Fluorescent detection of zinc in biological systems: Recent development on the design of chemosensors and biosensors

Coordination Chemistry Reviews

Volumn 248, Issue 1-2, 2004, Pages 205-229

  Jiang, Pengju ^a   Guo, Zijian ^a  

^a NANJING UNIVERSITY   (China)

Author keywords

Biological imaging; Fluorescent probe; Fluorophore; Ionophore; Zinc(II) ion

Indexed keywords

AMINE; CALCIUM ION; CHELATING AGENT; FLUORESCENT DYE; IONOPHORE; MAGNESIUM ION; NUCLEIC ACID; PEPTIDE DERIVATIVE; POLYAMINE; PROTEIN; QUINOLINE DERIVATIVE; ZINC COMPLEX;

ALZHEIMER DISEASE; ANISOTROPY; BIOSENSOR; CHEMOSENSOR; CRYSTAL STRUCTURE; DNA RNA HYBRIDIZATION; ELECTRON TRANSPORT; ENERGY TRANSFER; FLUORESCENCE; FLUORESCENCE MICROSCOPY; FLUORESCENCE RESONANCE ENERGY TRANSFER; HUMAN; IMAGING SYSTEM; MOLECULAR BIOLOGY; NEUROCHEMISTRY; NONHUMAN; REVIEW; SENSOR;

EID: 1142303789     PISSN: 00108545     EISSN: None     Source Type: Journal    
DOI: 10.1016/j.cct.2003.10.013     Document Type: Review

References (232)

