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Volumn 406, Issue 11, 2014, Pages 2695-2707

Bioluminescent properties of obelin and aequorin with novel coelenterazine analogues

Author keywords

Bioluminescence; Coelenterazine; Luciferase; Photoprotein

Indexed keywords

BIOLUMINESCENCE; CALCIUM COMPOUNDS; PHOSPHORESCENCE; PLANTS (BOTANY); RED SHIFT; TISSUE;

EID: 84898052965     PISSN: 16182642     EISSN: 16182650     Source Type: Journal    
DOI: 10.1007/s00216-014-7656-4     Document Type: Article
Times cited : (21)

References (57)
  • 2
    • 33747157207 scopus 로고    scopus 로고
    • Calcium-regulated photoproteins of marine coelenterates
    • 1:CAS:528:DC%2BD28XlvVWisLs%3D 10.1134/S0026893306030022
    • Vysotski ES, Markova SV, Frank LA (2006) Calcium-regulated photoproteins of marine coelenterates. Mol Biol 40:355-367
    • (2006) Mol Biol , vol.40 , pp. 355-367
    • Vysotski, E.S.1    Markova, S.V.2    Frank, L.A.3
  • 3
    • 0000125178 scopus 로고
    • Intermediates in the bioluminescent oxidation of reduced flavin mononucleotide
    • 1:CAS:528:DyaF3sXktFSjtbc%3D
    • Hastings JW, Gibson QH (1963) Intermediates in the bioluminescent oxidation of reduced flavin mononucleotide. J Biol Chem 238:2537-2554
    • (1963) J Biol Chem , vol.238 , pp. 2537-2554
    • Hastings, J.W.1    Gibson, Q.H.2
  • 4
    • 0017334141 scopus 로고
    • Aequorin luminescence: Relation of light emission to calcium concentration - A calcium-independent component
    • 1:CAS:528:DyaE2sXhtlGit70%3D 10.1126/science.841325
    • Allen DG, Blinks JR, Prendergast FG (1977) Aequorin luminescence: relation of light emission to calcium concentration - a calcium-independent component. Science 195:996-998
    • (1977) Science , vol.195 , pp. 996-998
    • Allen, D.G.1    Blinks, J.R.2    Prendergast, F.G.3
  • 5
    • 0015522971 scopus 로고
    • Structure of the light-emitting moiety of aequorin
    • 1:CAS:528:DyaE38XktVais7k%3D 10.1021/bi00759a009
    • Shimomura O, Johnson FH (1972) Structure of the light-emitting moiety of aequorin. Biochemistry 11:1602-1608
    • (1972) Biochemistry , vol.11 , pp. 1602-1608
    • Shimomura, O.1    Johnson, F.H.2
  • 8
    • 0034682381 scopus 로고    scopus 로고
    • The crystal structure of the photoprotein aequorin at 2.3 Å resolution
    • 1:CAS:528:DC%2BD3cXjs1Kqs7Y%3D 10.1038/35012659
    • Head JF, Inouye S, Teranishi K, Shimomura O (2000) The crystal structure of the photoprotein aequorin at 2.3 Å resolution. Nature 405:372-376
    • (2000) Nature , vol.405 , pp. 372-376
    • Head, J.F.1    Inouye, S.2    Teranishi, K.3    Shimomura, O.4
  • 9
    • 0034351874 scopus 로고    scopus 로고
    • 2+-regulated photoprotein obelin at 1.7 Å resolution determined directly from its sulfur substructure
    • 10.1110/ps.9.11.2085
    • 2+-regulated photoprotein obelin at 1.7 Å resolution determined directly from its sulfur substructure. Protein Sci 11:2085-2093
    • (2000) Protein Sci , vol.11 , pp. 2085-2093
    • Liu, Z.J.1    Vysotski, E.S.2    Chen, C.J.3    Rose, J.P.4    Lee, J.5    Wang, B.C.6
  • 10
    • 0242362820 scopus 로고    scopus 로고
