Unexpected Coelenterazine Degradation Products of Beroe abyssicola Photoprotein Photoinactivation
Konstantin S. Mineev
2, 3
,
V. N. Petushkov
1
,
A. S. Tsarkova
2, 4
,
Ilia V. Yampolsky
2, 4
,
Zinaida M Osipova
2, 4
Publication type: Journal Article
Publication date: 2021-08-20
scimago Q1
wos Q1
SJR: 1.235
CiteScore: 8.7
Impact factor: 5.0
ISSN: 15237060, 15237052
PubMed ID:
34416112
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
Ca2+-regulated photoproteins of ctenophores lose bioluminescence activity when exposed to visible light. Little is known about the chemical nature of chromophore photoinactivation. Using a total synthesis strategy, we have established the structures of two unusual coelenterazine products, isolated from recombinant berovin of the ctenophore Beroe abyssicola, which are Z/E isomers. We propose that during light irradiation, these derivatives are formed from 2-hydroperoxycoelenterazine via the intermediate 8a-peroxide by a mechanism reminiscent of that previously described for the auto-oxidation of green-fluorescent-protein-like chromophores.
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11
Total citations:
11
Citations from 2024:
6
(54.54%)
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GOST
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Burakova L. P. et al. Unexpected Coelenterazine Degradation Products of Beroe abyssicola Photoprotein Photoinactivation // Organic Letters. 2021. Vol. 23. No. 17. pp. 6846-6849.
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Burakova L. P., Lyakhovich M. S., Mineev K. S., Petushkov V. N., Zagitova R. I., Tsarkova A. S., Kovalchuk S. I., Yampolsky I. V., Vysotski E. S., Osipova Z. M. Unexpected Coelenterazine Degradation Products of Beroe abyssicola Photoprotein Photoinactivation // Organic Letters. 2021. Vol. 23. No. 17. pp. 6846-6849.
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RIS
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TY - JOUR
DO - 10.1021/acs.orglett.1c02410
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.1c02410
TI - Unexpected Coelenterazine Degradation Products of Beroe abyssicola Photoprotein Photoinactivation
T2 - Organic Letters
AU - Burakova, Ludmila P
AU - Lyakhovich, Maria S
AU - Mineev, Konstantin S.
AU - Petushkov, V. N.
AU - Zagitova, Renata I
AU - Tsarkova, A. S.
AU - Kovalchuk, Sergey I.
AU - Yampolsky, Ilia V.
AU - Vysotski, Eugene S.
AU - Osipova, Zinaida M
PY - 2021
DA - 2021/08/20
PB - American Chemical Society (ACS)
SP - 6846-6849
IS - 17
VL - 23
PMID - 34416112
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (up to 50 authors)
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@article{2021_Burakova,
author = {Ludmila P Burakova and Maria S Lyakhovich and Konstantin S. Mineev and V. N. Petushkov and Renata I Zagitova and A. S. Tsarkova and Sergey I. Kovalchuk and Ilia V. Yampolsky and Eugene S. Vysotski and Zinaida M Osipova},
title = {Unexpected Coelenterazine Degradation Products of Beroe abyssicola Photoprotein Photoinactivation},
journal = {Organic Letters},
year = {2021},
volume = {23},
publisher = {American Chemical Society (ACS)},
month = {aug},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.1c02410},
number = {17},
pages = {6846--6849},
doi = {10.1021/acs.orglett.1c02410}
}
Cite this
MLA
Copy
Burakova, Ludmila P., et al. “Unexpected Coelenterazine Degradation Products of Beroe abyssicola Photoprotein Photoinactivation.” Organic Letters, vol. 23, no. 17, Aug. 2021, pp. 6846-6849. https://pubs.acs.org/doi/10.1021/acs.orglett.1c02410.