1. F.A. Cotton, G. Wilkinson, Advanced Inorganic Chemistry, fifthth ed., Wiley, 1988.
2. Bush A.I. Curr. Opin. Chem. Biol. 4:2000;184.
3. Outten C.E., O'Halloran T.V. Science. 292:2001;2488.
4. Finney L.A., O'Halloran T.V. Science. 300:2003;931.
5. Lopez-Garcia C., Varea E., Palop J.J., Nacher J., Ramirez C., Ponsoda X., Molowny A. Microsc. Res. Tech. 56:2002;318.
6. N.N. Greenwood, A. Earnshaw, Chemistry of the Elements, second ed., Butterworth-Heinemann, 1997.
7. Berg J.M., Shi Y. Science. 271:1996;1081.
8. Cox E.H., McLendon G.L. Curr. Opin. Chem. Biol. 4:2000;162.
9. Clarke N.D., Berg J.M. Science. 282:1998;2018.
10. Andrews G.K. Biometals. 14:2001;223.
11. Coleman J.E. Curr. Opin. Chem. Biol. 2:1998;222.
12. Truong-Tran A.Q., Carter J., Ruffin R.E., Zalewski P.D. Biometals. 14:2001;315.
13. S.J. Lippard, J.M. Berg, Principles of Bioinorganic Chemistry, University Science Books, Mill Valley, 1994.
14. Burdette S.C., Lippard S.J. Coord. Chem. Rev. 216-217:2001;333.
15. Burdette S.C., Lippard S.J. Proc. Natl. Acad. Sci. U.S.A. 100:2003;3605.
16. Frederickson C.J., Suh S.W., Silva D., Frederickson C.J., Thompson R.B. J. Nutr. 130:2000;1471S.
17. Xie X., Smart T.G. Nature. 349:1991;521.
18. Frederickson C.J., Bush A.I. Biometals. 14:2001;353.
19. Li Y., Hough C.J., Suh S.W., Sarvey J.M., Frederickson C.J. J. Neurophysiol. 86:2001;2597.
20. Li Y., Hough C.J., Frederickson C.J., Sarvey J.M. J. Neurosci. 21:2001;8015.
21. Chen Y., Irie Y., Keung W.M., Maret W. Biochemistry. 41:2002;8360.
22. Cuajungco M.P., Lees G.J. Neurobiol. Dis. 4:1997;137.
23. Bush A.I., Tanzi R.E. Proc. Natl. Acad. Sci. U.S.A. 99:2002;7317.
24. Potter S.Z., Valentine J.S. J. Biol. Inorg. Chem. 8:2003;373.
25. Ravanti L., Kahari V.M. Int. J. Mol. Med. 6:2000;391.
26. Huang E.P. Proc. Natl. Acad. Sci. U.S.A. 94:1997;13386.
27. Kimura E., Koike T. Chem. Soc. Rev. 27:1998;179.
28. Zhang J., Campbell R.E., Ting A.Y., Tisen R.Y. Nat. Rev. Mol. Cell Biol. 3:2002;906.
29. Fabbrizzi L., Licchelli M., Pallavicini P., Sacchi D., Taglietti A. Analyst. 121:1996;1763.
30. Fierke C.A., Thompson R.B. Biometals. 14:2001;205.
31. Rurack K. Spectrochim. Acta A. 57:2001;2161.
32. B. Valeur, Molecular Fluorescence: Principles and Applications, Wiley-VCH, Weinheim, 2001.
33. Valeur B., Leray I. Coord. Chem. Rev. 205:2000;3.
34. de Silva A.P., Fox D.B., Huxley A.J.M., Moody T.S. Coord. Chem. Rev. 205:2000;41.
35. de Silva A.P., Gunaratne H.Q.N., Gunnlaugsson T., Huxley A.J.M., McCoy C.P., Rademacher J.T., Rice T.E. Chem. Rev. 97:1997;1515.
36. Rothman J.H., Still W.C. Bioorg. Med. Chem. Lett. 9:1999;509.
37. Johnson D.K. Comb. Chem. High T. Scr. 6:2003;245.
38. Kimura E., Aoki S. Biometals. 14:2001;191.
39. Thompson R.B., Peterson D., Mahoney W., Cramer M., Maliwal B.P., Suh S.W., Frederickson C., Fierke C., Herman P. J. Neurosci. Meth. 118:2002;63.
40. G. Svehla, G. Suehla, Vogel's Qualitative Inorganic Analysis, seventh ed., Addison-Wesley, 1996.
41. Soroka K., Vithanga R.S., Philips D.A., Walker B., Dasgupta P.K. Anal. Chem. 59:1987;629.
42. Schulman S.G., Sanders L.B. Anal. Chim. Acta. 56:1971;83.
43. Leroux N., Goethals M., Zeegers-Huyskens Th. Vib. Spectrosc. 9:1995;235.
44. Van Meervelt L., Goethals M., Leroux N., Zeegers-Huyskens T. J. Phys. Org. Chem. 10:1997;680.
45. Frederickson C.J., Kasarskis E.J., Ringo D., Frederickson R.E. J. Neurosci. Methods. 20:1987;91.
46. Andrews J.C., Nolan J.P., Hammerstedt R.H., Bavister B.D. Cytometry. 21:1995;153.
47. R.P. Haugland, Handbook of Fluorescent Probes and Research Products, ninth ed., Molecular Probes Inc., 2002.
48. Velázquez R.A., Cai Y., Shi Q., Larson A.A. J. Neurosci. 19:1999;2288.
49. Marin P., Israel M., Glowinski J., Premont J. Eur. J. Neurosci. 12:2000;8.
50. Jindal R.M., Taylor R.P., Gray D.W., Esmeraldo R., Morris P.J. Diabetes. 41:1992;1056.
51. Jindal R.M., Gray D.W., Morris P.J. Transplantation. 56:1993;1282.
52. Craven R. Nat. Rev. Neurosci. 2:2001;533.
53. Zalewski P.D., Forbes I.J., Betts W.H. Biochem. J. 296:1993;403.
54. Mahadevan I.B., Kimber M.C., Lincoln S.F., Tiekink E.R.T., Ward A.D., Betts W.H., Forbes I.J., Zalewski P.D. Aust. J. Chem. 49:1996;561.
