Investigation of a sensing approach based on a rapid reduction of azide to selectively measure bioavailability of H<sub>2</sub>S

Kim, Gunwoo; Jang, Eun-Ju; Page, Alexis M.; Ding, Ting; Carlson, Kimberly A.; Cao, Haishi

doi:10.1039/c6ra20478c

Cited by 12 publications

(5 citation statements)

References 25 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…According to previous work, the nitro group on the aromatic ring (1,8-naphthalimide) can be reduced by H 2 S and consequently lead to photophysical property change, which has been intensively used as a sensing strategy for the detection of H 2 S [19]. Thus, NCy3 was incubated with different reducing reagents (H 2 S, GSH, ascorbic acid, and HSO 3 − ) to investigate the reduction of nitro group.…”

Section: Resultsmentioning

confidence: 99%

Analysis of Bisulfite Via a Nitro Derivative of Cyanine-3 (NCy3) in the Microfluidic Channel

et al. 2019

Self Cite

View full text Add to dashboard Cite

show abstract

Section: Resultsmentioning

confidence: 99%

Analysis of Bisulfite Via a Nitro Derivative of Cyanine-3 (NCy3) in the Microfluidic Channel

et al. 2019

Self Cite

View full text Add to dashboard Cite

show abstract

“…The probe was selective for H 2 S over biological analytes and was used to image exogenous H 2 S in HNE-2 cells. In 2016, Cao reported 65 (AHS) that displayed a 17-fold fluorescence turn-on at 557 nm when treated with H 2 S in 60% DMSO in buffer and was selective for H 2 S over other biological analytes, although high concentrations of GSH did elicit a minor response . This probe was further used to image exogenous H 2 S in U937 monocytic cells.…”

Section: H2s Fluorescent Probes: Reduction Of Oxidized Nitrogen Motifsmentioning

confidence: 99%

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

Fosnacht,

Pluth

2024

Chem. Rev.

View full text Add to dashboard Cite

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.

show abstract

“…When applied to the detection of H 2 S in HeLa cells, and good selectivity was achieved in anions and sulfur-containing amino acids. In 2016, Kim et al [ 56 ] designed a fluorescent sensor called AHS based on 2,3-naphthalimide (2,3-NI) to selectively detect H 2 S in histiocytic lymphoma cells U937. The azide in 2,3-NI was reduced to amino group by H 2 S, resulting in increased fluorescence intensity at 557 nm and the linear range was 0–80 μM.…”

Section: Reducibility Based H 2 S Detectionmentioning

confidence: 99%

Review of Chemical Sensors for Hydrogen Sulfide Detection in Organisms and Living Cells

Yang

Zhou

Wang

et al. 2023

Sensors

View full text Add to dashboard Cite

As the third gasotransmitter, hydrogen sulfide (H2S) is involved in a variety of physiological and pathological processes wherein abnormal levels of H2S indicate various diseases. Therefore, an efficient and reliable monitoring of H2S concentration in organisms and living cells is of great significance. Of diverse detection technologies, electrochemical sensors possess the unique advantages of miniaturization, fast detection, and high sensitivity, while the fluorescent and colorimetric ones exhibit exclusive visualization. All these chemical sensors are expected to be leveraged for H2S detection in organisms and living cells, thus offering promising options for wearable devices. In this paper, the chemical sensors used to detect H2S in the last 10 years are reviewed based on the different properties (metal affinity, reducibility, and nucleophilicity) of H2S, simultaneously summarizing the detection materials, methods, linear range, detection limits, selectivity, etc. Meanwhile, the existing problems of such sensors and possible solutions are put forward. This review indicates that these types of chemical sensors competently serve as specific, accurate, highly selective, and sensitive sensor platforms for H2S detection in organisms and living cells.

show abstract

Investigation of a sensing approach based on a rapid reduction of azide to selectively measure bioavailability of H₂S

Abstract: An azide appended 2,3-naphtahlimide (AHS) is functionalized as a fluorescence approach for quantitative detection of H2S in the range of 0–100 μM. In the presence of H2S, AHS displayed a 17-fold fluorescence enhancement that showed a highly linear correlation with H2S level.

Cited by 12 publications

References 25 publications

Analysis of Bisulfite Via a Nitro Derivative of Cyanine-3 (NCy3) in the Microfluidic Channel

Analysis of Bisulfite Via a Nitro Derivative of Cyanine-3 (NCy3) in the Microfluidic Channel

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

Review of Chemical Sensors for Hydrogen Sulfide Detection in Organisms and Living Cells

Contact Info

Product

Resources

About

Investigation of a sensing approach based on a rapid reduction of azide to selectively measure bioavailability of H2S

Abstract: An azide appended 2,3-naphtahlimide (AHS) is functionalized as a fluorescence approach for quantitative detection of H2S in the range of 0–100 μM. In the presence of H2S, AHS displayed a 17-fold fluorescence enhancement that showed a highly linear correlation with H2S level.

Cited by 12 publications

References 25 publications

Analysis of Bisulfite Via a Nitro Derivative of Cyanine-3 (NCy3) in the Microfluidic Channel

Analysis of Bisulfite Via a Nitro Derivative of Cyanine-3 (NCy3) in the Microfluidic Channel

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

Review of Chemical Sensors for Hydrogen Sulfide Detection in Organisms and Living Cells

Contact Info

Product

Resources

About

Investigation of a sensing approach based on a rapid reduction of azide to selectively measure bioavailability of H₂S