Interaction of firefly luciferase with substrates and their analogs: A study using fluorescence spectroscopy methods

Photochemical and Photobiological Sciences

Volumn 7, Issue 2, 2008, Pages 218-227

  Ugarova, Natalia N ^a  

^a MOSCOW STATE UNIVERSITY   (Russian Federation)

Author keywords

[No Author keywords available]

Indexed keywords

FIREFLY LUCIFERASE; LUCIFERIN;

AQUEOUS SOLUTION; BINDING AFFINITY; BIOLUMINESCENCE; CHEMICAL ANALYSIS; CHEMICAL STRUCTURE; ENZYME SUBSTRATE; ENZYME SUBSTRATE COMPLEX; FIREFLY; FLUORESCENCE; FLUORESCENCE SPECTROSCOPY; NONHUMAN; PRIORITY JOURNAL; REVIEW;

LUCIOLA MINGRELICA;

EID: 39049086262     PISSN: 1474905X     EISSN: 14749092     Source Type: Journal    
DOI: 10.1039/b712895a     Document Type: Review

References (47)

1. W. D. McElroy and M. Deluca, Chemical and enzymatic mechanisms of firefly luminescence, in Chemiluminescence and Bioluminescence, ed., M. J. Cormier,,, D. M. Hercules, and, J. Lee,, Plenum Press, New York, 1974, pp. 285-311
2. N. N. Ugarova L. Yu. Brovko G. D. Kutuzova Bioluminescence and bioluminescent analysis Biochemistry (Moscow) 1993 58 976 992
3. O. A. Gandelman L. Yu. Brovko N. N. Ugarova A. Yu. Chikishev A. P. Shkurinov Oxyluciferin fluorescence is a model of native bioluminescence in the firefly luciferin-luciferase system J. Photochem. Photobiol., B 1993 19 187 191
4. O. A. Gandelman L. Yu. Brovko N. N. Ugarova A. A. Shchegolev The bioluminescent system of fireflies. Investigation of the interaction of the reaction product, oxyluciferin, and its analogs with luciferase by methods of fluorescence spectroscopy Biochemistry (a translation of Biokhimiya) 1990 55 785 789
5. O. A. Gandelman L.Yu. Brovko A. Yu. Chikishev A. P. Shkurinov N. N. Ugarova Investigation of the interaction between firefly luciferase and oxyluciferin or its analogues by steady state and subnanosecond time-resolved fluorescence J. Photochem. Photobiol., B 1994 22 203 209
6. N. N. Ugarova L. Yu. Brovko Protein structure and bioluminescent spectra for firefly bioluminescence Luminescence 2002 17 321 330
7. J. H. Devine G. D. Kutuzova V. A. Green N. N. Ugarova T. O. Baldwin Luciferase from the east European firefly Luciola mingrelica: cloning and nucleotide sequence of the cDNA, overexpression in Escherichia coli and purification of the enzyme Biochim. Biophys. Acta 1993 1173 121 132
8. T. N. Vlasova N. N. Ugarova Quenching of the fluorescence of Tyr and Trp residues of firefly luciferase from Luciola mingrelica by the substrates Biochemistry (Moscow) 2007 72 962 967
9. H. Nojioma A. Ikai H. Noda Anomalous fluorescence of yeast 3-phosphoglycerate kinase Biochem. Biophys. Acta 1976 27 20 27
10. J. Schlessinger R. S. Roche I. Z. Steinberg A study of subtilisin types Novo and Carlsberg by circular polarization of fluorescence Biochemistry 1975 14 255 261
11. A. Finazzi-Agro G. Rotilio L. Avigliano P. Guerrieri V. Boffi B. Mondovi Environment of copper in Pseudomonas fluoresces azurin: fluorometric approach Biochemistry 1970 9 2009 2014
12. E. I. Dementieva L. Yu. Brovko E. N. Druzhinina O. A. Gandelman N. N. Ugarova pH-Dependence of bioluminescence spectra and kinetic constants for the firefly Luciola mingrelica luciferase Biochemistry (a translation of Biokhimiya) 1986 51 111 119
