Development of a Coelenterazine Derivative with Enhanced Superoxide Anion-Triggered Chemiluminescence in Aqueous Solution

Chemosensors

Patricia González-Berdullas¹  Joaquim C. G. Esteves da Silva¹  Luís Pinto da Silva¹  José Pedro Silva¹ 

[1] Chemistry Research Unit (CIQUP), Institute of Molecular Sciences (IMS), Faculty of Sciences, University of Porto (FCUP), Rua do Campo Alegre 687, 4169-007 Porto, Portugal;

关键词: chemiluminescence;    coelenterazine;    superoxide anion;    luminescence;    imidazopyrazinones;    reactive oxygen species;   

DOI  :  10.3390/chemosensors10050174

来源: DOAJ

【 摘 要 】

Superoxide anion is a reactive oxygen species (ROS) of biological interest. More specifically, it plays a role in intra- and intercellular signaling, besides being associated with conditions such as inflammation and cancer. Given this, efforts have been made by the research community to devise new sensing strategies for this ROS species. Among them, the chemiluminescent reaction of marine Coelenterazine has been employed as a sensitive and dynamic probing approach. Nevertheless, chemiluminescent reactions are typically associated with lower emissions in aqueous solutions. Herein, here we report the synthesis of a new Coelenterazine derivative with the potential for superoxide anion sensing. Namely, this novel compound is capable of chemiluminescence in a dose-dependent manner when triggered by this ROS species. More importantly, the light-emission intensities provided by this derivative were relevantly enhanced (intensities 2.13 × 10¹ to 1.11 × 10⁴ times higher) in aqueous solutions at different pH conditions when compared to native Coelenterazine. The half-life of the chemiluminescent signal is also greatly increased for the derivative. Thus, a new chemiluminescence molecule with significant potential for superoxide anion sensing was discovered and reported for the first time.

【 授权许可】

Unknown