A novel lysosome targeted fluorophore for H2S sensing: Enhancing the quantitative detection with successive reaction sites

• Published in: Sensors and actuators. B, Chemical Chemical, 2020-10, Vol.320, p.128433, Article 128433
• Main Authors: Muthusamy, Selvaraj, Rajalakshmi, Kanagaraj, Zhu, Dongwei, Zhao, Long, Wang, Shengjun, Zhu, Weihua
• Format: Article
• Language: English
• Subjects: Amides; Emission; Ether cleavage; Fluorescence; Fluorophore; Hydrogen sulfide; Lysosome targeting; Medical imaging; NMR; Nuclear magnetic resonance; Quantitative detection of H2S; Rhodamine; Ring opening; Selectivity; Spiro-lactum ring opening
• ISSN: 0925-4005; 1873-3077
• DOI: 10.1016/j.snb.2020.128433

[Display omitted] •A lysosome targeting fluorophore Lyso-Rh-S-DNP has been designed with two reaction sites for H2S sensing.•Enhanced forming three linear relationships between the probe dosage and H2S concentration.•The probe performs short response time, high selectivity and low LOD value towards H2S in biosystems.•Lyso-Rh-S-DNP shows excellent biocompatibility in Hela cells and zebra fish. A novel lysosome targeting fluorophore Lyso-Rh-S-DNP was designed with integration of electron withdrawing 2,4-dintrophenyl (DNP) and electron donating salicylaldehyde (S) on rhodamine (Rh) backbone for unusual successive reaction based emission leading to the quantitative detection of H2S. The emission intensity was shifted linearly with the introduction of three individual range of H2S. The distinguishable fluorescent behavior was ascribed to the sequence of ether (C-O) cleavage and Spiro-lactam ring opening, which was verified using NMR and HR-MS techniques. In addition, the probe expressed fast response (3 min.), high selectivity and remarkably low detection limit (8 nM) towards H2S. A series of successful confocal scans in Hela cells and zebra fish showing H2S concentration dependent bioimaging (cyan, green and red) further demonstrated the applicability of this fluorophore for predicting cancer in early stages in bio-systems.