Intelligent design of nano-scale molecular imaging agents

International Journal of Molecular Sciences

Volumn 13, Issue 12, 2012, Pages 16986-17005

  Kim, Sung Bae ^a   Hattori, Mitsuru ^b   Ozawa, Takeaki ^b  

^a NATIONAL INSTITUTE OF ADVANCED INDUSTRIAL SCIENCE AND TECHNOLOGY AIST   (Japan)

^b UNIVERSITY OF TOKYO   (Japan)

Author keywords

Bioluminescence; Imaging agent; Molecular probe; Optical signature; Smart design

Indexed keywords

CELL NUCLEUS RECEPTOR; FLUORESCENT DYE; G PROTEIN COUPLED RECEPTOR; GOLD NANOPARTICLE; GREEN FLUORESCENT PROTEIN; HORSERADISH PEROXIDASE; LUCIFERASE; METAL ION; NANOIMAGING AGENT; NANOMATERIAL; QUANTUM DOT; RHODAMINE; UNCLASSIFIED DRUG; PHOTOPROTEIN;

AMINO ACID SEQUENCE; BIOLUMINESCENCE RESONANCE ENERGY TRANSFER; CHEMILUMINESCENT RESONANCE ENERGY TRANSFER; CHEMOLUMINESCENCE; CYCLIZATION; FLUORESCENCE; FLUORESCENCE RESONANCE ENERGY TRANSFER; GENE PROBE; HYDROPHILICITY; INTEIN MEDIATED PROTEIN SPLICING PROBE; LUMINESCENCE; MOLECULAR IMAGING; MOLECULAR PROBE; NANOBIOTECHNOLOGY; NANOIMAGING; NANOTOXICOLOGY; NUCLEOTIDE SEQUENCE; PLASMONIC RESONANCE ENERGY TRANSFER; PROTEIN FRAGMENT COMPLEMENTATION PROBE; PROTEIN PROCESSING; PROTEIN PROTEIN INTERACTION; QUANTUM YIELD; REVIEW; SIGNAL NOISE RATIO; ANIMAL; CHEMISTRY; FLUORESCENCE IMAGING; HUMAN; PROCEDURES;

ANIMALS; HUMANS; LUMINESCENT PROTEINS; MOLECULAR IMAGING; OPTICAL IMAGING; QUANTUM DOTS;

EID: 84871690710     PISSN: 16616596     EISSN: 14220067     Source Type: Journal    
DOI: 10.3390/ijms131216986     Document Type: Review

References (75)