55. Tsien R.Y. Nature. 290:1981;527.
56. Zalewski P.D., Millard S.H., Forbes I.J., Kapaniris O., Slavotinek A., Betts W.H., Ward A.D., Lincoln S.F., Mahadevan I. J. Histochem. Cytochem. 42:1994;877.
57. Coyle P., Zalewski P.D., Philcox J.C., Forbes I.J., Ward A.D., Lincoln S.F., Mahadevan I., Rofe A.M. Biochem. J. 303:1994;781.
58. Zalewski P.D., Forbes I.J., Seamark R.F., Borlinghaus R., Betts W.H., Lincoln S.F., Ward A.D. Chem. Biol. 1:1994;153.
59. Budde T., Minta A., White J.A., Kay A.R. Neuroscience. 79:1997;347.
60. Snitsarev V., Budde T., Stricker T.P., Cox J.M., Krupa D.J., Geng L., Kay A.R. Biophys. J. 80:2001;1538.
61. Kimber M.C., Mahadevan I.B., Lincoln S.F., Ward A.D., Tiekink E.R.T. J. Org. Chem. 65:2000;8204.
62. Kimber M.C., Mahadevan I.B., Lincoln S.F., Ward A.D., Betts W.H. Aust. J. Chem. 54:2001;43.
63. P. Jiang, L. Chen, J. Lin, Q. Liu, J. Ding, X. Gao, Z. Guo, Chem. Commun. (2002) 1424.
64. Kimber M.C., Ward A.D., Tiekink E.R.T. Z. Krist-New Cryst. St. 217:2002;349.
65. Kerr M.C., Preston H.S., Ammon H.L., Huheey J.E., Stewart J.M. J. Coord. Chem. 11:1981;111.
66. Nasir M.S., Fahrni C.J., Suhy D.A., Kolodsick K.J., Singer C.P., O'Halloran T.V. J. Biol. Inorg. Chem. 4:1999;775.
67. K.M. Hendrickson, T. Rodopoulos, P.-A. Pittet, I. Mahadevan, S.F. Lincoln, A.D. Ward, T. Kurucsev, P.A. Duckworth, I.J. Forbes, P.D. Zalewski, W.H. Betts, J. Chem. Soc., Dalton Trans. (1997) 3879.
68. Fahrni C.J., O'Halloran T.V. J. Am. Chem. Soc. 121:1999;11448.
69. Hendrickson K.M., Geue J.P., Wyness O., Lincoln S.F., Ward A.D. J. Am. Chem. Soc. 125:2003;3889.
70. Merritt L.L., Cady R.T., Mundy B.W. Acta Crystallogr. 7:1954;473.
71. Albrecht M., Witt K., Weiss P., Wegelius E., Fröhlich R. Inorg. Chim. Acta. 341:2002;25.
72. Pearce D.A., Jotterand N., Carrico I.S., Imperiali B. J. Am. Chem. Soc. 123:2001;5160.
73. M. Ghedini, M. La Deda, I. Aiello, A. Grisolia, J. Chem. Soc., Dalton Trans. (2002) 3406.
74. Anderegg G., Hubmann E., Podder N.G., Wenk F. Helv. Chim. Acta. 60:1977;123.
75. Arslan P., Di Virgilio F., Beltrame M., Tsien R.Y., Pozzan T. J. Biol. Chem. 260:1985;2719.
76. S. Bhattacharya, S.S. Mandal, Chem. Commun. (1996) 1515.
77. de Silva S.A., Zavaleta A., Baron D.E., Allam O., Isidor E.V., Kashimura N., Percarpio J.M. Tetrahedron Lett. 38:1997;2237.
