Diversity-oriented optical imaging probe development

Current Opinion in Chemical Biology

Volumn 15, Issue 6, 2011, Pages 760-767

  Lee, Jun Seok ^a   Vendrell, Marc ^b   Chang, Young Tae ^b,c  

^a Korea Institute of Science and Technology   (South Korea)

^b AGENCY FOR SCIENCE   (Singapore)

^c NATIONAL UNIVERSITY OF SINGAPORE   (Singapore)

Author keywords

[No Author keywords available]

Indexed keywords

ALKYLGUANINE DNA ALKYLTRANSFERASE; DIHYDROFOLATE REDUCTASE; EPITHELIAL GROWTH FACTOR RECEPTOR; FLUORESCENT DYE; GLUTATHIONE S TRANSFERASE OMEGA 1; GLUTATHIONE TRANSFERASE; GOLD NANOPARTICLE; GROWTH FACTOR RECEPTOR; NANOPARTICLE; ORGANIC COMPOUND; TRANSFERASE; UNCLASSIFIED DRUG; GREEN FLUORESCENT PROTEIN;

CHEMICAL STRUCTURE; COMBINATORIAL CHEMISTRY; DERIVATIZATION; DIAGNOSTIC IMAGING; FLUORESCENCE ACTIVATED CELL SORTING; FLUORESCENCE IMAGING; HIGH THROUGHPUT SCREENING; MOLECULAR IMAGING; REVIEW; SENSITIVITY ANALYSIS; METABOLISM; METHODOLOGY; MOLECULAR PROBE; STAINING; SYNTHESIS;

COMBINATORIAL CHEMISTRY TECHNIQUES; FLUORESCENT DYES; GREEN FLUORESCENT PROTEINS; HIGH-THROUGHPUT SCREENING ASSAYS; MOLECULAR IMAGING; MOLECULAR PROBES; STAINING AND LABELING;

EID: 83055186554     PISSN: 13675931     EISSN: 18790402     Source Type: Journal    
DOI: 10.1016/j.cbpa.2011.10.007     Document Type: Review

References (48)

