메뉴 건너뛰기




Volumn 42, Issue 1, 1998, Pages 71-78

Novel caged compounds of hydrolysis-resistant 8-Br-cAMP and 8-Br-cGMP: Photolabile NPE esters

Author keywords

1 (2 Nitrophenyl) ethyl; 8 Br cAMP; 8 Br cGMP; Caged compounds; CNG channels; Photorelease

Indexed keywords

1 (2 NITROPHENYL)ETHYL ESTER; 4,5 DIMETHOXY 2 NITROBENZYL ESTER; 8 BROMO CYCLIC AMP; 8 BROMO CYCLIC GMP; ACETONITRILE; ESTER DERIVATIVE; UNCLASSIFIED DRUG;

EID: 0031984596     PISSN: 10111344     EISSN: None     Source Type: Journal    
DOI: 10.1016/S1011-1344(97)00125-5     Document Type: Article
Times cited : (21)

References (32)
  • 1
    • 0020016226 scopus 로고
    • Physiological and pharmacological manipulations with light flashes
    • [1] H.A. Lester, J.M. Nerbonne, Physiological and pharmacological manipulations with light flashes, Ann. Rev. Biophys. Bioeng. 11 (1982) 151-175.
    • (1982) Ann. Rev. Biophys. Bioeng. , vol.11 , pp. 151-175
    • Lester, H.A.1    Nerbonne, J.M.2
  • 2
    • 0023217312 scopus 로고
    • Light-flash physiology with synthetic photosensitive compounds
    • [2] A.M. Gurney, H.A. Lester, Light-flash physiology with synthetic photosensitive compounds, Physiol. Rev. 67 (1987) 583-617.
    • (1987) Physiol. Rev. , vol.67 , pp. 583-617
    • Gurney, A.M.1    Lester, H.A.2
  • 3
    • 0024595367 scopus 로고
    • Flash photolysis of caged compounds: New tools for cellular physiology
    • [3] J.H. Kaplan, A.P. Somlyo, Flash photolysis of caged compounds: new tools for cellular physiology, Trends Neurosci. 12 (1989) 54-58.
    • (1989) Trends Neurosci. , vol.12 , pp. 54-58
    • Kaplan, J.H.1    Somlyo, A.P.2
  • 4
    • 0024577919 scopus 로고
    • Properties and uses of photoreactive caged compounds
    • [4] J.A. McCray, D.R. Trentham, Properties and uses of photoreactive caged compounds, Ann. Rev. Biophys. Chem. 18 (1989) 239-270.
    • (1989) Ann. Rev. Biophys. Chem. , vol.18 , pp. 239-270
    • McCray, J.A.1    Trentham, D.R.2
  • 5
    • 0027480532 scopus 로고
    • Controlling cell chemistry with caged compounds
    • [5] S.R. Adams, R.Y. Tsien, Controlling cell chemistry with caged compounds, Ann. Rev. Physiol. 55 (1993) 755-784.
    • (1993) Ann. Rev. Physiol. , vol.55 , pp. 755-784
    • Adams, S.R.1    Tsien, R.Y.2
  • 6
    • 0002664960 scopus 로고
    • Photosensitive caged compounds: Design, properties, and biological application
    • B. Herman and J.L. Lemasters (eds.), Academic Press, San Diego
    • [6] J.P.Y. Kao and S.R. Adams, Photosensitive caged compounds: design, properties, and biological application, in B. Herman and J.L. Lemasters (eds.), Optical Microscopy: Emerging Methods and Applications, Academic Press, San Diego, 1993, pp. 27-85.
    • (1993) Optical Microscopy: Emerging Methods and Applications , pp. 27-85
    • Kao, J.P.Y.1    Adams, S.R.2
  • 8
    • 0027458778 scopus 로고
    • Determination of the chemical mechanism of neurotransmitter receptor-mediated reactions by rapid chemical kinetic techniques
    • [8] G.P. Hess, Determination of the chemical mechanism of neurotransmitter receptor-mediated reactions by rapid chemical kinetic techniques, Biochemistry 32 (1993) 989-1000.
    • (1993) Biochemistry , vol.32 , pp. 989-1000
    • Hess, G.P.1
  • 9
    • 0030176250 scopus 로고    scopus 로고
    • Caged compounds: Tools for illuminating neuronal responses and connections
    • [9] J.M. Nerbonne, Caged compounds: tools for illuminating neuronal responses and connections, Current Opinion in Neurobiology 6 (1996) 379-386.
