Online citations, reference lists, and bibliographies.
← Back to Search

A Potential Photoaffinity Probe For Labelling The Active Site Of Aequorin: A Photolabile Coelenterazine Analogue With A Trifluoromethyldiazirine Group

F. Q. Chen, J. Zheng, T. Hirano, H. Niwa, Y. Ohmiya, M. Ohashi
Published 1995 · Chemistry

Cite This
Download PDF
Analyze on Scholarcy
Share
In order to clarify the active site of aequorin, we have successfully synthesized a photolabile analogue of coelenterazine with a trifluoromethyldiazirine group as a photoaffinity probe. Our studies on the chemi- and bio-luminescence of this novel analogue indicate that its behaviour is almost identical with that of natural coelenterazine in terms of luminescence characteristics. Therefore, the analogue with the photolabile diazirine should be a useful photoaffinity label for probing the detailed structure of aequorin.
This paper references
Orientation of retinal in bovine rhodopsin determined by cross-linking using a photoactivatable analog of 11-cis-retinal.
T. A. Nakayama (1990)
10.1038/352524A0
Transgenic plant aequorin reports the effects of touch and cold-shock and elicitors on cytoplasmic calcium
M. Knight (1991)
Photoaffinity labeling of human placental NAD(+)-linked 15-hydroxyprostaglandin dehydrogenase with [alpha-32P]2N3NAD+. Identification of a peptide in the adenine ring binding domain.
A. J. Chavan (1993)
10.1021/BI00682A016
Renilla luciferin as the substrate for calcium induced photoprotein bioluminescence. Assignment of luciferin tautomers in aequorin and mnemiopsin.
K. Hori (1975)
10.1016/0076-6879(78)57033-X
[31] Practical aspects of the use of aequorin as a calcium indicator: Assay, preparation, microinjection, and interpretation of signals
J. R. Blinks (1978)
10.1038/256236A0
Regeneration of the photoprotein aequorin
O. Shimomura (1975)
10.1002/JCP.1030590302
Extraction, purification and properties of aequorin, a bioluminescent protein from the luminous hydromedusan, Aequorea.
O. Shimomura (1962)
10.1021/JA00101A040
The Location of the Chromophore in Rhodopsin - A Photoaffinity Study
Hongzhi Zhang (1994)
10.1016/S0040-4039(00)91607-1
Revision of structure of yellow compound, a reduction product from aequorin, photoprotein in jellyfish, Aequorea aequorea
K. Teranishi (1992)
10.1016/0040-4039(94)88277-0
Synthesis of hydroperoxide via photooxygenation for a model aequorin bioluminescence
K. Teranishi (1994)
10.1351/pac196817030421
Chemistry of bioluminescence
T. Goto (1968)
10.1016/0014-5793(92)81247-J
Two excited states in aequorin bioluminescence induced by tryptophan modification
Y. Ohmiya (1992)
10.1126/science.140.3573.1339
Microdetermination of Calcium by Aequorin Luminescence
O. Shimomura (1963)
10.1016/0006-291X(67)90592-X
Calcium transients in single muscle fibers.
E. B. Ridgway (1967)
10.1016/0040-4039(92)89028-B
Chemiluminescence of coelenterazine analogues - structures of emitting species -
T. Hirano (1992)
10.1016/S0040-4039(00)77172-3
Synthesis of silyl peroxide of coelenterazine (oplophorus luciferin) analogue for precursor of luminescence
K. Teranishi (1994)
10.1021/BI00374A015
Expression of apoaequorin complementary DNA in Escherichia coli
S. Inouye (1986)
10.1021/BI00345A006
Amino acid sequence of the calcium-dependent photoprotein aequorin.
H. Charbonneau (1985)



This paper is referenced by
10.1002/CHIN.199602221
A Potential Photoaffinity Probe for Labelling the Active Site of Aequorin: A Photolabile Coelenterazine Analogue with a Trifluoromethyldiazirine Group.
F. Q. Chen (1996)
10.1039/B501989C
Development and application of diazirines in biological and synthetic macromolecular systems.
Anton Blencowe (2005)
10.1007/3-540-45035-1_6
Photoaffinity Labeling in Biological Signal Transduction
György Dormán (2000)
10.1021/acs.orglett.5b01872
Concise Synthesis of v-Coelenterazines.
T. Hosoya (2015)
10.5059/YUKIGOSEIKYOKAISHI.54.596
Molecular Processes in Bioluminescence of the Jellyfish Aequorea victoria
T. Hirano (1996)
10.1039/c5pp00456j
Lighting up bioluminescence with coelenterazine: strategies and applications.
Tianyu Jiang (2016)
10.3987/COM-12-S(N)85
CHEMICAL SYNTHESIS OF COELENTERAZINE AND ITS ANALOGS : NEW ROUTE TOWARD FOUR SEGMENT-COUPLINGS (Dedicated to Professor Dr. Ei-ichi Negishi on the occasion of his 77th birthday)
Chun-ming Chou (2012)
10.1070/RC1997V066N03ABEH000325
Imidazo[1,2-a]pyrazines
V. A. Basiuk (1997)
10.1002/chem.201501531
Synthetic Routes to Coelenterazine and Other Imidazo[1,2-a]pyrazin-3-one Luciferins: Essential Tools for Bioluminescence-Based Investigations.
Eloi P. Coutant (2015)
10.1016/j.ejmech.2010.04.040
Chemistry around imidazopyrazine and ibuprofen: discovery of novel fatty acid amide hydrolase (FAAH) inhibitors.
Frédéric De Wael (2010)
10.1016/B978-0-08-091283-7.00055-2
8.07 – Marine Natural Products and Marine Chemical Ecology
J. Kobayashi (1999)
10.1021/acs.orglett.6b02629
Stereocontrolled Synthesis of (+)-Plagiogyrin A.
Yunlong Shi (2016)
Semantic Scholar Logo Some data provided by SemanticScholar