An ICT-PET dual-controlled strategy for improving molecular probe sensitivity: Application to photoactivatable fluorescence imaging and H2S detection

Zhu, Jihua; Miao, Congcong; Wang, Xicun

doi:10.1016/j.jphotochem.2023.114659

Cited by 12 publications

(6 citation statements)

References 41 publications

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“…The probe was further used to construct a logic gate utilizing the reactivity with H 2 S and SO 3 2– as well as to image exogenous and SNP-generated H 2 S in HepG2 cells. Probe 16 was also reported by Wang where the azide could be reduced to the parent amine by either H 2 S or 465 nm light in 70% DMF in buffer and was further used to image exogenous H 2 S in HeLa cells . Zhang reported 17 (SP3), which provides a turn-on at 557 nm with good selectivity for H 2 S over competing analytes, although some response to Cys, GSH, HPO 4 2– , and H 2 O 2 was also observed .…”

Section: H2s Fluorescent Probes: Reduction Of Oxidized Nitrogen Motifsmentioning

confidence: 82%

“…Probe 16 was also reported by Wang where the azide could be reduced to the parent amine by either H 2 S or 465 nm light in 70% DMF in buffer and was further used to image exogenous H 2 S in HeLa cells. 105 Zhang reported 17 (SP3), which provides a turn-on at 557 nm with good selectivity for H 2 S over competing analytes, although some response to Cys, GSH, HPO 4 2− , and H 2 O 2 was also observed. 106 This probe was used to investigate H 2 S levels in red wine and also to image exogenous H 2 S in SW480 cells.…”

Section: −mentioning

confidence: 99%

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Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

Fosnacht,

Pluth

2024

Chem. Rev.

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Hydrogen sulfide (H 2 S) is not only a well-established toxic gas but also an important small molecule bioregulator in all kingdoms of life. In contemporary biology, H 2 S is often classified as a "gasotransmitter," meaning that it is an endogenously produced membrane permeable gas that carries out essential cellular processes. Fluorescent probes for H 2 S and related reactive sulfur species (RSS) detection provide an important cornerstone for investigating the multifaceted roles of these important small molecules in complex biological systems. A now common approach to develop such tools is to develop "activitybased probes" that couple a specific H 2 S-mediated chemical reaction to a fluorescent output. This Review covers the different types of such probes and also highlights the chemical mechanisms by which each probe type is activated by specific RSS. Common examples include reduction of oxidized nitrogen motifs, disulfide exchange, electrophilic reactions, metal precipitation, and metal coordination. In addition, we also outline complementary activity-based probes for imaging reductant-labile and sulfane sulfur species, including persulfides and polysulfides. For probes highlighted in this Review, we focus on small molecule systems with demonstrated compatibility in cellular systems or related applications. Building from breadth of reported activity-based strategies and application, we also highlight key unmet challenges and future opportunities for advancing activity-based probes for H 2 S and related RSS.

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Section: H2s Fluorescent Probes: Reduction Of Oxidized Nitrogen Motifsmentioning

confidence: 82%

Section: −mentioning

confidence: 99%

Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

Fosnacht,

Pluth

2024

Chem. Rev.

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“…Recent investigations on fluorescent probes for H 2 S detection are listed in Table S1 † for comparison. [25][26][27][28][29][30][31][32][33][34][35][36][37][38][39] Although many probes have been reported to show high sensitivity and selectivity, the measurement span (linear range) values were relatively narrow and limited the practical applications. Herein, the optical capabilities of the probe TPABF-HS were tested, and the linear range was especially focussed on.…”

Section: Optical Capabilities Of the Detection Systemmentioning

confidence: 99%

“…[22][23][24] The reported recognition mechanisms involve azide reduction, copper precipitation and nucleophilic attack on ethers, esters and double bonds, while the selected fluorophores include coumarin, rhodamine, naphthalimide and hemicyanine. [25][26][27][28][29][30][31][32][33][34][35][36][37][38][39] For evaluating the practical application of fluorescent probes, the key performance indicators include selectivity (anti-interference), sensitivity (limit of detection (LOD)) and measurement span (linear range).…”

Section: Introductionmentioning

confidence: 99%

A human serum albumin-binding-based fluorescent probe for monitoring hydrogen sulfide and bioimaging

Guo,

Liu,

et al. 2024

Analyst

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“…Several effective uorescent probes based on an H 2 S-mediated azide reduction strategy have been investigated recently. [41][42][43][44]. As shown in Scheme.…”

Section: Design and Synthesis Of Cha-nmentioning

confidence: 99%

A Chalcone-based Fluorescence Probe for H2S Detecting Utilizing ESIPT Coupled ICT Mechanism

et al. 2023

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The accurate and effective identi cation of hydrogen sul de holds great signi cance for environmental monitoring. Azide-binding uorescent probes are powerful tools for hydrogen sul de detection. We combined the 2'-Hydroxychalcone scaffold with azide moiety to construct probe Chal-N 3 , the electronwithdrawing azide moiety was utilized to block the ESIPT process of 2'-Hydroxychalcone and quenches the uorescence. The uorescent probe was triggered with the addition of hydrogen sul de, accompanied by great uorescence intensity enhancement with a large Stokes shift. With excellent uorescence properties including high sensitivity, speci city selectivity, and wider pH range tolerance, the probe was successfully applied to natural water samples.

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An ICT-PET dual-controlled strategy for improving molecular probe sensitivity: Application to photoactivatable fluorescence imaging and H2S detection

Cited by 12 publications

References 41 publications

Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

Activity-Based Fluorescent Probes for Hydrogen Sulfide and Related Reactive Sulfur Species

A human serum albumin-binding-based fluorescent probe for monitoring hydrogen sulfide and bioimaging

A Chalcone-based Fluorescence Probe for H2S Detecting Utilizing ESIPT Coupled ICT Mechanism

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