An NBD tertiary amine is a fluorescent quencher and/or a weak green-light fluorophore in H₂S-specific probes

Abstract

The endogenous level of biological H2S (submicromolar) is much lower than that of GSH (millimolar), leading to the requirement of exploring highly selective chemical tools for differentiation of intracellular H2S...

Amino‐Terephthalonitrile‐Based Single Benzene Fluorophores with Large Stokes Shifts and Solvatochromic Behavior

“…[14][15] However, there are few examples in the literature like the SBF system 7-nitrobenzo[c] [1,2,5]oxadiazol-4amine (NBD-amine) (Figure 1, 9) where the presence of nitro group does not have detrimental effects on the fluorescence emission. [16] This implies that there is a deeper interplay between conformation of molecular subunits and extent of intramolecular charge transfer in heteroacenes, which dictates the outcome of emissive behavior.…”

Novel fluorescent probe based on dicoumarin for detection of hydrogen sulfide in real samples

“…According to recent studies, endogenous levels of intracellular H 2 S are significantly lower than those of GSH, and the discovery and development of highly selective responses to H 2 S under micromolar conditions that specifically detect the presence of millimolar biothiols is a challenge for the development of H 2 S fluorescence probes. [29] The conjugate plane of coumarin-fused heterocycles, which contains several modification sites and may be easily modified to achieve the fluorescence amplification effect, is expanded by the joining of two coumarins. The molecular structure of dicoumarin has a hydrogen bond donor (hydroxy [OH]) and hydrogen bond acceptor (C=O), which makes it the perfect fluorescent group since it can create fluorescence by intramolecular charge transfer (ICT) and has a great photostability and chemical stability.…”

“…According to recent studies, endogenous levels of intracellular H 2 S are significantly lower than those of GSH, and the discovery and development of highly selective responses to H 2 S under micromolar conditions that specifically detect the presence of millimolar biothiols is a challenge for the development of H 2 S fluorescence probes. [ 29 ]…”

Novel 2-Benzo[d]thiazolyl-4-quinolinylphenol Skeleton-Based Turn-on Fluorescent Probe for H2S Detection and its Multiple Applications in Water Environment, Foodstuffs, and Living Organisms

“…For instance, the methylene blue method has a low detection sensitivity at the micromolar level. The fluorescent probe detection tool has obtained huge development thanks to its manifold advantages including high sensitivity, specific selectivity, low expenses, in situ and fast detection, robust compatibility, and scalability. − These advantages make the fluorescent probe method a hotspot field, and copious fluorescent chemosensors have also been developed for sensitively detecting specific analytes in vitro and vivo , food samples, and water environment. − These fluorescent probes often were designed based on the traditional fluorophores, such as coumarin, NBD, 1,8-naphthalimide, cyanine, pyrene, xanthene, etc. − To some degree, there were some developed fluorescent probes still existing a few drawbacks, such as using large amounts of organic solvents to realize the required emission signal, poor anti-interference ability and selectivity from other sulfur-containing analytes, requiring complicated operating procedures, and low synthesis productivity. − Therefore, to address the limitations enumerated above, it is vital and promising to develop novel small molecular fluorescent probes for specifically and on-the-spot monitoring of H 2 S in aqueous media …”