1. Kelkar, S.S.; Reineke, T.M. Theranostics: Combining imaging and therapy. Bioconjug. Chem. 2011, 22, 1879-1903.
2. Suh, W.H.; Suh, Y.H.; Stucky, G.D. Multifunctional nanosystems at the interface of physical and life sciences. Nanotoday 2009, 4, 27-36.
3. Amir, R.; Shabat, D. Medicinal Potential of Catalytic Antibodies. In Catalytic Antibodies; Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim, Germany, 2005; pp. 284-303.
4. Venisnik, K.M.; Olafsen, T.; Loening, A.M.; Iyer, M.; Gambhir, S.S.; Wu, A.M. Bifunctional antibody-Renilla luciferase fusion protein for in vivo optical detection of tumors. Protein Eng. Des. Sel. 2006, 19, 453-460.
5. Gopin, A.; Pessah, N.; Shamis, M.; Rader, C.; Shabat, D. A chemical adaptor system designed to link a tumor-targeting device with a prodrug and an enzymatic trigger. Angew. Chem. Int. Ed. Engl. 2003, 42, 327-332.
6. Bruchez, M., Jr.; Moronne, M.; Gin, P.; Weiss, S.; Alivisatos, A.P. Semiconductor nanocrystals as fluorescent biological labels. Science 1998, 281, 2013-2016.
7. Bailey, R.E.; Smith, A.M.; Nie, S. Quantum dots in biology and medicine. Physica E 2004, 25, 1-12.
8. Shi, L.; De Paoli, V.; Rosenzweig, N.; Rosenzweig, Z. Synthesis and application of quantum dots FRET-based protease sensors. J. Am. Chem. Soc. 2006, 128, 10378-10379.
9. Kim, S.B.; Awais, M.; Sato, M.; Umezawa, Y.; Tao, H. Integrated molecule-format bioluminescent probe for visualizing androgenicity of ligands based on the intramolecular association of androgen receptor with its recognition peptide. Anal. Chem. 2007, 79, 1874-1880.
10. Kim, S.B. Labor-effective manipulation of marine and beetle luciferases for bioassays. Protein Eng. Des. Sel. 2012, 25, 261-269.
11. Kim, S.B.; Umezawa, Y.; Kanno, K.A.; Tao, H. An integrated-molecule-format multicolor probe for monitoring multiple activities of a bioactive small molecule. ACS Chem. Biol. 2008, 3, 359-372.
12. Binkowski, B.; Fan, F.; Wood, K. Engineered luciferases for molecular sensing in living cells. Curr. Opin. Biotechnol. 2009, 20, 14-18.
13. Razgulin, A.; Ma, N.; Rao, J. Strategies for in vivo imaging of enzyme activity: An overview and recent advances. Chem. Soc. Rev. 2011, 40, 4186-4216.
14. Sensi, S.L.; Ton-That, D.; Weiss, J.H.; Rothe, A.; Gee, K.R. A new mitochondrial fluorescent zinc sensor. Cell Calcium 2003, 34, 281-284.
15. Valentine, R.A.; Jackson, K.A.; Christie, G.R.; Mathers, J.C.; Taylor, P.M.; Ford, D. ZnT5 variant B is a bidirectional zinc transporter and mediates zinc uptake in human intestinal Caco-2 cells. J. Biol. Chem. 2007, 282, 14389-14393.
16. Gee, K.R.; Zhou, Z.L.; Ton-That, D.; Sensi, S.L.; Weiss, J.H. Measuring zinc in living cells. A new generation of sensitive and selective fluorescent probes. Cell Calcium 2002, 31, 245-251.
17. Wu, Y.; Peng, X.; Guo, B.; Fan, J.; Zhang, Z.; Wang, J.; Cui, A.; Gao, Y. Boron dipyrromethene fluorophore based fluorescence sensor for the selective imaging of Zn(II) in living cells. Org. Biomol. Chem. 2005, 3, 1387-1392.
18. Wang, J.; Xiao, Y.; Zhang, Z.; Qian, X.; Yang, Y.; Xu, Q. A pH-resistant Zn(II) sensor derived from 4-aminonaphthalimide: Design, synthesis and intracellular applications. J. Mater. Chem. 2005, 15, 2836-2839.
19. Kiyose, K.; Kojima, H.; Urano, Y.; Nagano, T. Development of a ratiometric fluorescent zinc ion probe in near-infrared region, based on tricarbocyanine chromophore. J. Am. Chem. Soc. 2006, 128, 6548-6549.