    • Atomic resolution structure of obelin: Soaking with calcium enhances electron density of the second oxygen atom substituted at the C2-position of coelenterazine
    • 1:CAS:528:DC%2BD3sXosFSntbs%3D 10.1016/j.bbrc.2003.09.231
    • Liu ZJ, Vysotski ES, Deng L, Lee J, Rose J, Wang BC (2003) Atomic resolution structure of obelin: soaking with calcium enhances electron density of the second oxygen atom substituted at the C2-position of coelenterazine. Biochem Biophys Res Commun 311:433-439
    • (2003) Biochem Biophys Res Commun , vol.311 , pp. 433-439
    • Liu, Z.J.1    Vysotski, E.S.2    Deng, L.3    Lee, J.4    Rose, J.5    Wang, B.C.6
  • 12
    • 4043133820 scopus 로고    scopus 로고
    • 2+-discharged photoprotein: Implications for mechanisms of the calcium trigger and bioluminescence
    • 1:CAS:528:DC%2BD2cXmtFOiurw%3D 10.1074/jbc.M402427200
    • 2+-discharged photoprotein: implications for mechanisms of the calcium trigger and bioluminescence. J Biol Chem 279:33647-33652
    • (2004) J Biol Chem , vol.279 , pp. 33647-33652
    • Deng, L.1    Markova, S.V.2    Vysotski, E.S.3    Liu, Z.J.4    Lee, J.5    Rose, J.6    Wang, B.C.7
  • 13
    • 20544464718 scopus 로고    scopus 로고
    • 2+-binding loops of photoproteins bind calcium ions: The crystal structures of calcium-loaded apo-aequorin and apo-obelin
    • 1:CAS:528:DC%2BD2MXit1SnsL4%3D 10.1110/ps.041142905
    • 2+-binding loops of photoproteins bind calcium ions: the crystal structures of calcium-loaded apo-aequorin and apo-obelin. Protein Sci 14:663-675
    • (2005) Protein Sci , vol.14 , pp. 663-675
    • Deng, L.1    Vysotski, E.S.2    Markova, S.V.3    Liu, Z.J.4    Lee, J.5    Rose, J.6    Wang, B.C.7
  • 15
    • 0038522532 scopus 로고    scopus 로고
    • Violet bioluminescence and fast kinetics from W92F obelin: Structure-based proposals for the bioluminescence triggering and the identification of the emitting species
    • 1:CAS:528:DC%2BD3sXjtlGltLc%3D 10.1021/bi027258h
    • Vysotski ES, Liu ZJ, Markova SV, Blinks JR, Deng L, Frank LA, Herko M, Malikova NP, Rose JP, Wang BC, Lee J (2003) Violet bioluminescence and fast kinetics from W92F obelin: structure-based proposals for the bioluminescence triggering and the identification of the emitting species. Biochemistry 42:6013-6024
    • (2003) Biochemistry , vol.42 , pp. 6013-6024
    • Vysotski, E.S.1    Liu, Z.J.2    Markova, S.V.3    Blinks, J.R.4    Deng, L.5    Frank, L.A.6    Herko, M.7    Malikova, N.P.8    Rose, J.P.9    Wang, B.C.10    Lee, J.11
  • 16
    • 2942659225 scopus 로고    scopus 로고
    • 2+-regulated photoproteins: Structural insight into the bioluminescence mechanism
    • 1:CAS:528:DC%2BD2cXjs1KgsLY%3D 10.1021/ar0400037
    • 2+-regulated photoproteins: structural insight into the bioluminescence mechanism. Acc Chem Res 37:405-415
    • (2004) Acc Chem Res , vol.37 , pp. 405-415
    • Vysotski, E.S.1    Lee, J.2
  • 19
  • 20
    • 57049122346 scopus 로고    scopus 로고
    • Photoproteins: Important new tools in drug discovery
    • 1:CAS:528:DC%2BD1MXoslWg 10.1089/adt.2008.160
