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Cyano Derivatives of 7‐Aminoquinoline That Are Highly Emissive in Water: Potential for Sensing Applications.

Authors :
Chang, Kai‐Hsin
Chao, Wei‐Chih
Yang, Yu‐Hsuan
Wu, Cheng‐Ham
Li, Zhi‐Bin
Chen, Hung‐Che
Chou, Yi‐Te
Annie Ho, Ja‐an
Li, Xin‐Cheng
Peng, Yu‐Chiang
Liao, Yu‐Chan
Liu, Kuan‐Miao
Chao, Chi‐Min
Chou, Pi‐Tai
Source :
Chemistry - A European Journal. 5/26/2021, Vol. 27 Issue 30, p8040-8047. 8p.
Publication Year :
2021

Abstract

6‐Cyano‐7‐aminoquinoline (6CN−7AQ) and 3‐cyano‐7‐aminoquinoline (3CN−7AQ) were synthesized and found to exhibit intense emission with quantum yield as high as 63 % and 85 %, respectively, in water. Conversely, their derivatives 6‐cyano‐7‐azidoquinoline (6CN−7N3Q) and 3‐cyano‐7‐azidoquinoline (3CN−7N3Q) show virtually no emission, which makes them suitable to be used as recognition agents in azide reactions based on fluorescence recovery. Moreover, conjugation of 6CN−7AQ with a hydrophobic biomembrane‐penetration peptide PFVYLI renders a nearly non‐emissive 6CN−7AQ‐PFVYLI composite, which can be digested by proteinase K, recovering the highly emissive 6CN−7AQ with ∼200‐fold enhancement. The result provides an effective early confirmation for RT‐qPCR in viral detection. [ABSTRACT FROM AUTHOR]

Details

Language :
English
ISSN :
09476539
Volume :
27
Issue :
30
Database :
Academic Search Index
Journal :
Chemistry - A European Journal
Publication Type :
Academic Journal
Accession number :
150516094
Full Text :
https://doi.org/10.1002/chem.202100413