Citation: ZHENG Jun-Peng, ZHEN Ming-Ming, WANG Chun-Ru, SHU Chun-Ying. Recent Progress of Molecular Imaging Probes Based on Gadofullerenes[J]. Chinese Journal of Analytical Chemistry, ;2012, 40(10): 1607-1615. doi: 10.3724/SP.J.1096.2012.20380 shu

Recent Progress of Molecular Imaging Probes Based on Gadofullerenes

1.
Key Laboratory of Molecular Nanostructure and Nanotechnology Institute of Chemistry, Chinese Academy of Sciences, Beijing 100190, China

Corresponding author: SHU Chun-Ying,
Received Date: 11 April 2012
Available Online: 6 June 2012
Fund Project: 本文系国家自然科学基金(Nos.21121063, 51072200) (Nos.21121063, 51072200)NSAF联合基金(No.11076027)资助 (No.11076027)

Paramagnetic gadofullerenes and their derivatives exhibit much higher relaxivity than commercial Magnevist^TM (Gd-DTPA), therefore have become competitive candidates for magnetic (MR) imaging probes. More prominently, the stable fullerene cages are believed to hinder both chemical attack on the inner clusters and the escape of the toxic lanthanide ions, which should effectively suppress the toxicity of naked Gd³⁺ ions. Some functionalized gadofullerides also available for further conjugation to fabricate multifunctional probes. This review presents the latest finding of magnetic resonance imaging (MRI) probes based on various gadofullerenes, including Gd@C₆₀, Gd@C₈₂ and Gd₃N@C₈₀. The derivative strategy dependent relaxivity properties and biodistributions as well as their potential application as nanoplatform for multifunctional probe are reviewed and discussed.
- Molecular imaging,
- Endohedral metallofullerene,
- Magnetic resonance imaging,
- Review
1. [1]
  1 Weissleder R. Radiology, 1999, 212(3):609-614
2. [2]
  2 Louie A. Chem. Rev., 2010, 110(5):3146-3195
3. [3]
  3 Kim J, Piao Y, Hyeon T. Chem. Soc. Rev., 2009, 38(2):372-390
4. [4]
  4 Kim C H, Favazza C, Wang L H V. Chem. Rev., 2010, 110(5):2756-2782
5. [5]
  5 Cheng L, Yang K, Li Y G, Chen J H, Wang C, Shao M W, Lee S T, Liu Z. Angew. Chem. Int. Ed., 2011, 50(32):7385-7390
6. [6]
  6 Liu Y L, Ai K L, Liu J H, Yuan Q H, He Y Y, Lu L H. Angew. Chem. Int. Ed., 2012, 51(6):1437-1442
7. [7]
  7 Mansfield P. Angew. Chem. Int. Ed., 2004, 43(41):5456-5464
8. [8]
  8 XIAO Yan, WU Yi-Jie, ZHANG Wen-Jun, LI Xiao-Jing, PEI Feng-Kui. Chinese J. Anal. Chem., 2011, 39(5):757-764
9. [9]
  肖研, 吴亦洁, 章文军, 李晓晶, 裴奉奎. 分析化学, 2011, 39(5):757-764
10. [10]
  9 Lauffer R B. Chem. Rev., 1987, 87(5):901-927
11. [11]
  10 Caravan P, Ellison J J, McMurry, T J, Lauffer R B. Chem. Rev., 1999, 99(9):2293-2352
12. [12]
  11 Hammersting R, Huppertz A, Breuer J, Balzer T, Blakeborough A, Carter R, Fuste L C, Heinz-Peer G, Judmater W, Laniado M, Manfredi R M, Mathieu D G, Muller D, Mortele K, Reimer P, Reiser M F, Robinson P J, Shamsi K, Strotzer M, Taupitz M, Tombach B, Valeri G, Van Beers B E,Vogl T J. Eur. Radiol., 2008, 18(3):457-467
13. [13]
  12 Pintaske J, Martirosian P, Graf H, Erb G, Lodemann K P, Claussen C D, Schick F. Invest. Radiol., 2006, 41(3):213-221
14. [14]
  13 Kuo P H, Kanal E, Abu-Alfa A K, Cowper S E. Radiology, 2007, 242(3):647-649
15. [15]