    • Eglen RM, Reisine T (2008) Photoproteins: important new tools in drug discovery. Assay Drug Dev Technol 6:659-671
    • (2008) Assay Drug Dev Technol , vol.6 , pp. 659-671
    • Eglen, R.M.1    Reisine, T.2
  • 21
    • 84873527160 scopus 로고    scopus 로고
    • 2+ concentration with recombinant targeted luminescent probes
    • 1:CAS:528:DC%2BC3sXisF2gtro%3D 10.1007/978-1-62703-086-1-17
    • 2+ concentration with recombinant targeted luminescent probes. Methods Mol Biol 937:273-91
    • (2013) Methods Mol Biol , vol.937 , pp. 273-291
    • Ottolini, D.1    Calì, T.2    Brini, M.3
  • 22
    • 77958606442 scopus 로고    scopus 로고
    • 2+ dynamics: From subcellular microdomains to whole organisms
    • 1:CAS:528:DC%2BC3cXhs1Smtr%2FE 10.1016/B978-0-12-374841-6.00010-4
    • 2+ dynamics: from subcellular microdomains to whole organisms. Methods Cell Biol 99:263-300
    • (2010) Methods Cell Biol , vol.99 , pp. 263-300
    • Webb, S.E.1    Rogers, K.L.2    Karplus, E.3    Miller, A.L.4
  • 23
    • 0037236238 scopus 로고    scopus 로고
    • Shedding light onto live molecular targets
    • 1:CAS:528:DC%2BD3sXivFOj 10.1038/nm0103-123
    • Weissleder R, Ntziachristos V (2003) Shedding light onto live molecular targets. Nat Med 9:123-128
    • (2003) Nat Med , vol.9 , pp. 123-128
    • Weissleder, R.1    Ntziachristos, V.2
  • 30
    • 77950188759 scopus 로고    scopus 로고
    • Monitoring neural activity with bioluminescence during natural behavior
    • 10.1038/nn.2518
    • Naumann EA, Kampff AR, Prober DA, Schier AF, Engert F (2010) Monitoring neural activity with bioluminescence during natural behavior. Nat Neurosci 23:513-520
    • (2010) Nat Neurosci , vol.23 , pp. 513-520
    • Naumann, E.A.1    Kampff, A.R.2    Prober, D.A.3    Schier, A.F.4    Engert, F.5
  • 32
    • 0031575902 scopus 로고    scopus 로고
    • The use of Renilla luciferase, Oplophorus luciferase, and apoaequorin as bioluminescent reporter protein in the presence of coelenterazine analogues as substrate
    • 1:CAS:528:DyaK2sXivVGrtbk%3D 10.1006/bbrc.1997.6452
    • Inouye S, Shimomura O (1997) The use of Renilla luciferase, Oplophorus luciferase, and apoaequorin as bioluminescent reporter protein in the presence of coelenterazine analogues as substrate. Biochem Biophys Res Commun 233:349-353
    • (1997) Biochem Biophys Res Commun , vol.233 , pp. 349-353
    • Inouye, S.1    Shimomura, O.2
  • 33
    • 34547627492 scopus 로고    scopus 로고
    • Red-shifted Renilla reniformis luciferase variants for imaging in living subjects
    • 1:CAS:528:DC%2BD2sXot12mt7w%3D 10.1038/nmeth1070
    • Loening AM, Wu AM, Gambhir SS (2007) Red-shifted Renilla reniformis luciferase variants for imaging in living subjects. Nat Methods 4:641-643
    • (2007) Nat Methods , vol.4 , pp. 641-643
    • Loening, A.M.1    Wu, A.M.2    Gambhir, S.S.3
  • 34
    • 77957825926 scopus 로고    scopus 로고
    • 2+-triggered coelenterazine-binding protein is a stable and efficient substrate of the red-shifted mutant of Renilla muelleri luciferase
    • 1:CAS:528:DC%2BC3cXhtVahu7zJ 10.1007/s00216-010-4106-9