    • (1996) Current Opinion in Neurobiology , vol.6 , pp. 379-386
    • Nerbonne, J.M.1
  • 10
    • 0018567034 scopus 로고
    • The effects of adenosine and guanosine 3′,5′-phosphoric acid benzyl esters on guinea pig ventricular myocardium
    • [10] M. Korth, J. Engels, The effects of adenosine and guanosine 3′,5′-phosphoric acid benzyl esters on guinea pig ventricular myocardium, Naunyn-Schmiedeberg's Arch. Pharmacol. 310 (1979) 103-111.
    • (1979) Naunyn-Schmiedeberg's Arch. Pharmacol. , vol.310 , pp. 103-111
    • Korth, M.1    Engels, J.2
  • 11
    • 0542444666 scopus 로고
    • Time course of the increase in the myocardial slow inward current after a photochemically generated concentration jump of intracellular cAMP
    • [11] J. Nargeot, J.M. Nerbonne, J. Engels, H.A. Lester, Time course of the increase in the myocardial slow inward current after a photochemically generated concentration jump of intracellular cAMP, Proc. Natl. Acad. Sci. USA 80 (1983) 2395-2399.
    • (1983) Proc. Natl. Acad. Sci. USA , vol.80 , pp. 2395-2399
    • Nargeot, J.1    Nerbonne, J.M.2    Engels, J.3    Lester, H.A.4
  • 12
    • 0021179669 scopus 로고
    • New photoactivatable cyclic nucleotides produce intracellular jumps in cyclic AMP and cyclic GMP concentrations
    • [12] J.M. Nerbonne, S. Richard, J. Nargeot, H.A. Lester, New photoactivatable cyclic nucleotides produce intracellular jumps in cyclic AMP and cyclic GMP concentrations, Nature 310 (1984) 74-76.
    • (1984) Nature , vol.310 , pp. 74-76
    • Nerbonne, J.M.1    Richard, S.2    Nargeot, J.3    Lester, H.A.4
  • 13
    • 0006044440 scopus 로고
    • Gating kinetics of the cyclic-GMP-activated channel of retinal rods: Flash photolysis and voltage jump studies
    • [13] J.W. Karpen, A.L. Zimmermann, L. Stryer, D.A. Baylor, Gating kinetics of the cyclic-GMP-activated channel of retinal rods: flash photolysis and voltage jump studies, Proc. Natl. Acad. Sci. USA 85 (1988) 1287-1291.
    • (1988) Proc. Natl. Acad. Sci. USA , vol.85 , pp. 1287-1291
    • Karpen, J.W.1    Zimmermann, A.L.2    Stryer, L.3    Baylor, D.A.4
  • 14
    • 0027461165 scopus 로고
    • Contribution of the ciliary cyclic nucleotide-gated conductance to olfactory transduction in the salamander
    • [14] G. Lowe, G.H. Gold, Contribution of the ciliary cyclic nucleotide-gated conductance to olfactory transduction in the salamander, J. Physiol. 462 (1993) 175-196.
    • (1993) J. Physiol. , vol.462 , pp. 175-196
    • Lowe, G.1    Gold, G.H.2
  • 15
    • 0027317271 scopus 로고
    • The enhancement of catecholamine-induced chloride current by cyclic GMP revealed using photolabile caged compounds in guinea-pig ventricular cells
    • [15] K. Ono, Y. Nakashima, T. Shioya, The enhancement of catecholamine-induced chloride current by cyclic GMP revealed using photolabile caged compounds in guinea-pig ventricular cells, Pflugers Arch. 424 (1993) 546-548.
    • (1993) Pflugers Arch. , vol.424 , pp. 546-548
    • Ono, K.1    Nakashima, Y.2    Shioya, T.3
  • 16
    • 33751155704 scopus 로고
    • Photochemical properties of new photolabile cAMP derivatives in a physiological saline solution
    • [16] T. Furuta, H. Torigai, M. Sugimoto, M. Iwamura, Photochemical properties of new photolabile cAMP derivatives in a physiological saline solution, J. Org. Chem. 60 (1995) 3953-3956.
    • (1995) J. Org. Chem. , vol.60 , pp. 3953-3956
    • Furuta, T.1    Torigai, H.2    Sugimoto, M.3    Iwamura, M.4
  • 17