78. Sjöback R., Nygren J., Kubista M. Spectrochim. Acta A. 51:1995;L7.
79. Canzoniero L.M.T., Sensi S.L., Choi D.W. Neurobiol. Dis. 4:1997;275.
80. Sensi S.L., Yin H.Z., Carriedo S.G., Rao S.S., Weiss J.H. Proc. Natl. Acad. Sci. U.S.A. 96:1999;2414.
81. Yin H.Z., Sensi S.L., Ogoshi F., Weiss J.H. J. Neurosci. 22:2002;1273.
82. Aizenman E., Stout A.K., Hartnett K.A., Dineley K.E., McLaughlin B., Reynolds I.J. J. Neurochem. 75:2000;1878.
83. Li Y., Hough C.J., Suh S.W., Sarvey J.M., Frederickson C.J. J. Neurophysiol. 86:2001;2597.
84. Gee K.R., Zhou Z.-L., Ton-That D., Sensi S.L., Weiss J.H. Cell Calcium. 31:2002;245.
85. Walkup G.K., Burdette S.C., Lippard S.J., Tsien R.Y. J. Am. Chem. Soc. 122:2000;5644.
86. Burdette S.C., Walkup G.K., Spingler B., Tsien R.Y., Lippard S.J. J. Am. Chem. Soc. 123:2001;7831.
87. Burdette S.C., Frederickson C.J., Bu W., Lippard S.J. J. Am. Chem. Soc. 125:2003;1778.
88. Diehl H., Ellingboe J.L. Anal. Chem. 28:1956;882.
89. Woodroofe C.C., Lippard S.J. J. Am. Chem. Soc. 125:2003;11458.
90. Hirano T., Kikuchi K., Urano Y., Higuchi T., Nagano T. J. Am. Chem. Soc. 122:2000;12399.
91. Hirano T., Kikuchi K., Urano Y., Nagano T. J. Am. Chem. Soc. 124:2002;6555.
92. Rurack K., Resch-Genger U. Chem. Soc. Rev. 31:2002;116.
93. Maruyama S., Kikuchi K., Hirano T., Urano Y., Nagano T. J. Am. Chem. Soc. 124:2002;10650.
94. Kim T.W., Park J., Hong J.-I. J. Chem. Soc., Perkin Trans. 2:2002;923.
95. Huston M.E., Haider K.W., Czarnik A.W. J. Am. Chem. Soc. 110:1988;4460.
96. Czarnik A.W. Acc. Chem. Res. 27:1994;302.
97. Van Arman S.A., Czarnik A.W. J. Am. Chem. Soc. 112:1990;5376.
98. M.A. Bernardo, F. Pina, B. Escuder, E. Garcia-España, M.L. Godíno-Salido, J. Latorre, S.V. Luis, J.A. Ramírez, C. Soriano, J. Chem. Soc., Dalton Trans. (1999) 915.
99. S. Alves, F. Pina, M.T. Albelda, E. García-España, C. Soriano S.V. Luis, Eur. J. Inorg. Chem. (2001) 405.
100. Fabbrizzi L., Licchelli M., Pallavicini P., Taglietti A. Inorg. Chem. 35:1996;1733.
101. Fabbrizzi L., Licchelli M., Pallavicini P., Perotti A., Taglietti A., Sacchi D. Chem. Eur. J. 2:1996;75.
102. Sclafani J.A., Maranto M.T., Sisk T.M., Van Arman S.A. Tetrahedron Lett. 37:1996;2193.
103. Mei M., Wu S. Acta Phys.-Chim. Sin. 16:2000;559.
104. L. Prodi, F. Bolletta, M. Montalti, N. Zaccheroni, Eur. J. Inorg. Chem. (1999) 455.
105. Prodi L., montalti M., Zaccheroni N., Dallavalle F., Folesani G., Lanfranchi M., Corradini R., Pagliari S., Marchelli R. Helv. Chim. Acta. 84:2001;690.