    • 2+-triggered coelenterazine-binding protein is a stable and efficient substrate of the red-shifted mutant of Renilla muelleri luciferase. Anal Bioanal Chem 398:1809-1817
    • (2010) Anal Bioanal Chem , vol.398 , pp. 1809-1817
    • Stepanyuk, G.A.1    Unch, J.2    Malikova, N.P.3    Markova, S.V.4    Lee, J.5    Vysotski, E.S.6
  • 35
    • 0008471011 scopus 로고
    • Isolation and expression of cDNA coding for photoprotein obelin from hydroid Obelia longissima
    • 1:CAS:528:DyaK3sXpvVemsA%3D%3D
    • Illarionov BA, Markova SV, Bondar VS, Vysotski ES, Gitelson JI (1992) Isolation and expression of cDNA coding for photoprotein obelin from hydroid Obelia longissima. Dokl Akad Nauk 326:911-913
    • (1992) Dokl Akad Nauk , vol.326 , pp. 911-913
    • Illarionov, B.A.1    Markova, S.V.2    Bondar, V.S.3    Vysotski, E.S.4    Gitelson, J.I.5
  • 36
    • 0028800629 scopus 로고
    • 2+-activated photoprotein obelin from the hydroid polyp Obelia longissima
    • 1:CAS:528:DyaK2MXjvFyitbw%3D 10.1016/0378-1119(94)00797-V
    • 2+-activated photoprotein obelin from the hydroid polyp Obelia longissima. Gene 153:273-274
    • (1995) Gene , vol.153 , pp. 273-274
    • Illarionov, B.A.1    Bondar, V.S.2    Illarionova, V.A.3    Vysotski, E.S.4
  • 37
    • 0022425513 scopus 로고
    • Cloning and expression of the cDNA coding for aequorin, a bioluminescent calcium-binding protein
    • 1:CAS:528:DyaL2MXht1Kls70%3D 10.1016/0006-291X(85)90321-3
    • Prasher D, McCann RO, Cormier MJ (1985) Cloning and expression of the cDNA coding for aequorin, a bioluminescent calcium-binding protein. Biochem Biophys Res Commun 126:1259-1268
    • (1985) Biochem Biophys Res Commun , vol.126 , pp. 1259-1268
    • Prasher, D.1    McCann, R.O.2    Cormier, M.J.3
  • 39
    • 0141570891 scopus 로고    scopus 로고
    • Synthesis of 3,7-dihydroimidazo[1,2a]pyrazine-3-ones and their chemiluminescent properties
    • 1:CAS:528:DC%2BD3sXnsVKktL8%3D 10.1016/j.tet.2003.08.040
    • Adamczyk M, Akireddy SR, Johnson DD, Mattingly PG, Pan Y, Reddy RE (2003) Synthesis of 3,7-dihydroimidazo[1,2a]pyrazine-3-ones and their chemiluminescent properties. Tetrahedron 59:8129-8142
    • (2003) Tetrahedron , vol.59 , pp. 8129-8142
    • Adamczyk, M.1    Akireddy, S.R.2    Johnson, D.D.3    Mattingly, P.G.4    Pan, Y.5    Reddy, R.E.6
  • 40
    • 34347375485 scopus 로고    scopus 로고
    • Synthesis and biological evaluation of 4'-(6,7-disubstituted-2,4-dihydro- indeno[1,2-c]pyrazol-3-yl)-biphenyl-4-ol as potent Chk1 inhibitors
    • 1:CAS:528:DC%2BD2sXnsVKnu7k%3D 10.1016/j.bmcl.2007.05.027
    • Tao Z-F, Li G, Tong Y, Chen Z, Merta P, Kovar P, Zhang H, Rosenberg SH, Sham HL, Sowin TJ, Lin N-H (2007) Synthesis and biological evaluation of 4'-(6,7-disubstituted-2,4-dihydro-indeno[1,2-c]pyrazol-3-yl)-biphenyl-4-ol as potent Chk1 inhibitors. Bioorg Med Chem Lett 17:4308-4315
    • (2007) Bioorg Med Chem Lett , vol.17 , pp. 4308-4315
    • Tao, Z.-F.1    Li, G.2    Tong, Y.3    Chen, Z.4    Merta, P.5    Kovar, P.6    Zhang, H.7    Rosenberg, S.H.8    Sham, H.L.9    Sowin, T.J.10    Lin, N.-H.11
  • 41
    • 0032581487 scopus 로고    scopus 로고