20. Lim, N.C.; Schuster, J.V.; Porto, M.C.; Tanudra, M.A.; Yao, L.; Freake, H.C.; Bruckner, C. Coumarin-based chemosensors for zinc(II): Toward the determination of the design algorithm for CHEF-type and ratiometric probes. Inorg. Chem. 2005, 44, 2018-2030.
21. Griffin, B.A.; Adams, S.R.; Tsien, R.Y. Specific covalent labeling of recombinant protein molecules inside live cells. Science 1998, 281, 269-272.
22. Lelek, M.; Di Nunzio, F.; Henriques, R.; Charneau, P.; Arhel, N.; Zimmer, C. Superresolution imaging of HIV in infected cells with FlAsH-PALM. Proc. Natl. Acad. Sci. USA 2012, 109, 8564-8569.
23. Shi, L.; Rosenzweig, N.; Rosenzweig, Z. Luminescent Quantum Dot Fluorescence Resonance Energy Transfer-Based Probes in Cellular and Biological Assays. In Cellular and Biomolecular Recognition; Wiley-VCH Verlag GmbH & Co. KGaA: Weinheim, Germany, 2009; pp. 265-279.
24. He, X.; Gao, J.; Gambhir, S.S.; Cheng, Z. Near-infrared fluorescent nanoprobes for cancer molecular imaging: status and challenges. Trends Mol. Med. 2010, 16, 574-583.
25. Smith, A.M.; Mancini, M.C.; Nie, S. Bioimaging: Second window for in vivo imaging. Nat. Nanotechnol. 2009, 4, 710-711.
26. De, A.; Ray, P.; Loening, A.M.; Gambhir, S.S. BRET3: A red-shifted bioluminescence resonance energy transfer (BRET)-based integrated platform for imaging protein-protein interactions from single live cells and living animals. FASEB J. 2009, 23, 2702-2709.
27. Xia, Z.; Rao, J. Biosensing and imaging based on bioluminescence resonance energy transfer. Curr. Opin. Biotechnol. 2009, 20, 37-44.
28. Resch-Genger, U.; Grabolle, M.; Cavaliere-Jaricot, S.; Nitschke, R.; Nann, T. Quantum dots versus organic dyes as fluorescent labels. Nat. Methods 2008, 5, 763-775.
29. Shimomura, O.; Johnson, F.H.; Saiga, Y. Extraction, purification and properties of aequorin, a bioluminescent protein from the luminous hydromedusan, Aequorea. J. Cell. Comp. Physiol. 1962, 59, 223-239.
30. Carson, M. Ribbon models of macromolecules. J. Mol. Graph. 1987, 5, 103-106.
31. Dickson, R.M.; Cubitt, A.B.; Tsien, R.Y.; Moerner, W.E. On/off blinking and switching behaviour of single molecules of green fluorescent protein. Nature 1997, 388, 355-358.
32. Ando, R.; Mizuno, H.; Miyawaki, A. Regulated fast nucleocytoplasmic shuttling observed by reversible protein highlighting. Science 2004, 306, 1370-1373.
33. Baird, G.S.; Zacharias, D.A.; Tsien, R.Y. Circular permutation and receptor insertion within green fluorescent proteins. Proc. Natl. Acad. Sci. USA 1999, 96, 11241-11246.
34. Shui, B.; Wang, Q.; Lee, F.; Byrnes, L.J.; Chudakov, D.M.; Lukyanov, S.A.; Sondermann, H.; Kotlikoff, M.I. Circular permutation of red fluorescent proteins. PLoS One 2011, 6, e20505.
35. Fan, F.; Wood, K.V. Bioluminescent assays for high-throughput screening. Assay Drug Dev. Technol. 2007, 5, 127-136.
36. Loening, A.M.; Fenn, T.D.; Wu, A.M.; Gambhir, S.S. Consensus guided mutagenesis of Renilla luciferase yields enhanced stability and light output. Protein Eng. Des. Sel. 2006, 19, 391-400.
37. Steipe, B.; Schiller, B.; Pluckthun, A.; Steinbacher, S. Sequence statistics reliably predict stabilizing mutations in a protein domain. J. Mol. Biol. 1994, 240, 188-192.
