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

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

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.

Afiliación

Chang KH; Department of Chemistry, National Taiwan University, Taipei, 10617, Taiwan, R.O.C.
Chao WC; Department of Chemistry, National Taiwan University, Taipei, 10617, Taiwan, R.O.C.
Yang YH; Department of Chemistry, National Taiwan University, Taipei, 10617, Taiwan, R.O.C.
Wu CH; Department of Medical Applied Chemistry, Chung Shan Medical University, Taichung, 40201, Taiwan, R.O.C.
Li ZB; Department of Medical Education, Chung Shan Medical University Hospital, Taichung, 40201, Taiwan, R.O.C.
Chen HC; Department of Chemistry, National Taiwan University, Taipei, 10617, Taiwan, R.O.C.
Chou YT; Department of Medical Applied Chemistry, Chung Shan Medical University, Taichung, 40201, Taiwan, R.O.C.
Annie Ho JA; Department of Medical Education, Chung Shan Medical University Hospital, Taichung, 40201, Taiwan, R.O.C.
Li XC; Department of Medical Applied Chemistry, Chung Shan Medical University, Taichung, 40201, Taiwan, R.O.C.
Peng YC; Department of Medical Education, Chung Shan Medical University Hospital, Taichung, 40201, Taiwan, R.O.C.
Liao YC; BioAnalytical Chemistry and Nanobiomedicine Laboratory, Department of Biochemical Science and Technology, National Taiwan University, Taipei, 10617, Taiwan, R.O.C.
Liu KM; BioAnalytical Chemistry and Nanobiomedicine Laboratory, Department of Biochemical Science and Technology, National Taiwan University, Taipei, 10617, Taiwan, R.O.C.
Chao CM; Department of Chemistry, National Taiwan University, Taipei, 10617, Taiwan, R.O.C.
Chou PT; Center for Emerging Materials and Advanced Devices, National Taiwan University, Taipei, 10617, Taiwan, R.O.C.

Chemistry ; 27(30): 8040-8047, 2021 May 26.

Article en En | MEDLINE | ID: mdl-33904607

RESUMEN

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-7N3 Q) and 3-cyano-7-azidoquinoline (3CN-7N3 Q) 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 â¼200-fold enhancement. The result provides an effective early confirmation for RT-qPCR in viral detection.

Palabras clave

7-aminoquinoline; azides; bioimaging; fluorescent probes; hydrogen sulfide probes

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Texto completo: 1 Bases de datos: MEDLINE Idioma: En Revista: Chemistry Asunto de la revista: QUIMICA Año: 2021 Tipo del documento: Article