13. L. Yu. Brovko, E. I. Dementieva and N. N. Ugarova, Structure of the catalytic site of firefly luciferase and bioluminescence color, in Bioluminescence and Chemiluminescence. Molecular Reporting with Photons, ed., J. W. Hastings,,, L. J. Kricka, and, P. E. Stanley,, John Wiley & Sons, Chichester, 1997, pp. 206-211
14. L. Yu. Brovko E. I. Dementieva O. A. Gandelman A. Yu. Chikishev A. P. Shkurinov N. N. Ugarova Steady-state and time-resolved fluorescence for investigation of firefly bioluminescent system J. Fluoresc. 1997 7 139S 142S
15. E. Conti N. P. Franks P. Brick Crystal structure of firefly luciferase throws light on a superfamily of adenylate-forming enzymes Structure 1996 4 287 298
16. T. P. Sandalova N. N. Ugarova Model of the active site of firefly luciferase Biochemistry (Moscow) 1999 64 962 967
17. E. A. Chudinova E. I. Dementieva L. Yu. Brovko A. P. Savitskii N. N. Ugarova Fluorescence of tryptophan residues in firefly luciferases and enzyme-substrate complexes Biochemistry (Moscow) 1999 64 1097 1103
18. E. I. Dement'eva L. G. Maloshenok N. N. Ugarova Inactivation of Luciola mingrelica firefly luciferase by guanidinium chloride and its reactivation Moscow University Chem. Bull. 2000 55 23 28
19. J. R. Lakowicz, Principles of Fluorescence Spectroscopy, Kluwer Academic/Plenum Publisher, New York, 1983
20. E. I. Dement'eva, L. G. Maloshenok, and N. N. Ugarova, Guanidinium chloride-induced inactivation of firefly luciferase and its reactivation, in Bioluminescence and Chemiluminescence, ed., J. F. Case,,, P. J. Herring,,, B. H. Robinson,,, S. H. D. Haddock,,, L. J. Kricka, and, P. E. Stanley,, World scientific, Singapore, 2001, pp. 165-168
21. st century, ed., A. Roda,,, M. Pazzagli,,, L. J. Kricka, and, P. E. Stanley,, John Wiley & Sons, Chichester, 1999, pp. 408-411
22. E. Yu. Cherednikova A. Yu. Chikishev E. I. Dementieva O. V. Kossobokova N. N. Ugarova Quenching of tryptophan fluorescence of firefly luciferase by substrates J. Photochem. Photobiol., B 2001 60 7 11
23. N. Yu. Philippova A. F. Dukhovich V. A. Bukatina N. N. Ugarova Allosteric mechanism of luciferase activity regulation of firefly Luciola mingrelica Biochemistry (a translation of Biokhimiya) 1984 49 4683 4684
24. M. DeLuca W. D. McElroy Two kinetically distinguishable ATP sites in firefly luciferase Biochem. Biophys. Res. Commun. 1984 123 764 770
25. N. Suzuki M. Sato R. Okada T. Goto Studies of firefly bioluminescence. I. Synthesis, and spectral properties of firefly oxyluciferin, a possible emitting species in firefly bioluminescence Tetrahedron 1972 28 4065 4074
26. R. A. Morton T. A. Hopkins H. H. Seliger The spectroscopic properties of firefly luciferin related compounds. An approach to product emission Biochemistry 1969 8 1598 1607
27. H. Suzuki T. Goto Synthesis of 4-thiazolone derivatives related to firefly oxyluciferin Agric. Biol. Chem. 1972 36 2213 2221
28. H. H. Seliger A. B. Lall J. E. Lloyd W. H. Biggley The colors of firefly bioluminescence. II. Experimental, evidence for the optimization model Photochem. Photobiol. 1982 36 681 688
29. K. V. Wood Y. A. Lam W. D. McElroy Bioluminescent click beetles revisited J. Biolum. Chemilum. 1989 4 31 39
30. M. DeLuca M. Marsh Conformational changes of luciferase during catalyses: tritium-hydrogen exchange and optical rotation studies Arch. Biochem. Biophys. 1969 121 233 240
31. N. N. Ugarova Luciferase of Luciola mingrelica fireflies. Kinetics and regulation mechanism J. Biolum. Chemilum. 1989 4 406 418
