(2H) ferroelectric materials. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1911-1918. doi: 10.11862/CJIC.20240105
14. [14]
  Chengqian Mao , Yanghan Chen , Haotong Bai , Junru Huang , Junpeng Zhuang . Photodimerization of Styrylpyridinium Salt and Its Application in Silk Screen Printing. University Chemistry, 2024, 39(5): 354-362. doi: 10.3866/PKU.DXHX202312014
15. [15]
  Runhua Chen , Qiong Wu , Jingchen Luo , Xiaolong Zu , Shan Zhu , Yongfu Sun . Defective Ultrathin Two-Dimensional Materials for Photo-/Electrocatalytic CO₂ Reduction: Fundamentals and Perspectives. Acta Physico-Chimica Sinica, 2025, 41(3): 100019-0. doi: 10.3866/PKU.WHXB202308052
16. [16]
  Fei Liu , Dong-Yang Zhao , Kai Sun , Ting-Ting Yu , Xin Wang . Comprehensive Experimental Design for Photochemical Synthesis, Analysis, and Characterization of Seleno-Containing Medium-Sized N-Heterocycles. University Chemistry, 2024, 39(3): 369-375. doi: 10.3866/PKU.DXHX202309047
17. [17]
  Peng GENG , Guangcan XIANG , Wen ZHANG , Haichuang LAN , Shuzhang XIAO . Hollow copper sulfide loaded protoporphyrin for photothermal-sonodynamic therapy of cancer cells. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1903-1910. doi: 10.11862/CJIC.20240155
18. [18]
  Jiaxin Su , Jiaqi Zhang , Shuming Chai , Yankun Wang , Sibo Wang , Yuanxing Fang . Optimizing Poly(heptazine imide) Photoanodes Using Binary Molten Salt Synthesis for Water Oxidation Reaction. Acta Physico-Chimica Sinica, 2024, 40(12): 2408012-0. doi: 10.3866/PKU.WHXB202408012
19. [19]
  Xiaoning TANG , Shu XIA , Jie LEI , Xingfu YANG , Qiuyang LUO , Junnan LIU , An XUE . Fluorine-doped MnO₂ with oxygen vacancy for stabilizing Zn-ion batteries. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1671-1678. doi: 10.11862/CJIC.20240149
20. [20]
  Ke Qiu , Fengmei Wang , Mochou Liao , Kerun Zhu , Jiawei Chen , Wei Zhang , Yongyao Xia , Xiaoli Dong , Fei Wang . A Fumed SiO₂-based Composite Hydrogel Polymer Electrolyte for Near-Neutral Zinc-Air Batteries. Acta Physico-Chimica Sinica, 2024, 40(3): 2304036-0. doi: 10.3866/PKU.WHXB202304036

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(197)
HTML views(6)

通讯作者: 陈斌, bchen63@163.com

1.
沈阳化工大学材料科学与工程学院沈阳 110142