1. Willmann J.K., van Bruggen N., Dinkelborg L.M., Gambhir S.S. Molecular imaging in drug development. Nat Rev Drug Discov 2008, 7:591-607.
2. Cassidy P.J., Radda G.K. Molecular imaging perspectives. J R Soc Interface 2005, 2:133-144.
3. Sinusas A.J., Bengel F., Nahrendorf M., Epstein F.H., Wu J.C., Villanueva F.S., Fayad Z.A., Gropler R.J. Multimodality cardiovascular molecular imaging, part I. Circ Cardiovasc Imaging 2008, 1:244-256.
4. Czarnik A.W. Desperately seeking sensors. Chem Biol 1995, 2:423-428.
5. Domaille D.W., Que E.L., Chang C.J. Synthetic fluorescent sensors for studying the cell biology of metals. Nat Chem Biol 2008, 4:168-175.
6. Nolan E.M., Lippard S.J. Tools and tactics for the optical detection of mercuric ion. Chem Rev 2008, 108:3443-3480.
7. 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.
8. Giepmans B.N., Adams S.R., Ellisman M.H., Tsien R.Y. The fluorescent toolbox for assessing protein location and function. Science 2006, 312:217-224.
9. Wagner B.K., Carrinski H.A., Ahn Y.H., Kim Y.K., Gilbert T.J., Fomina D.A., Schreiber S.L., Chang Y.T., Clemons P.A. Small-molecule fluorophores to detect cell-state switching in the context of high-throughput screening. J Am Chem Soc 2008, 130:4208-4209.
10. Finney N.S. Combinatorial discovery of fluorophores and fluorescent probes. Curr Opin Chem Biol 2006, 10:238-245.
11. Lavis L.D., Raines R.T. Bright ideas for chemical biology. ACS Chem Biol 2008, 3:142-155.
12. Haugland R. Molecular Probes Handbook, a Guide to Fluorescent Probes and Labeling Technologies 2011.
13. Lee J.S., Kim Y.K., Vendrell M., Chang Y.T. Diversity-oriented fluorescence library approach for the discovery of sensors and probes. Mol Biosyst 2009, 5:411-421.
14. Vendrell M., Lee J.S., Chang Y.T. Diversity-oriented fluorescence library approaches for probe discovery and development. Curr Opin Chem Biol 2010, 14:383-389.
15. Chalfie M., Tu Y., Euskirchen G., Ward W.W., Prasher D.C. Green fluorescent protein as a marker for gene-expression. Science 1994, 263:802-805.
16. Zhang J., Campbell R.E., Ting A.Y., Tsien R.Y. Creating new fluorescent probes for cell biology. Nat Rev Mol Cell Biol 2002, 3:906-918.
17. Los G.V., Encell L.P., McDougall M.G., Hartzell D.D., Karassina N., Zimprich C., Wood M.G., Learish R., Ohana R.F., Urh M., et al. HaloTag: a novel protein labeling technology for cell imaging and protein analysis. ACS Chem Biol 2008, 3:373-382.
18. Gallagher S.S., Sable J.E., Sheetz M.P., Cornish V.W. An in vivo covalent TMP-tag based on proximity-induced reactivity. ACS Chem Biol 2009, 4:547-556.
19. Keppler A., Gendreizig S., Gronemeyer T., Pick H., Vogel H., Johnsson K. A general method for the covalent labeling of fusion proteins with small molecules in vivo. Nat Biotechnol 2003, 21:86-89.
20. Gautier A., Juillerat A., Heinis C., Correa I.R., Kindermann M., Beaufils F., Johnsson K. An engineered protein tag for multiprotein labeling in living cells. Chem Biol 2008, 15:128-136.
21. Son J., Lee J.J., Lee J.S., Schuller A., Chang Y.T. Isozyme-specific fluorescent inhibitor of glutathione s-transferase omega 1. ACS Chem Biol 2010, 5:449-453.
22. Lee J.J., Son J., Ha H.H., Chang Y.T. Fluorescent labeling of membrane proteins on the surface of living cells by a self-catalytic glutathione s-transferase omega 1 tag. Mol Biosyst 2011, 7:1270-1276.
23. Marks K.M., Rosinov M., Nolan G.P. In vivo targeting of organic calcium sensors via genetically selected peptides. Chem Biol 2004, 11:347-356.
24. Szent-Gyorgyi C., Schmidt B.A., Creeger Y., Fisher G.W., Zakel K.L., Adler S., Fitzpatrick J.A.J., Woolford C.A., Yan Q., Vasilev K.V., et al. Fluorogen-activating single-chain antibodies for imaging cell surface proteins. Nat Biotechnol 2008, 26:235-240.
25. Griffin B.A., Adams S.R., Tsien R.Y. Specific covalent labeling of recombinant protein molecules inside live cells. Science 1998, 281:269-272.
26. Lee J.J., Lee S.C., Zhai D., Ahn Y.H., Yeo H.Y., Tan Y.L., Chang Y.T. Bodipy-diacrylate imaging probes for targeted proteins inside live cells. Chem Commun (Camb) 2011, 47:4508-4510.
27. Adams S.R., Campbell R.E., Gross L.A., Martin B.R., Walkup G.K., Yao Y., Llopis J., Tsien R.Y. New biarsenical ligands and tetracysteine motifs for protein labeling in vitro and in vivo: synthesis and biological applications. J Am Chem Soc 2002, 124:6063-6076.
