volume 25 issue 51 pages 9103-9107

Synthesis of a Near-Infrared Fluorescent Probe for Imaging Catecholamines via a Tandem Nucleophilic Aromatic Substitution

Publication typeJournal Article
Publication date2023-12-18
scimago Q1
wos Q1
SJR1.235
CiteScore8.7
Impact factor5.0
ISSN15237060, 15237052
Organic Chemistry
Biochemistry
Physical and Theoretical Chemistry
Abstract
A near-infrared (NIR) fluorescent probe NS667 was developed using a novel synthetic strategy by integrating an electron-rich 1,2,3,4-tetrahydroquinoxaline (THQ) into the scaffold from NS510, which binds to catecholamines with high affinity. The fluorophore core was constructed with a tandem nucleophilic aromatic substitution. Upon binding to catecholamines, the fluorescence of this probe shifted, with the emission in the NIR region. Live cell imaging results demonstrate that NS667 can effectively image norepinephrine in chromaffin cells with shifted fluorescence, which highlights the potential of the probe for neuroimaging in tissues.
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GOST Copy
Zhang L. et al. Synthesis of a Near-Infrared Fluorescent Probe for Imaging Catecholamines via a Tandem Nucleophilic Aromatic Substitution // Organic Letters. 2023. Vol. 25. No. 51. pp. 9103-9107.
GOST all authors (up to 50) Copy
Zhang L., Liu X. A., Gillis K. D., Glass T. E. Synthesis of a Near-Infrared Fluorescent Probe for Imaging Catecholamines via a Tandem Nucleophilic Aromatic Substitution // Organic Letters. 2023. Vol. 25. No. 51. pp. 9103-9107.
RIS |
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RIS Copy
TY - JOUR
DO - 10.1021/acs.orglett.3c03343
UR - https://pubs.acs.org/doi/10.1021/acs.orglett.3c03343
TI - Synthesis of a Near-Infrared Fluorescent Probe for Imaging Catecholamines via a Tandem Nucleophilic Aromatic Substitution
T2 - Organic Letters
AU - Zhang, Le
AU - Liu, Xin A
AU - Gillis, Kevin D.
AU - Glass, Timothy E.
PY - 2023
DA - 2023/12/18
PB - American Chemical Society (ACS)
SP - 9103-9107
IS - 51
VL - 25
PMID - 38108670
SN - 1523-7060
SN - 1523-7052
ER -
BibTex |
Cite this
BibTex (up to 50 authors) Copy
@article{2023_Zhang,
author = {Le Zhang and Xin A Liu and Kevin D. Gillis and Timothy E. Glass},
title = {Synthesis of a Near-Infrared Fluorescent Probe for Imaging Catecholamines via a Tandem Nucleophilic Aromatic Substitution},
journal = {Organic Letters},
year = {2023},
volume = {25},
publisher = {American Chemical Society (ACS)},
month = {dec},
url = {https://pubs.acs.org/doi/10.1021/acs.orglett.3c03343},
number = {51},
pages = {9103--9107},
doi = {10.1021/acs.orglett.3c03343}
}
MLA
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MLA Copy
Zhang, Le, et al. “Synthesis of a Near-Infrared Fluorescent Probe for Imaging Catecholamines via a Tandem Nucleophilic Aromatic Substitution.” Organic Letters, vol. 25, no. 51, Dec. 2023, pp. 9103-9107. https://pubs.acs.org/doi/10.1021/acs.orglett.3c03343.