    • Bioluminescent properties of fluorinated semi-synthetic Aequorins
    • 1:CAS:528:DyaK1cXkvVaktbc%3D 10.1016/S0040-4039(98)01115-0
    • Hirano T, Ohmiya Y, Maki S, Niwa H, Ohashi M (1998) Bioluminescent properties of fluorinated semi-synthetic Aequorins. Tetrahedron Lett 39:5541-5544
    • (1998) Tetrahedron Lett , vol.39 , pp. 5541-5544
    • Hirano, T.1    Ohmiya, Y.2    Maki, S.3    Niwa, H.4    Ohashi, M.5
  • 42
    • 0033921091 scopus 로고    scopus 로고
    • Recombinant obelin: Cloning and expression of cDNA purification, and characterization as a calcium indicator
    • 1:CAS:528:DC%2BD3cXltFSrtLc%3D 10.1016/S0076-6879(00)05491-4
    • Illarionov BA, Frank LA, Illarionova VA, Bondar VS, Vysotski ES, Blinks JR (2000) Recombinant obelin: cloning and expression of cDNA purification, and characterization as a calcium indicator. Methods Enzymol 305:223-249
    • (2000) Methods Enzymol , vol.305 , pp. 223-249
    • Illarionov, B.A.1    Frank, L.A.2    Illarionova, V.A.3    Bondar, V.S.4    Vysotski, E.S.5    Blinks, J.R.6
  • 43
    • 0035214722 scopus 로고    scopus 로고
    • Preparation and X-ray crystallographic analysis of recombinant obelin crystals diffracting to beyond 1.1 Å
    • 1:STN:280:DC%2BD3MnntV2rsA%3D%3D 10.1107/S0907444901016523
    • Vysotski ES, Liu ZJ, Rose J, Wang BC, Lee J (2001) Preparation and X-ray crystallographic analysis of recombinant obelin crystals diffracting to beyond 1.1 Å. Acta Crystallogr D Biol Crystallogr 57:1919-1921
    • (2001) Acta Crystallogr D Biol Crystallogr , vol.57 , pp. 1919-1921
    • Vysotski, E.S.1    Liu, Z.J.2    Rose, J.3    Wang, B.C.4    Lee, J.5
  • 44
  • 45
    • 0029802346 scopus 로고    scopus 로고
    • Some commonly overlooked properties of calcium buffer systems: A simple method for detecting and correcting stoichiometric imbalance in CaEGTA stock solutions
    • 1:CAS:528:DyaK28XmtFOjsL4%3D 10.1016/S0143-4160(96)90028-7
    • Klabusay M, Blinks JR (1996) Some commonly overlooked properties of calcium buffer systems: a simple method for detecting and correcting stoichiometric imbalance in CaEGTA stock solutions. Cell Calcium 20:227-234
    • (1996) Cell Calcium , vol.20 , pp. 227-234
    • Klabusay, M.1    Blinks, J.R.2
  • 48
    • 0014963840 scopus 로고
    • Calcium binding, quantum yield, and emitting molecule in aequorin bioluminescence
    • 1:CAS:528:DyaE3cXlt1yhs70%3D 10.1038/2271356a0
    • Shimomura O, Johnson FH (1970) Calcium binding, quantum yield, and emitting molecule in aequorin bioluminescence. Nature 227:1356-1357
    • (1970) Nature , vol.227 , pp. 1356-1357
    • Shimomura, O.1    Johnson, F.H.2
  • 49
    • 0027233662 scopus 로고
    • Light-emitting properties of recombinant semi-synthetic aequorins and recombinant fluorescein conjugated aequorin for measuring cellular calcium
    • 1:CAS:528:DyaK3sXltFaltbo%3D 10.1016/0143-4160(93)90041-4
    • Shimomura O, Musicki B, Kishi Y, Inouye S (1993) Light-emitting properties of recombinant semi-synthetic aequorins and recombinant fluorescein conjugated aequorin for measuring cellular calcium. Cell Calcium 14:373-378