106. Akkaya E.U., Huston M.E., Czarnik A.W. J. Am. Chem. Soc. 112:1990;3590.
107. Aoki S., Kimura E. J. Biotechnol. 90:2002;129.
108. Wang X., Tan R., Guo Z. Chin. J. Org. Chem. 23:2003;129.
109. Koike T., Watanabe T., Aoki S., Kimura E., Shiro M. J. Am. Chem. Soc. 118:1996;12696.
110. Kimura E. S. Afr. J. Chem.-S.-Afr. T. 50:1997;240.
111. Xue G., Bradshaw J.S., Song H., Bronson R.T., Savage P.B., Krakowiak K.E., Izatt R.M., Prodi L., Montalti M., Zaccheroni N. Tetrahedron. 57:2001;87.
112. Krizek B.A., Merkle D.L., Gerg J.M. Inorg. Chem. 32:1993;937.
113. Czarnik A.W. Curr. Biol. 2:1995;423.
114. T. Koike, T. Abe, M. Takahashi, K. Ohtani, E. Kimura, M. Shiro, J. Chem. Soc., Dalton Trans. (2002) 1764.
115. Aoki S., Kaido S., Fujioka H., Kimura E. Inorg. Chem. 42:2003;1023.
116. Hirano T., Kikuchi K., Urano Y., Higuchi T., Nagano T. Angew. Chem. Int. Ed. 39:2000;1052.
117. Burdette S.C., Lippard S.J. Inorg. Chem. 41:2002;6816.
118. Lim N.C., Yao L., Freake H.c., Brückner C. Bioorg. Med. Chem. Lett. 13:2003;2251.
119. B.K. Kaletaş, R.M. Williams, B. König, L. De Cola, Chem. Commun. (2002) 776.
120. Han M.S., Kim D.H. Supramol. Chem. 15:2003;59.
121. Saudan C., Balzani V., Gorka M., Lee S.-K., Maestri M., Vicinelli V., Vögtle F. J. Am. Chem. Soc. 125:2003;4424.
122. Bazzicalupi C., Bencini A., Bianchi A., Giorgi C., Fusi V., Valtancoli B., Bernardo M.A., Pina F. Inorg. Chem. 38:1999;3806.
123. A. Bencini, M.A. Bernardo, A. Bianchi, V. Fusi, C. Giorgi, F. Pina, B. Valtancoli, Eur. J. Inorg. Chem. (1999) 1911.