    • 0030297164 scopus 로고    scopus 로고
    • Acyloxycoumarinylmethyl-caged cAMP, the photolabile and membrane-permeable derivative of cAMP that effectively stimulates pigment-dispersion response of melanophores
    • [17] T. Furuta, A. Momotake, M. Sugimoto, M. Hatayama, H. Torigai, M. Iwamura, Acyloxycoumarinylmethyl-caged cAMP, the photolabile and membrane-permeable derivative of cAMP that effectively stimulates pigment-dispersion response of melanophores, Biochem. Biophys. Res. Commun. 228 (1996) 193-198.
    • (1996) Biochem. Biophys. Res. Commun. , vol.228 , pp. 193-198
    • Furuta, T.1    Momotake, A.2    Sugimoto, M.3    Hatayama, M.4    Torigai, H.5    Iwamura, M.6
  • 18
    • 0031018174 scopus 로고    scopus 로고
    • Mechanism of odorant adaptation in the olfactory receptor cell
    • [18] T. Kurahashi, A. Menini, Mechanism of odorant adaptation in the olfactory receptor cell, Nature 385 (1997) 725-729.
    • (1997) Nature , vol.385 , pp. 725-729
    • Kurahashi, T.1    Menini, A.2
  • 19
    • 0029894753 scopus 로고    scopus 로고
    • Caged compounds of hydrolysis-resistant analogues of cAMP and cGMP: Synthesis and application to cyclic nucleotide-gated channels
    • [19] V. Hagen, C. Dzeja, S. Frings, J. Bendig, E. Krause, U.B. Kaupp, Caged compounds of hydrolysis-resistant analogues of cAMP and cGMP: Synthesis and application to cyclic nucleotide-gated channels, Biochemistry 35 (1996) 7762-7771.
    • (1996) Biochemistry , vol.35 , pp. 7762-7771
    • Hagen, V.1    Dzeja, C.2    Frings, S.3    Bendig, J.4    Krause, E.5    Kaupp, U.B.6
  • 20
    • 0010755850 scopus 로고    scopus 로고
    • Caged compounds of hydrolysis-resistant analogues of cAMP and cGMP -practical notes for their application
    • submitted for publication
    • [20] U.B. Kaupp, C. Dzeja, S. Frings, J. Bendig and V. Hagen, Caged compounds of hydrolysis-resistant analogues of cAMP and cGMP -practical notes for their application, Methods Enzymol., submitted for publication.
    • Methods Enzymol.
    • Kaupp, U.B.1    Dzeja, C.2    Frings, S.3    Bendig, J.4    Hagen, V.5
  • 21
    • 0017867017 scopus 로고
    • Rapid photolytic release of adenosine 5′-triphosphate from a protected analogue: Utilization by the Na:K pump of human red blood cell ghosts
    • [21] J.H. Kaplan, B. Forbush III, J.F. Hoffman, Rapid photolytic release of adenosine 5′-triphosphate from a protected analogue: utilization by the Na:K pump of human red blood cell ghosts, Biochemistry 17 (1978) 1929-1935.
    • (1978) Biochemistry , vol.17 , pp. 1929-1935
    • Kaplan, J.H.1    Forbush B. III2    Hoffman, J.F.3
  • 22
    • 0001503202 scopus 로고
    • 'Caged' compounds to probe the dynamics of cellular processes: Synthesis and properties of some novel photosensitive P-2-nitrobenzyl esters of nucleotides
    • P.E. Nielsen (ed.), Kluwer, Boston, NATO ASI Ser. C
    • [22] J.F. Wootton and D.R. Trentham, 'Caged' compounds to probe the dynamics of cellular processes: synthesis and properties of some novel photosensitive P-2-nitrobenzyl esters of nucleotides, in P.E. Nielsen (ed.), Photochemical Probes in Biochemistry, Kluwer, Boston, NATO ASI Ser. C 272, 1989, pp. 277-296.
    • (1989) Photochemical Probes in Biochemistry , vol.272 , pp. 277-296
    • Wootton, J.F.1    Trentham, D.R.2
  • 23
    • 0024413232 scopus 로고
    • Synthesis and properties of caged nucleotides
    • [23] J.W. Walker, G.P. Reid, D.R. Trentham, Synthesis and properties of caged nucleotides, Methods Enzymol. 172 (1989) 288-301.