  14 Jia Q J, Zeng J F, Qiao R R, Jing L H, Peng L, Gu F L, Gao M Y. J. Am. Chem. Soc., 2011, 133(48):19512-19523
16. [16]
  15 Wu A G, Ou P, Zeng L Y. Nano, 2010, 5(5):245-270
17. [17]
  16 Hao R, Xing R J, Xu Z C, Hou Y L, Gao S, Sun S H. Adv. Mater., 2010, 22(25):2729-2742
18. [18]
  17 Liu Y L, Ai K L, Yuan Q H, Lu L H. Biomaterials, 2011, 32(4):1185-1192
19. [19]
  18 Gao J H, Gu H W, Xu B. Acc. Chem. Res., 2009, 42(8):1097-1107
20. [20]
  19 Martina M S, Fortin J P, Menager C, Clement O, Barratt G, Grabielle-Madelmont C, Gazeau F, Cabuil V, Lesieur S. J. Am. Chem. Soc., 2005, 127(30):10676-10685
21. [21]
  20 Torchilin V P. Pharma. Rev., 2007, 24(1):1-16
22. [22]
  21 Tagmatarchis N, Shinohara H. Mini Rev. Med. Chem., 2001, 1(10):339-348
23. [23]
  22 Sitharaman B, Wilson L J. J. Biomed.Nanotechnol., 2007, 3(4):342-352
24. [24]
  23 Bolskar R. Nanomedicine, 2008, 3(2):201-213
25. [25]
  24 Chaur M N, Melin F, Ortiz A L, Echegoyen L. Angew. Chem. Int. Ed., 2009, 48(41):7514-7538
26. [26]
  25 Heath J R, O'Brien S C, Zhang Q, Liu Y, Curl R F, Tittel F K, Smalley R E. J. Am. Chem. Soc., 1985, 107(25):7779-7780
27. [27]
  26 Wang C R, Tan K, Tomiyama T, Yoshida T, Kobayashi Y, Nishibori, E, Takata M, Shinohara H. Nature, 2000, 08(6811):426-427
28. [28]
  27 Wang C R, Kai T, Tomiyama T, Yoshida T, Kobayashi Y, Nishibori E, Takata M, Sakata M, Shinohara H. Angew. Chem. Int. Ed., 2001, 40(2):397-399
29. [29]
  28 Yang S F, Popov A A, Dunsch L. Angew. Chem. Int. Ed., 2007, 46(8):1256-1259
30. [30]
  29 Yang H, Lu C X, Liu Z Y, Jin H X, Che Y L, Olmstead M M, Balch A L. J. Am. Chem. Soc., 2009, 130(51):17296-17300
31. [31]
  30 Nikawa H, Yamada T,Cao B P, Mizorogi N, Stanina Z, Tsuchiya T, Akasaka T, Yoza K, Nagase S. J. Am. Chem. Soc., 2009, 131(31):10950-10954
32. [32]
  31 Wang T S, Chen N, Xiang J F, Li B, Wu J Y, Xu W, Jiang L, Tan K, Shu C Y, Lu X, Wang C R. J. Am. Chem. Soc., 2009, 131(46):16646-16647
33. [33]
  32 Kratschmer W, Lamb L D, Fostiropoulos K, Huffman D R. Nature, 1990, 347(6291):354-358
34. [34]
  33 Shinohara H. Rep. Prog. Phys., 2000, 63(6):843-885
35. [35]
  34 Tsuchiya T, Wakahara T, Lian Y F, Maeda Y, Akasaka T, Kato T, Mizorogi N, Nagase S. J. Phys. Chem. B, 2006, 110(45):22517-22520
36. [36]
  35 SUN Bao-Yun, ZHAO Shi-Xiong, DONG Jin-Quan, ZHAO Yu-Liang, YUAN Hui. China Patent, CN200910266130.9., 2009
37. [37]
  孙宝云, 赵世雄, 董金泉, 赵宇亮, 袁慧. 中国专利,CN200910266130.9., 2009
38. [38]
  36 Bolskar R D, Benedetto A F, Husebo L O, Price R E, Jackson E F, Wallace S, Wilson L J, Alford J M. J. Am. Chem. Soc., 2003, 125(18):5471-5478
39. [39]
  37 Lu J, Sabirianov R F, Mei W N, Duan C G, Zeng X C. J. Phys. Chem. B, 2006, 110(47):23637-23640
40. [40]
  38 Qian M C, Khanna S N. J. Appl. Phys., 2007, 101(9):1-3
41. [41]
  39 Stevenson S, Rice G, Glass T, Harich K, Cromer F, Fordan M R, Craft J, Hadju E, Bible R, Olmstead M M, Maitra K, Fishier A J, Balch A L, Dorn H C. Nature, 1999, 401(6748):55-57
42. [42]
  40 Zhang E Y, Shu C Y, Feng L, Wang C R. J. Phys. Chem. B, 2007, 111(51):14223-14226
43. [43]
  41 Zhang S R, Sun D Y, Li X Y, Pei F K, Liu S Y. Fullerene Science and Technology, 1997, 5(7):1635-1643