38. Lehmann, M.; Loch, C.; Middendorf, A.; Studer, D.; Lassen, S.F.; Pasamontes, L.; van Loon, A.P.G.M.; Wyss, M. The consensus concept for thermostability engineering of proteins: Further proof of concept. Protein Eng. 2002, 15, 403-411.
39. Kim, S.B. Superluminescent variants of marine luciferases. Anal. Chem. 2011, 83, 8732-8740.
40. Kaihara, A.; Umezawa, Y. Genetically encoded bioluminescent indicator for ERK2 dimer in living cells. Chem. Asian J. 2008, 3, 38-45.
41. Paulmurugan, R.; Gambhir, S.S. Monitoring protein-protein interactions using split synthetic renilla luciferase protein-fragment-assisted complementation. Anal. Chem. 2003, 75, 1584-1589.
42. Remy, I.; Michnick, S.W. A highly sensitive protein-protein interaction assay based on Gaussia luciferase. Nat. Methods 2006, 3, 977-979.
43. Kim, S.B.; Kanno, A.; Ozawa, T.; Tao, H.; Umezawa, Y. Nongenomic activity of ligands in the association of androgen receptor with Src. ACS Chem. Biol. 2007, 2, 484-492.
44. Luker, K.E.; Smith, M.C.; Luker, G.D.; Gammon, S.T.; Piwnica-Worms, H.; Piwnica-Worms, D. Kinetics of regulated protein-protein interactions revealed with firefly luciferase complementation imaging in cells and living animals. Proc. Natl. Acad. Sci. USA 2004, 101, 12288-12293.
45. Paulmurugan, R.; Gambhir, S.S. Firefly luciferase enzyme fragment complementation for imaging in cells and living animals. Anal. Chem. 2005, 77, 1295-1302.
46. Ozawa, T.; Kaihara, A.; Sato, M.; Tachihara, K.; Umezawa, Y. Split luciferase as an optical probe for detecting protein-protein interactions in mammalian cells based on protein splicing. Anal. Chem. 2001, 73, 2516-2521.
47. Kim, S.B.; Otani, Y.; Umezawa, Y.; Tao, H. Bioluminescent indicator for determining protein-protein interactions using intramolecular complementation of split click beetle luciferase. Anal. Chem. 2007, 79, 4820-4826.
48. Villalobos, V.; Naik, S.; Bruinsma, M.; Dothager, R.S.; Pan, M.H.; Samrakandi, M.; Moss, B.; Elhammali, A.; Piwnica-Worms, D. Dual-color click beetle luciferase heteroprotein fragment complementation assays. Chem. Biol. 2010, 17, 1018-1029.
49. Hida, N.; Awais, M.; Takeuchi, M.; Ueno, N.; Tashiro, M.; Takagi, C.; Singh, T.; Hayashi, M.; Ohmiya, Y.; Ozawa, T. High-sensitivity real-time imaging of dual protein-protein interactions in living subjects using multicolor luciferases. PLoS One 2009, 4, e5868.
50. Kim, S.B.; Sato, M.; Tao, H. Split gaussia luciferase-based bioluminescence template for tracing protein dynamics in living cells. Anal. Chem. 2009, 81, 67-74.
51. Website of Swiss Institute of Bioinformatics (SIB). Available online: http://www.expasy.org/ (accessed on 30 August 2012).
52. Prescher, J.A.; Contag, C.H. Guided by the light: Visualizing biomolecular processes in living animals with bioluminescence. Curr. Opin. Chem. Biol. 2010, 14, 80-89.
53. Siegel, R.M.; Chan, F.K.-M.; Zacharias, D.A.; Swofford, R.; Holmes, K.L.; Tsien, R.Y.; Lenardo, M.J. Measurement of molecular interactions in living cells by fluorescence resonance energy transfer between variants of the green fluorescent protein. Sci. STKE 2000, 2000, pl1-pl6.
54. Sato, M.; Ueda, Y.; Takagi, T.; Umezawa, Y. Production of PtdInsP3 at endomembranes is triggered by receptor endocytosis. Nat. Cell Biol. 2003, 5, 1016-1022.
55. Sato, M.; Ueda, Y.; Umezawa, Y. Imaging diacylglycerol dynamics at organelle membranes. Nat. Methods 2006, 3, 797-799.