124. Truong-Tran A.Q., Carter J., Ruffin R.E., Zalewski P.D. Biometals. 14:2001;315.
125. Kimura E., Aoki S., Kikuta E., Koike T. Proc. Natl. Acad. Sci. U.S.A. 100:2003;3731.
126. Takahashi A., Camacho P., Lechleiter J.D., Herman B. Physiol. Rev. 79:1999;1089.
127. Tsien R.Y. Biochemistry. 19:1980;2396.
128. Levy L.A., Murphy E., Raju B., London R.E. Biochemistry. 27:1988;4041.
129. Grynkiewicz G., Poenie M., Tsien R.Y. J. Biol. Chem. 260:1985;3440.
130. Jefferson J.R., Hunt J.B., Ginsburg A. Anal. Biochem. 187:1990;328.
131. Hyrc K.L., Bownik J.M., Goldberg M.P. Cell Calcium. 27:2000;75.
132. McCall K.A., Fierke C.A. Anal. Biochem. 284:2000;307.
133. Atar D., Backx P.H., Appel M.M., Gao W.D., Marban E. J. Biol. Chem. 270:1995;2473.
134. Sensi S.L., Canzoniero L.M.T., Yu S.P., Ying H.S., Koh J.-Y., Kerchner G.A., Choi D.W. J. Neurosci. 17:1997;9554.
135. Cheng C., Reynolds I.J. J. Neurochem. 71:1998;2401.
136. Turan B., Fliss H., Desilets M. Am. J. Physiol.-Heart C. 272:1997;H2095.
137. Raju B., Murphy E., Levy L.A., Hall R.D., London R.E. Am. J. Physiol.-Cell Ph. 256:1989;C540.
138. Illner H., McGuigan J.A., Luthi D. Pflugers Arch.-Eur. J. Physiol. 422:1992;179.
139. Simons T.J. J. Biochem. Biophys. Methods. 27:1993;25.
140. Canzoniero L.M.T., Turetsky D.M., Choi D.W. J. Neurosci. 19(RC31):1999;1.
141. Kuhn M.A., Hoyland B., Carter S., Zhang C., Haugland R.P. Proc. SPIE-Intl. Soc. Opt. Eng. 2388:1995;238.
142. Ragozzino D., Giovannelli A., Degasperi V., Eusebi F., Grassi F. J. Physiol. 529.1:2000;83.
143. Cuajungco M.P., Lees G.J. Brain Res. 799:1998;97.
144. Hansson A. Arch. Biochem. Biophys. 328:1996;233.
145. Vogt K., Mellor J., Tong G., Nicoll R. Neuron. 26:2000;187.
146. Kleyman T.R., Cragoe E.J. Jr. J. Membr. Biol. 105:1988;1.
147. Minta A., Kao J.P.Y., Tsien R.Y. J. Biol. Chem. 264:1989;8171.
148. Gee K.R., Brown K.A., Chen W.-N.U., Bishop-Stewart J., Gray D., Johnson I. Cell Calcium. 27:2000;97.
149. Gee K.R., Zhou Z.-L., Qian W.-J., Kennedy R. J. Am. Chem. Soc. 124:2002;776.
150. Qian W.-J., Gee K.R., Kennedy R.T. Anal. Chem. 75:2003;3468.
151. Sensi S.L., Ton-That D., Weiss J.H., Rothe A., Gee K.R. Cell Calcium. 34:2003;281.
152. Xue G., Bradshaw J.S., Dalley N.K., Savage P.B., Izatt R.M., Prodi L., Montalti M., Zaccheroni N. Tetrahedron. 58:2002;4809.
153. Prodi L., Montalti M., Bradshaw J.S., Izatt R.M., Savage P.B. J. Incl. Phenom. Macro. Chem. 41:2001;123.
154. Bronson R.T., Bradshaw J.S., Savage P.B., Fuangswasdi S., Lee S.C., Krakowiak K.E., Izatt R.M. J. Org. Chem. 66:2001;4752.
155. Yang Z., Bradshaw J.S., Zhang X.X., Savage P.B., Krakowiak K.E., Dalley N.K., Su N., Bronson R.T., Izatt R.M. J. Org. Chem. 64:1999;3162.
156. Su N., Bradshaw J.S., Zhang X.X., Song H., Savage P.B., Xue G., Krakowiak K.E., Izatt R.M. J. Org. Chem. 64:1999;8855.