28. Guy J., Castonguay R., Pineda N.B.C.R., Jacquier V., Caron K., Michnick S.W., Keillor J.W. De novo helical peptides as target sequences for a specific, fluorogenic protein labelling strategy. Mol Biosyst 2010, 6:976-987.
29. Chan W.C., Maxwell D.J., Gao X., Bailey R.E., Han M., Nie S. Luminescent quantum dots for multiplexed biological detection and imaging. Curr Opin Biotechnol 2002, 13:40-46.
30. Cho S.J., Ahn Y.H., Maiti K.K., Dinish U.S., Fu C.Y., Thoniyot P., Olivo M., Chang Y.T. Combinatorial synthesis of a triphenylmethine library and their application in the development of surface enhanced Raman scattering (SERS) probes. Chem Commun (Camb) 2010, 46:722-724.
31. Maiti K.K., Samanta A., Vendrell M., Soh K.S., Olivo M., Chang Y.T. Multiplex cancer cell detection by SERS nanotags with cyanine and triphenylmethine Raman reporters. Chem Commun (Camb) 2011, 47:3514-3516.
32. Maiti K.K., Dinish U.S., Fu C.Y., Lee J.J., Soh K.S., Yun S.W., Bhuvaneswari R., Olivo M., Chang Y.T. Development of biocompatible SERS nanotag with increased stability by chemisorption of reporter molecule for in vivo cancer detection. Biosens Bioelectron 2010, 26:398-403.
33. Hirano T., Hiromoto K., Kagechika H. Development of a library of 6-arylcoumarins as candidate fluorescent sensors. Org Lett 2007, 9:1315-1318.
34. Schiedel M.S., Briehn C.A., Bauerle P. Single-compound libraries of organic materials: parallel synthesis and screening of fluorescent dyes. Angew Chem Int Ed Engl 2001, 40:4677-4680.
35. Sivakumar K., Xie F., Cash B.M., Long S., Barnhill H.N., Wang Q. A fluorogenic 1,3-dipolar cycloaddition reaction of 3-azidocoumarins and acetylenes. Org Lett 2004, 6:4603-4606.
36. Rosania G.R., Lee J.W., Ding L., Yoon H.S., Chang Y.T. Combinatorial approach to organelle-targeted fluorescent library based on the styryl scaffold. J Am Chem Soc 2003, 125:1130-1131.
37. Shedden K., Brumer J., Chang Y.T., Rosania G.R. Chemoinformatic analysis of a supertargeted combinatorial library of styryl molecules. J Chem Inf Comp Sci 2003, 43:2068-2080.
38. Schuller A., Goh G.B., Kim H., Lee J.S., Chang Y.T. Quantitative structure-fluorescence property relationship analysis of a large BODIPY library. Mol Inform 2010, 29:717-729.
39. Kim E., Koh M., Ryu J., Park S.B. Combinatorial discovery of full-color-tunable emissive fluorescent probes using a single core skeleton, 1,2-dihydropyrrolo[3,4-beta]indolizin-3-one. J Am Chem Soc 2008, 130:12206-12207.
40. Kim E., Koh M., Lim B.J., Park S.B. Emission wavelength prediction of a full-color-tunable fluorescent core skeleton, 9-aryl-1,2-dihydropyrrolo[3,4-b]indolizin-3-one. J Am Chem Soc 2011, 133:6642-6649.
41. Samanta A., Vendrell M., Das R., Chang Y.T. Development of photostable near-infrared cyanine dyes. Chem Commun (Camb) 2010, 46:7406-7408.
42. Samanta A., Vendrell M., Yun S.W., Guan Z., Xu Q.H., Chang Y.T. A photostable near-infrared protein labeling dye for in vivo imaging. Chem Asian J 2011, 6:1353-1357.
43. Samanta A., Maiti K.K., Soh K.S., Liao X., Vendrell M., Dinish U.S., Yun S.W., Bhuvaneswari R., Kim H., Rautela S., et al. Ultrasensitive near-infrared Raman reporters for SERS-based in vivo cancer detection. Angew Chem Int Ed Engl 2011, 50:6089-6092.
44. Lee J.S., Kim H.K., Feng S.H., Vendrell M., Chang Y.T. Accelerating fluorescent sensor discovery: unbiased screening of a diversity-oriented BODIPY library. Chem Commun (Camb) 2011, 47:2339-2341.
45. Lee J.S., Badridge A., Peng S.H., Yang S.Q., Kim Y.K., Tolbert L.M., Chang Y.T. Fluorescence response profiling for small molecule sensors utilizing the green fluorescent protein chromophore and its derivatives. ACS Comb Sci 2011, 13:32-38.
46. Li J., Ha H.H., Guo L., Coomber D., Chang Y.T. Discovery of novel zebrafish neural tracers by organism-based screening of a rosamine library. Chem Commun (Camb) 2010, 46:2932-2934.
47. Kelly K.A., Shaw S.Y., Nahrendorf M., Kristoff K., Aikawa E., Schreiber S.L., Clemons P.A., Weissleder R. Unbiased discovery of in vivo imaging probes through in vitro profiling of nanoparticle libraries. Integr Biol 2009, 1:311-317.
48. Schellenberger E.A., Reynolds F., Weissleder R., Josephson L. Surface-functionalized nanoparticle library yields probes for apoptotic cells. Chembiochem 2004, 5:275-279.