44. [44]
  42 Wilson L J. The Electrochemical Society Interface·Winter, 1999, 8(6):24-28
45. [45]
  43 Mikawa M, Kato H, Okumura M, Okumura M, Kanazawa Y, Miwa N, Shinohara H. Bioconjugate Chem., 2001, 12(4):510-514
46. [46]
  44 LIU Kai-Min,ZHANG Jun, XING Geng-Mei, ZHAO Yu-Liang. Chinese J. Appl. Chem., 2007, 24(1):90-94
47. [47]
  刘凯敏,张钧, 邢更妹, 赵宇亮. 应用化学, 2007, 24(1):90-94
48. [48]
  45 Zhang J, Liu K M, Xing G M, Ren T X, Wang S K. J. Radioanal. Nucleic Chem., 2007, 272(3):605-609
49. [49]
  46 LU Xing, XU Jian-Xun, SHI Zu-Jin, SUN Bao-Yun, GU Zhen-Nan, LIU Hong-Dong, HAN Hong-Bin. Chem. J. Chinese Universities, 2004, 25(4):697-700
50. [50]
  卢兴, 徐建勋, 施祖进, 孙宝云, 顾振南, 刘洪东, 韩鸿宾. 高等学校化学学报, 2004, 25(4):697-700
51. [51]
  47 Kato H, Kanazawa, Y, Okumura, M, Taninaka A, Yokawa T, Shinohara H. J. Am. Chem. Soc., 2003, 125(14):4391-4397
52. [52]
  48 Terreno E, Castelli D D, Viale A, Aime S. Chem. Rev., 2010, 110(5):3019-3042
53. [53]
  49 Sayes C M, Fortner J D, Guo W, Lyon D, Boyd A M, Ausman K D, Tao Y Z, Sitharaman B, Wilson L J, Hughes J B, West J L, Colvin V L. Nano Lett., 2004, 4(10):1881-1887
54. [54]
  50 Chen C Y, Xing G M, Wang J X, Zhao Y L, Li B, Tang J, Jia G, Wang T C, Sun J, Xing L, Yuan H, Gao Y X, Meng H, Chen Z, Zhao F, Chai Z F, Fang X H. Nano Lett., 2005, 5(10):2050-2057
55. [55]
  51 Yang D, Zhao Y L, Guo H, Li Y N, Tewary P, Xing G M, Hou W, Oppenheim J J, Zhang N. ACS Nano, 2010, 4(2):1178-1186
56. [56]
  52 Liang X J, Meng H, Wang Z, He H Y, Meng J, Lu J, Wang P C, Zhao Y L, Gao X Y, Sun B Y, Chen C Y, Xing G M, Shen D W, Gottesman M M, Wu Y, Yin J J, Jia L. Proc. Natl. Acad. Sci. USA, 2010, 107(16):7449-7454
57. [57]
  53 Meng H, Xing G M, Sun B Y, Zhao F, Lel H, Li W, Song Y, Chen Z, Yuan H, Wang X X, Long J, Chen C Y, Liang X J, Zhang N, Chai Z F, Zhao Y L. ACS Nano, 2010, 4(5):2773-2783
58. [58]
  54 Sitharaman B, Bolskar R D, Rusakova I, Wilson L J. Nano Lett., 2004, 4(12):2373-2378
59. [59]
  55 Laus S, Sitharaman B, Toth V,Bolskar R D, Helm L, Asokan S, Wong M S, Wilson L J, Merbach A E. J. Am. Chem. Soc., 2005, 127(26):9368-9369
60. [60]
  56 Laus S, Sitharaman B, Toth E, Bolskar R D, Helm L, Wilson L J, Merbach A E. J. Phys. Chem. C, 2007, 111(15):5633-5639
61. [61]
  57 Shu C Y, Gan L H, Wang C R, Pei X L, Han H B. Carbon, 2006, 44(3):496-500
62. [62]
  58 Shu C Y, Zhang E Y, Xiang J F, Zhu C F, Wang C R, Pei X L, Han H B. J. Phys. Chem. B, 2006, 110(31):15597-15601
63. [63]
  59 Shu C Y, Ma X Y, Zhang J F,Gibson H W, Dorn H C, Corwin F D, Fatouros P P, Dennis T J S. Bioconjugate Chem., 2008, 19(3):651-655
64. [64]
  60 Shu C Y, Wang C R, Zhang J F, Corwin F D, Sim J H, Zhang E Y, Dorn H C, Gibson H W, Fatorous P P, Wang C R, Fang X H. Chem. Mater., 2008, 20(6):2106-2109
65. [65]
  61 Fatouros P P, Corwin F D, Chen Z J, Broaddus W C, Tatum J L, Kettenmann B, Ge Z, Gibson H W, Russ J L, Leonard A P, Duchamp J C, Dorn H C. Radiology, 2006, 240(3):756-764
66. [66]
  62 Zhang J F, Fatouros P P, Shu C Y, Reid J, Owens L S, Cai T, Gibson H W., Long G L, Corwin F D Chen Z J, Dorn H C. Bioconjugate Chem., 2010, 21(4):610-615