157. Yang R., Li K., Wang K., Zhao F., Li N., Liu F. Anal. Chem. 75:2003;612.
158. Unob F., Asfari Z., Vicens J. Tetrahedron Lett. 39:1998;2951.
159. J.M. Castagnetto, J.W. Canary, Chem. Commun. (1998) 203.
160. W. Goodall, J.A.G. Williams, Chem. Commun. (2001) 2514.
161. Goze C., Ulrich G., Charbonnière L., Cesario M., Prangé T., Ziessel R. Chem. Eur. J. 9:2003;3748.
162. Kawakami J., Niiyama T., Ito S. Anal. Sci. 18:2002;735.
163. Tanaka K., Kumagai T., Aoki H., Deguchi M., Iwata S. J. Org. Chem. 66:2001;7328.
164. Henary M.M., Fahrni C.J. J. Phys. Chem. A. 106:2002;5210.
165. Wang P., Onozawa-Komatsuzaki N., Himeda Y., Sugihara H., Arakawa H., Kasuga K. Tetrahedron Lett. 42:2001;9199.
166. K. Rurack, R. Radeglia, Eur. J. Inorg. Chem. (2000) 2271.
167. Winkler J.D., Bowen C.M., Michelet V. J. Am. Chem. Soc. 120:1998;3237.
168. O. Reany, T. Gunnlaugsson, D. Parker, Chem. Commun. (2000) 473.
169. Reany O., Gunnlaugsson T., Parker D. J. Chem. Soc., Perkin Trans. 2:2000;1819.
170. Hanaoka K., Kikuchi K., Kojima H., Urano Y., Nagano T. Angew. Chem. Int. Ed. 42:2003;2996.
171. Hunt J.B., Neece S.H., Schachman H.K., Ginsburg A. J. Biol. Chem. 259:1984;14793.
172. Bird A.J., Turner-Cavet J.S., Lakey J.H., Robinson N.J. J. Biol. Chem. 273:1998;21246.
173. Newman J.D., Anthony J.R., Donohue T.J. J. Mol. Biol. 313:2001;485.
174. Dineley K.E., Malaiyandi L.M., Reynolds I.J. Mol. Pharmacol. 62:2002;618.
175. Clark H.A., Barker S.L.R., Brasuel M., Miller M.T., Monson E., Parus S., Shi Z.-Y., Song A., Thorsrud B., Kopelman R., Ade A., Meixner W., Athey B., Hoyer M., Hill D., Lightle R., Philbert M.A. Sensor. Actuat. B: Chem. B. 51:1998;12.
176. Sumner J.P., Aylott J.W., Monson E., Kopelman R. Analyst. 127:2002;11.
177. Simonson T., Calimet N. Proteins. 49:2002;37.
178. Krizek B.A., Merkle D.L., Berg J.M. Inorg. Chem. 32:1993;937.
179. Berg J.M. Acc. Chem. Res. 28:1995;14.
180. Walkup G.K., Imperiali B. J. Am. Chem. Soc. 118:1996;3053.
181. Walkup G.K., Imperiali B. J. Am. Chem. Soc. 119:1997;3443.
182. Walkup G.K., Imperiali B. J. Org. Chem. 63:1998;6727.
183. Shults M.D., Pearce D.A., Imperiali B. J. Am. Chem. Soc. 125:2003;10591.
184. Godwin H.A., Berg J.M. J. Am. Chem. Soc. 118:1996;6514.
185. Eis P.S., Lakowicz J.R. Biochemistry. 32:1993;7981.
186. Benson D.E., Wisz M.S., Hellinga H.W. Curr. Opin. Biotechnol. 9:1998;370.
187. Hellinga H.W., Marvin J.S. Trends Biotechnol. 16:1998;183.
188. Chen R.F., Kernohan J.C. J. Biol. Chem. 242:1967;5813.
189. Mann T., Keilin D. Nature. 146:1940;164.
190. Thompson R.B., Jones E.R. Anal. Chem. 65:1993;730.
191. Nair S.K., Elbaum D., Christianson D.W. J. Biol. Chem. 271:1996;1003.
192. Thompson R.B., Patchan M.W. J. Fluoresc. 5:1995;123.
193. Elbaum D., Nair S.K., Patchan M.W., Thompson R.B., Christianson D.W. J. Am. Chem. Soc. 118:1996;8381.
194. Thompson R.B., Maliwal B.P., Fierke C.A. Anal. Chem. 70:1998;1749.
195. Thompson R.B., Whetsell W.O. Jr., Maliwal B.P., Fierke C.A., Frederickson C.J. J. Neurosci. Methods. 96:2000;35.
196. Thompson R.B., Maliwal B.P., Zeng H.-H. J. Biomed. Opt. 5:2000;17.
197. Thompson R.B., Patchan M.W. Anal. Biochem. 227:1995;123.
198. Thompson R.B., Ge Z., Patchan M.W., Fierke C.A. J. Biomed. Opt. 1:1996;131.
199. Thompson R.B., Cramer M.L., Bozym R., Fierke C.A. J. Biomed. Opt. 7:2002;555.
200. Christianson D.W., Fierke C.A. Acc. Chem. Res. 29:1996;331.
201. Thompson R.B., Maliwal B.P., Feliccia V.L., Fierke C.A., McCall K. Anal. Chem. 70:1998;4717.
202. Thompson R.B., Maliwal B.P., Fierke C.A. Anal. Biochem. 267:1999;185.
203. Marvin J.S., Corcoran E.E., Hattangadi N.A., Zhang J.V., Gere S.A., Hellinga H.W. Proc. Natl. Acad. Sci. U.S.A. 94:1997;4366.