56. Tyszkiewicz, A.B.; Muir, T.W. Activation of protein splicing with light in yeast. Nat. Methods 2008, 5, 303-305.
57. Kim, S.B.; Tao, H.; Umezawa, Y. Cellular and Biomolecular Recognition; Jelinek, R., Ed.; Wiley-VCH: Darmstadt, Germany, 2009; p. 299.
58. Hoshino, H.; Nakajima, Y.; Ohmiya, Y. Luciferase-YFP fusion tag with enhanced emission for single-cell luminescence imaging. Nat. Methods 2007, 4, 637-639.
59. Wu, C.; Kawasaki, K.; Ohgiya, S.; Ohmiya, Y. Chemical studies on the BRET system between the bioluminescence of Cypridina and quantum dots. Photochem. Photobiol. Sci. 2011, 10, 1531-1534.
60. Roda, A.; Guardigli, M. Analytical chemiluminescence and bioluminescence: Latest achievements and new horizons. Anal. Bioanal. Chem. 2012, 402, 69-76.
61. Huang, X.; Ren, J. Gold nanoparticles based chemiluminescent resonance energy transfer for immunoassay of alpha fetoprotein cancer marker. Anal. Chim. Acta 2010, 686, 115-120.
62. Sannomiya, T.; Voros, J. Single plasmonic nanoparticles for biosensing. Trends Biotechnol. 2011, 29, 343-351.
63. Liu, G.L.; Long, Y.T.; Choi, Y.; Kang, T.; Lee, L.P. Quantized plasmon quenching dips nanospectroscopy via plasmon resonance energy transfer. Nat. Methods 2007, 4, 1015-1017.
64. Kim, S.B.; Ozawa, T. Creating bioluminescent indicators to visualise biological events in living cells and animals. Supramol. Chem. 2010, 22, 440-449.
65. Kim, S.B.; Takenaka, Y.; Torimura, M. A bioluminescent probe for salivary cortisol. Bioconjug. Chem. 2011, 22, 1835-1841.
66. Kim, S.B.; Sato, M.; Tao, H. Genetically encoded bioluminescent indicators for stress hormones. Anal. Chem. 2009, 81, 3760-3768.
67. Yamada, T.; Yoshimura, H.; Inaguma, A.; Ozawa, T. Visualization of non-engineered single mRNAs in living cells using genetically encoded fluorescent probes. Anal. Chem. 2011, 83, 5708-5714.
68. Ozawa, T.; Natori, Y.; Sato, M.; Umezawa, Y. Imaging dynamics of endogenous mitochondrial RNA in single living cells. Nat. Methods 2007, 4, 413-419.
69. Misawa, N.; Kafi, A.K.; Hattori, M.; Miura, K.; Masuda, K.; Ozawa, T. Rapid and high-sensitivity cell-based assays of protein-protein interactions using split click beetle luciferase complementation: An approach to the study of G-protein-coupled receptors. Anal. Chem. 2010, 82, 2552-2560.
70. Takakura, H.; Hattori, M.; Takeuchi, M.; Ozawa, T. Visualization and quantitative analysis of G protein-coupled receptor-beta-arrestin interaction in single cells and specific organs of living mice using split luciferase complementation. ACS Chem. Biol. 2012, 7, 901-910.
71. Gimble, F.S. Putting protein splicing to work. Chem. Biol. 1998, 5, R251-R256.
72. Ozawa, T.; Nogami, S.; Sato, M.; Ohya, Y.; Umezawa, Y. A fluorescent indicator for detecting protein-protein interactions in vivo based on protein splicing. Anal. Chem. 2000, 72, 5151-5157.
73. Kanno, A.; Yamanaka, Y.; Hirano, H.; Umezawa, Y.; Ozawa, T. Cyclic luciferase for real-time sensing of caspase-3 activities in living mammals. Angew. Chem. Int. Ed. 2007, 46, 7595-7599.
74. Kanno, A.; Umezawa, Y.; Ozawa, T. Detection of apoptosis using cyclic luciferase in living mammals. Methods Mol. Biol. 2009, 574, 105-114.
75. Kim, S.B.; Sato, M.; Tao, H. Molecular tension-indexed bioluminescent probe for determining protein-protein interactions. Bioconjug. Chem. 2009, 20, 2324-2330.