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Chemistry ; 30(49): e202401733, 2024 Sep 02.
Artigo em Inglês | MEDLINE | ID: mdl-38934891

RESUMO

In several biological processes, H2S is known to function as an endogenous gaseous agent. It is very necessary to monitor H2S and relevant physiological processes in vivo. Herein, a new type of fluorophore with a reliable leaving group allows for excited-state intramolecular transfer characteristics (ESIPT), inspired by mycophenolic acid. A morpholine ring was connected at the maleimide position of the probe to target the lysosome. Subsequently, the dinitrophenyl group known for a photoinduced electron transfer (PET) effect, was connected to allow for an effective "turn-on" probe Lyso-H2S. Lyso-H2S demonstrated strong selectivity towards H2S, a large Stokes shift (111 nm), and an incredibly low detection limit (41.8 nM). The imaging of endogenous and exogenous H2S in living cells (A549 cell line) was successfully achieved because of the specificity and ultra-low toxicity (100 % cell viability at 50 µM concentration of Lyso-H2S.) Additionally, Lyso-H2S was also employed to visualize the activity of H2S in the gallbladder and intestine in a living zebrafish model. This is the first report of a fluorescent probe to track H2S sensing in specific organ systems to our knowledge.


Assuntos
Corantes Fluorescentes , Sulfeto de Hidrogênio , Ácido Micofenólico , Peixe-Zebra , Animais , Ácido Micofenólico/química , Sulfeto de Hidrogênio/análise , Sulfeto de Hidrogênio/química , Corantes Fluorescentes/química , Humanos , Células A549 , Sobrevivência Celular/efeitos dos fármacos , Limite de Detecção , Imagem Óptica , Lisossomos/metabolismo , Lisossomos/química , Morfolinas/química
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