204. Marvin J.S., Hellinga H.W. Proc. Natl. Acad. Sci. U.S.A. 98:2001;4955.
205. Miyawaki A., Llopis J., Heim R., McCaffery J.M., Adams J.A., Ikura M., Tsien R.Y. Nature. 388:1997;882.
206. Pearce L.L., Gandley R.E., Han W., Wasserloos K., Stitt M., Kanai A.J., McLaughlin M.K., Pitt B.R., Levitan E.S. Proc. Natl. Acad. Sci. U.S.A. 97:2000;477.
207. Jensen K.K., Martini L., Schwartz T.W. Biochemistry. 40:2001;938.
208. Barondeau D.P., Kassmann C.J., Tainer J.A., Getzoff E.D. J. Am. Chem. Soc. 124:2002;3522.
209. Jayasena S.D. Clin. Chem. 45:1999;1628.
210. Stewart J.D., Roberts V.A., Crowder M.W., Getzoff E.D., Benkovic S.J. J. Am. Chem. Soc. 116:1994;415.
211. Outten C.E., Outten F.W., O'Halloran T.V. J. Biol. Chem. 274:1999;37517.
212. Hitomi Y., Outten C.E., O'Halloran T.V. J. Am. Chem. Soc. 123:2001;8614.
213. VanZile M.L., Cosper N.J., Scott R.A., Giedroc D.P. Biochemistry. 39:2000;11818.
214. VanZile M.L., Chen X., Giedroc D.P. Biochemistry. 41:2002;9765.
215. VanZile M.L., Chen X., Giedroc D.P. Biochemistry. 41:2002;9776.
216. Pennella M.A., Shokes J.E., Cosper N.J., Scott R.A., Giedroc D.P. Proc. Natl. Acad. Sci. U.S.A. 100:2003;3713.
217. Kjærgaard K., Schembri M.A., Klemm P. App. Environ. Microb. 67:2001;5467.
218. Lu Y. Chem.-Eur. J. 8:2002;4589.
219. Lu Y., Liu J., Li J., Bruesehoff P.J., Pavot C.M.-B., Brown A.K. Biosensors. Bioelectron. 18:2003;529.
220. Gold L., Polisky B., Uhlenbeck O., Yarus M. Annu. Rev. Biochem. 64:1995;763.
221. Osborne S.E., Ellington A.D. Chem. Rev. 97:1997;349.
222. Breaker R.R. Chem. Rev. 97:1997;371.
223. Wilson D.S., Szostak J.W. Annu. Rev. Biochem. 68:1999;611.
224. R.F. Gesteland, T.R. Cech, J.F. Atkins, The RNA World, second ed., Cold Spring Harbor Laboratory Press, New York, 1999.
225. Sun L.Q., Cairns M.J., Saravolac E.G., Baker A., Gerlach W.L. Pharmacol. Rev. 52:2000;325.
226. Ciesiolka J., Gorski J., Yarus M. RNA. 1:1995;538.
227. Ciesiolka J., Yarus M. RNA. 2:1996;785.
228. Kawakami J., Imanaka H., Yokota Y., Sugimoto N. J. Inorg. Biochem. 82:2000;197.
229. Li J., Zheng W., Kwon A.H., Lu Y. Nucl. Acids Res. 28:2000;481.
230. Santoro S.W., Joyce G.F., Sakthivel K., Gramatikova S., Barbas C.F. III J. Am. Chem. Soc. 122:2000;2433.
231. Li J., Lu Y. J. Am. Chem. Soc. 122:2000;10466.
232. Liu J., Lu Y. J. Am. Chem. Soc. 124:2002;15208.