    • (1989) Methods Enzymol. , vol.172 , pp. 288-301
    • Walker, J.W.1    Reid, G.P.2    Trentham, D.R.3
  • 25
    • 0027994863 scopus 로고
    • Primary structure and functional expression of a drosophila cyclic nucleotide-gated channel present in eyes and antennae
    • [25] A. Baumann, S. Frings, M. Godde, R. Seifert, U.B. Kaupp, Primary structure and functional expression of a Drosophila cyclic nucleotide-gated channel present in eyes and antennae, EMBO J. 13 (1994) 5040-5050.
    • (1994) EMBO J. , vol.13 , pp. 5040-5050
    • Baumann, A.1    Frings, S.2    Godde, M.3    Seifert, R.4    Kaupp, U.B.5
  • 26
    • 0017684571 scopus 로고
    • Synthesis, structure, and reactivity of adenosine cyclic 3′,5′-phosphate benzyl triesters
    • [26] J. Engels, E.J. Schlaeger, Synthesis, structure, and reactivity of adenosine cyclic 3′,5′-phosphate benzyl triesters, J. Med. Chem. 20 (1977) 907-911.
    • (1977) J. Med. Chem. , vol.20 , pp. 907-911
    • Engels, J.1    Schlaeger, E.J.2
  • 27
    • 0002152961 scopus 로고
    • Synthesis and reactivity of guanosine 3′,5′-phosphoric acid alkyl esters
    • [27] J. Engels, Synthesis and reactivity of guanosine 3′,5′-phosphoric acid alkyl esters, Bioorg. Chem. 8 (1979) 9-16.
    • (1979) Bioorg. Chem. , vol.8 , pp. 9-16
    • Engels, J.1
  • 28
    • 0028864590 scopus 로고
    • Photochemical release of ATP from 'caged ATP' studied by time-resolved infrared spectroscopy
    • [28] A. Barth, K. Hauser, W. Mäntele, J.E.T. Corrie, D.R. Trentham, Photochemical release of ATP from 'caged ATP' studied by time-resolved infrared spectroscopy, J. Am. Chem. Soc. 117 (1995) 10311-10316.
    • (1995) J. Am. Chem. Soc. , vol.117 , pp. 10311-10316
    • Barth, A.1    Hauser, K.2    Mäntele, W.3    Corrie, J.E.T.4    Trentham, D.R.5
  • 29
    • 0029080926 scopus 로고
    • Family of cyclic nucleotide gated ion channels
    • [29] U.B. Kaupp, Family of cyclic nucleotide gated ion channels, Curr. Opin. Neurobiol. 5 (1995) 434-442.
    • (1995) Curr. Opin. Neurobiol. , vol.5 , pp. 434-442
    • Kaupp, U.B.1
  • 30
    • 0029044589 scopus 로고
    • Cyclic nucleotide gated channels
    • [30] A.L. Zimmerman, Cyclic nucleotide gated channels, Curr. Opin. Neurobiol. 5 (1995) 296-303.
    • (1995) Curr. Opin. Neurobiol. , vol.5 , pp. 296-303
    • Zimmerman, A.L.1
  • 31
    • 0029117775 scopus 로고
    • Profoundly different calcium permeation and blockage determine the specific function of distinct cyclic nucleotide-gated channels
    • [31] S. Frings, R. Seifert, M. Godde, U.B. Kaupp, Profoundly different calcium permeation and blockage determine the specific function of distinct cyclic nucleotide-gated channels, Neuron 15 (1995) 169-179.
    • (1995) Neuron , vol.15 , pp. 169-179
    • Frings, S.1    Seifert, R.2    Godde, M.3    Kaupp, U.B.4
  • 32
    • 3242852051 scopus 로고
    • Interaction of hydrolysis-resistant analogs of cyclic GMP with the phosphodiesterase and light-sensitive channel of retinal rod outer segment
    • [32] A.L. Zimmerman, G. Yamanaka, F. Eckstein, D.A. Baylor, L. Stryer, Interaction of hydrolysis-resistant analogs of cyclic GMP with the phosphodiesterase and light-sensitive channel of retinal rod outer segment, Proc. Natl. Acad. Sci. USA 82 (1985) 8813-8817.
    • (1985) Proc. Natl. Acad. Sci. USA , vol.82 , pp. 8813-8817
    • Zimmerman, A.L.1    Yamanaka, G.2    Eckstein, F.3    Baylor, D.A.4    Stryer, L.5


* 이 정보는 Elsevier사의 SCOPUS DB에서 KISTI가 분석하여 추출한 것입니다.