Fluorogenic Sydnone-Modified Coumarins Switched-On by Copper-Free Click Chemistry
Тип публикации: Journal Article
Дата публикации: 2018-07-11
SCImago Q1
Tоп 10% SCImago
WOS Q1
БС1
SJR: 1.007
CiteScore: 7.7
Impact factor: 4.7
ISSN: 15237060, 15237052
PubMed ID:
29995429
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Краткое описание
The synthesis, photophysical characterization, and biochemical application of sydnone-modified coumarins, a novel class of fluorogenic clickable reagents, are reported. The sydnone moiety, a stable aromatic 1,3-dipole, efficiently quenched the fluorescence of coumarin, which could be restored, with a 132-fold enhancement, upon cycloadditions with cyclooctynes, thereby expanding the fluorogenic click toolbox. TD-DFT calculations suggest that the fluorescence quenching of the sydnone-modified coumarins is likely due to the presence of an energetically low-lying nonemissive charge-separated state.
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ГОСТ
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Favre C. et al. Fluorogenic Sydnone-Modified Coumarins Switched-On by Copper-Free Click Chemistry // Organic Letters. 2018. Vol. 20. No. 14. pp. 4213-4217.
ГОСТ со всеми авторами (до 50)
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Favre C., Friscourt F. Fluorogenic Sydnone-Modified Coumarins Switched-On by Copper-Free Click Chemistry // Organic Letters. 2018. Vol. 20. No. 14. pp. 4213-4217.
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TY - JOUR
DO - 10.1021/acs.orglett.8b01587
UR - https://doi.org/10.1021/acs.orglett.8b01587
TI - Fluorogenic Sydnone-Modified Coumarins Switched-On by Copper-Free Click Chemistry
T2 - Organic Letters
AU - Favre, Camille
AU - Friscourt, Frédéric
PY - 2018
DA - 2018/07/11
PB - American Chemical Society (ACS)
SP - 4213-4217
IS - 14
VL - 20
PMID - 29995429
SN - 1523-7060
SN - 1523-7052
ER -
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BibTex (до 50 авторов)
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@article{2018_Favre,
author = {Camille Favre and Frédéric Friscourt},
title = {Fluorogenic Sydnone-Modified Coumarins Switched-On by Copper-Free Click Chemistry},
journal = {Organic Letters},
year = {2018},
volume = {20},
publisher = {American Chemical Society (ACS)},
month = {jul},
url = {https://doi.org/10.1021/acs.orglett.8b01587},
number = {14},
pages = {4213--4217},
doi = {10.1021/acs.orglett.8b01587}
}
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MLA
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Favre, Camille, et al. “Fluorogenic Sydnone-Modified Coumarins Switched-On by Copper-Free Click Chemistry.” Organic Letters, vol. 20, no. 14, Jul. 2018, pp. 4213-4217. https://doi.org/10.1021/acs.orglett.8b01587.
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