67. [67]
  63 Shu C Y, Corwin F D, Zhang J F, Chen Z J, Reid J E, Sun M H, Xu W, Sim J H, Wang C R, Fatouros P P, Esker A R, Gibson H W, Dorn H C. Bioconjugate Chem., 2009, 20(6):1186-1193
68. [68]
  64 Filmore H L, Shultz M D, Henderson S C, Cooper P, Broaddus W C, Chen Z J, Shu C Y, Zhang J F, Ge J C, Dorn H C, Corwin F, Hirsch J I, Wilson J, Fatouros P P. Nanomedicine, 2011, 6(3):449-458
69. [69]
  65 Shultz M D, Wilson J D, Shu C Y, Ge J C, Zhang J Y, Gibson H W, Fillmore H L, Hirsch J I, Dorn H C, Fatouros P P. J. Am. Chem. Soc., 2010, 132(14):4980-4981
70. [70]
  66 Shultz M D, Wilson J D, Fuller C E, Zhang J Y, Dorn H C, Fatouros P P. Radiology, 2011, 261(1):136-143.
71. [71]
  67 Anderson S A, Lee, K K, Frank J A. Invest. Radiol., 2006, 41(3):332-338
72. [72]
  68 Sitharaman B, Tran L A, Pham Q P, Bolskar R D, Muthupillai R, Flamm S D, Mikos A G, Wilson L J. Contrast Media & Molecular Imaging, 2007, 2(3):139-146
73. [73]
  69 Cagle D W, Kennel S J, Mirzadeh S, Alford J M, Wilson L J. Proc. Natl. Acad. Sci. USA, 1999, 96(9):5182-5187
74. [74]
  70 Zheng J P, Liu Q L, Zhen M M, Jiang F, Shu C Y, Jin C, Yang Y J, Alhadlaq H A, Wang C R. Nanoscale, 2012, 4(12):3669-3672.
1. [1]
  Aiai WANG , Lu ZHAO , Yunfeng BAI , Feng FENG . Research progress of bimetallic organic framework in tumor diagnosis and treatment. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1825-1839. doi: 10.11862/CJIC.20240225
2. [2]
  Siyi ZHONG , Xiaowen LIN , Jiaxin LIU , Ruyi WANG , Tao LIANG , Zhengfeng DENG , Ao ZHONG , Cuiping HAN . Targeting imaging and detection of ovarian cancer cells based on fluorescent magnetic carbon dots. Chinese Journal of Inorganic Chemistry, 2024, 40(8): 1483-1490. doi: 10.11862/CJIC.20240093
3. [3]
  Zhuoming Liang , Ming Chen , Zhiwen Zheng , Kai Chen . Multidimensional Studies on Ketone-Enol Tautomerism of 1,3-Diketones By ¹H NMR. University Chemistry, 2024, 39(7): 361-367. doi: 10.3866/PKU.DXHX202311029
4. [4]
  Hao Wu , Zhen Liu , Dachang Bai . ¹H NMR Spectrum of Amide Compounds. University Chemistry, 2024, 39(3): 231-238. doi: 10.3866/PKU.DXHX202309020
5. [5]
  Jinkang Jin , Yidian Sheng , Ping Lu , Zhan Lu . Introducing a Website for Learning Nuclear Magnetic Resonance (NMR) Spectrum Analysis. University Chemistry, 2024, 39(11): 388-396. doi: 10.12461/PKU.DXHX202403054
6. [6]
  Haolin Zhan , Qiyuan Fang , Jiawei Liu , Xiaoqi Shi , Xinyu Chen , Yuqing Huang , Zhong Chen . Noise Reduction of Nuclear Magnetic Resonance Spectroscopy Using Lightweight Deep Neural Networ. Acta Physico-Chimica Sinica, 2025, 41(2): 100017-. doi: 10.3866/PKU.WHXB202310045
7. [7]
  Zehua Zhang , Haitao Yu , Yanyu Qi . 多重共振TADF分子的设计策略. Acta Physico-Chimica Sinica, 2025, 41(1): 2309042-. doi: 10.3866/PKU.WHXB202309042
8. [8]
  Jinlong YAN , Weina WU , Yuan WANG . A simple Schiff base probe for the fluorescent turn-on detection of hypochlorite and its biological imaging application. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1653-1660. doi: 10.11862/CJIC.20240154
9. [9]
  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