32. L. Yu. Brovko, O. A. Gandelman and W. I. Savich, Fluorescent and quantum-chemical evaluation of emitter structure in firefly bioluminescence, in Bioluminescence and Chemiluminescence. Fundamental and Applied Aspects, ed., A. K. Campbell,,, L. J. Kricka, and, P. E. Stanley,, John Wiley & Sons, Chichester, 1994, pp. 525-527
33. L. Yu. Brovko E. I. Dement'eva N. I. Koroteev N. N. Ugarova E. Yu. Cherednikova A. Yu. Chikishev Photoinduced enhancement of the tryptophan fluorescence of the enzyme in the luciferase-luciferin complex Quantum Electr. 1999 29 591 595
34. O. V. Leontieva T. N. Vlasova N. N. Ugarova Dimethyl- and monomethyloxyluciferins as analogs of the product of the bioluminescence reaction catalyzed by firefly luciferase Biochemistry (Moscow) 2006 71 51 55
35. B. R. Branchini T. L. Southworth M. H. Murtiashaw R. A. Magyar S. A. Gonzalez M. C. Ruggiero J. G. Stroh An alternative mechanism of bioluminescence color determination in firefly luciferase Biochemistry 2004 43 7255 7262
36. O. V. Leontieva T. N. Vlasova N. N. Ugarova Interaction of firefly luciferase with dimethyloxyluciferin Moscow University Chem. Bull. 2002 57 29 33
37. O. V. Leontieva, T. N. Vlasova, N. N. Ugarova and D. Weiss, Interaction of firefly luciferase Luciola mingrelica with dimethyloxyluciferin, in Bioluminescence and Chemiluminescence. Progress and current applications, ed., P. E. Stanley, and, L. J. Kricka,, World scientific, Singapore, 2002, pp. 41-44
38. T. N. Vlasova O. V. Leontieva N. N. Ugarova Interaction of dimethyl- and monomethyloxyluciferin with recombinant wild-type and mutant firefly luciferases Biochemistry (Moscow) 2006 71 555 559
39. B. J. Gates M. DeLuca The production of oxyluciferin during the firefly light reaction Arch. Biochem. Biophys. 1975 169 616 621
40. B. R. Branchini R. A. Magyar M. H. Murtiashaw S. M. Anderson M. Zimmer Site-directed mutagenesis of histidine 245 in firefly luciferase: a proposed model of the active site Biochemistry 1998 37 15311 15319
41. B. R. Branchini R. A. Magyar M. H. Murtiashaw S. M. Anderson L. C. Helgerson M. Zimmer Site-directed mutagenesis of firefly luciferase active site amino acids: a proposed model for bioluminescence color Biochemistry 1999 38 13223 13230
42. V. R. Viviani The origin, diversity, and structure function relationships of insect luciferases Cell. Mol. Life Sci. 2002 59 1833 1850
43. F. McCarpa Chemical generation of excited states: The basis of chemiluminescence and bioluminescence Methods Enzymol. 2000 305 3 47
44. E. H. White E. Rapaport H. H. Seliger T. A. Hopkins The chemi- and bioluminescence of firefly luciferin: an efficient chemical production of electronically excited states Bioorg. Chem. 1971 1 92 122
45. N. N. Ugarova L. G. Maloshenok I. V. Uporov M. I. Koksharov Bioluminescence spectra of native and mutant firefly luciferase as a function of pH Biochemistry (Moscow) 2005 70 1262 1267
46. N. N. Ugarova, L. G. Maloshenok and I. V. Uporov, Bioluminescence spectra of native and mutant firefly luciferase as a function of pH, in Bioluminescence and Chemiluminescence. Progress and Perspectives, ed., A. Tsuji,,, M. Matsumoto,,, M. Maeda,,, L. J. Kricka, and, P. E. Stanley,, World scientific, Singapore, 2005, pp. 65-68
47. T. Zako K. Ayabe T. Aburatani N. Kamiya A. Kitayama H. Ueda T. Nagamune Luminescent and substrate binding activities of firefly luciferase N-terminal domain Biochim. Biophys. Acta, Proteins & Proteomic 2003 1649 183 189