    • (1993) Cell Calcium , vol.14 , pp. 373-378
    • Shimomura, O.1    Musicki, B.2    Kishi, Y.3    Inouye, S.4
  • 50
    • 13844278292 scopus 로고    scopus 로고
    • Interchange of aequorin and obelin bioluminescence color is determined by substitution of one active site residue of each photoprotein
    • 1:CAS:528:DC%2BD2MXhtlOgurw%3D 10.1016/j.febslet.2005.01.004
    • Stepanyuk GA, Golz S, Markova SV, Frank LA, Lee J, Vysotski ES (2005) Interchange of aequorin and obelin bioluminescence color is determined by substitution of one active site residue of each photoprotein. FEBS Lett 579:1008-1014
    • (2005) FEBS Lett , vol.579 , pp. 1008-1014
    • Stepanyuk, G.A.1    Golz, S.2    Markova, S.V.3    Frank, L.A.4    Lee, J.5    Vysotski, E.S.6
  • 51
    • 0030868760 scopus 로고    scopus 로고
    • Membrane permeability of coelenterazine analogues measured with fish eggs
    • 1:CAS:528:DyaK2sXmt1Gisro%3D
    • Shimomura O (1997) Membrane permeability of coelenterazine analogues measured with fish eggs. Biochem J 326:297-298
    • (1997) Biochem J , vol.326 , pp. 297-298
    • Shimomura, O.1
  • 52
    • 34547811380 scopus 로고    scopus 로고
    • 2+-activated photoprotein, Photina, and its application to high-throughput screening
    • 1:CAS:528:DC%2BD2sXhtVWnsrfK 10.1177/1087057107301497
    • 2+-activated photoprotein, Photina, and its application to high-throughput screening. J Biomol Screen 12:694-704
    • (2007) J Biomol Screen , vol.12 , pp. 694-704
    • Bovolenta, S.1    Foti, M.2    Lohmer, S.3    Corazza, S.4
  • 53
    • 0037204094 scopus 로고    scopus 로고
    • 2+ ions in dendritic spines
    • 1:CAS:528:DC%2BD38XjtlWntr0%3D 10.1016/S0896-6273(02)00573-1
    • 2+ ions in dendritic spines. Neuron 33:439-452
    • (2002) Neuron , vol.33 , pp. 439-452
    • Sabatini, B.L.1    Oertner, T.G.2    Svoboda, K.3
  • 54
    • 0025943091 scopus 로고
    • 2+
    • 1:CAS:528:DyaK3MXmslCqu7g%3D 10.1016/0143-4160(91)90060-R
    • 2+. Cell Calcium 12:635-643
    • (1991) Cell Calcium , vol.12 , pp. 635-643
    • Shimomura, O.1
  • 55
    • 0026504431 scopus 로고
    • Two excited states in aequorin bioluminescence induced by tryptophan modification
    • 1:CAS:528:DyaK38XisFSktro%3D 10.1016/0014-5793(92)81247-J
    • Ohmiya Y, Ohashi M, Tsuji FI (1992) Two excited states in aequorin bioluminescence induced by tryptophan modification. FEBS Lett 301:197-201
    • (1992) FEBS Lett , vol.301 , pp. 197-201
    • Ohmiya, Y.1    Ohashi, M.2    Tsuji, F.I.3
  • 56
    • 84865162901 scopus 로고    scopus 로고
    • New red-shifted coelenterazine analogues with an extended electronic conjugation
    • 1:CAS:528:DC%2BC38XhtFOmt73E 10.1016/j.tetlet.2012.07.041
    • Giuliani G, Molinari P, Ferretti G, Cappelli A, Anzini M, Vomero S, Costa T (2012) New red-shifted coelenterazine analogues with an extended electronic conjugation. Tetrahedron Lett 53:5114-5118
    • (2012) Tetrahedron Lett , vol.53 , pp. 5114-5118
    • Giuliani, G.1    Molinari, P.2    Ferretti, G.3    Cappelli, A.4    Anzini, M.5    Vomero, S.6    Costa, T.7


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