10. [10]
  Rui Gao , Ying Zhou , Yifan Hu , Siyuan Chen , Shouhong Xu , Qianfu Luo , Wenqing Zhang . Design, Synthesis and Performance Experiment of Novel Photoswitchable Hybrid Tetraarylethenes. University Chemistry, 2024, 39(5): 125-133. doi: 10.3866/PKU.DXHX202310050
11. [11]
  Jun LUO , Baoshu LIU , Yunchang ZHANG , Bingkai WANG , Beibei GUO , Lan SHE , Tianheng CHEN . Europium(Ⅲ) metal-organic framework as a fluorescent probe for selectively and sensitively sensing Pb²⁺ in aqueous solution. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2438-2444. doi: 10.11862/CJIC.20240240
12. [12]
  Shanghua Li , Malin Li , Xiwen Chi , Xin Yin , Zhaodi Luo , Jihong Yu . 基于高离子迁移动力学的取向ZnQ分子筛保护层实现高稳定水系锌金属负极的构筑. Acta Physico-Chimica Sinica, 2025, 41(1): 2309003-. doi: 10.3866/PKU.WHXB202309003
13. [13]
  Jing SU , Bingrong LI , Yiyan BAI , Wenjuan JI , Haiying YANG , Zhefeng Fan . Highly sensitive electrochemical dopamine sensor based on a highly stable In-based metal-organic framework with amino-enriched pores. Chinese Journal of Inorganic Chemistry, 2024, 40(7): 1337-1346. doi: 10.11862/CJIC.20230414
14. [14]
  Jinghan ZHANG , Guanying CHEN . Progress in the application of rare-earth-doped upconversion nanoprobes in biological detection. Chinese Journal of Inorganic Chemistry, 2024, 40(12): 2335-2355. doi: 10.11862/CJIC.20240249
15. [15]
  Yan LIU , Jiaxin GUO , Song YANG , Shixian XU , Yanyan YANG , Zhongliang YU , Xiaogang HAO . Exclusionary recovery of phosphate anions with low concentration from wastewater using a CoNi-layered double hydroxide/graphene electronically controlled separation film. Chinese Journal of Inorganic Chemistry, 2024, 40(9): 1775-1783. doi: 10.11862/CJIC.20240043
16. [16]
  Liang TANG , Jingfei NI , Kang XIAO , Xiangmei LIU . Synthesis and X-ray imaging application of lanthanide-organic complex-based scintillators. Chinese Journal of Inorganic Chemistry, 2024, 40(10): 1892-1902. doi: 10.11862/CJIC.20240139
17. [17]
  Jiakun BAI , Ting XU , Lu ZHANG , Jiang PENG , Yuqiang LI , Junhui JIA . A red-emitting fluorescent probe with a large Stokes shift for selective detection of hypochlorous acid. Chinese Journal of Inorganic Chemistry, 2024, 40(6): 1095-1104. doi: 10.11862/CJIC.20240002
18. [18]
  Donghui PAN , Yuping XU , Xinyu WANG , Lizhen WANG , Junjie YAN , Dongjian SHI , Min YANG , Mingqing CHEN . Preparation and in vivo tracing of ⁶⁸Ga-labeled PM_2.5 mimetic particles for positron emission tomography imaging. Chinese Journal of Inorganic Chemistry, 2024, 40(4): 669-676. doi: 10.11862/CJIC.20230468
19. [19]
  Jin Tong , Shuyan Yu . Crystal Engineering for Supramolecular Chirality. University Chemistry, 2024, 39(3): 86-93. doi: 10.3866/PKU.DXHX202308113
20. [20]
  Yong Shu , Xing Chen , Sai Duan , Rongzhen Liao . How to Determine the Equilibrium Bond Distance of Homonuclear Diatomic Molecules: A Case Study of H₂. University Chemistry, 2024, 39(7): 386-393. doi: 10.3866/PKU.DXHX202310102

Get Citation

PDF

XML

Metrics

PDF Downloads(0)
Abstract views(350)
HTML views(8)

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