53677-99-9Relevant academic research and scientific papers
A highly selective fluorescent chemodosimeter for imaging hydrogen sulfide in living cells
Liu, Caiyun,Wu, Huifang,Han, Bingjun,Zhu, Baocun,Zhang, Xiaoling
, p. 214 - 218 (2014)
A 2-formylbenzoate-caged methylfluorescein chemodosimeter (1) was designed and synthesized to detect hydrogen sulfide (H2S) in aqueous solution and living cells. Chemodosimeter 1 could quantificationally detect H 2S in a wide concent
Asymmetric and reduced xanthene fluorophores: Synthesis, photochemical properties, and application to activatable fluorescent probes for detection of nitroreductase
More, Kunal N.,Lim, Tae-Hwan,Kang, Julie,Yun, Hwayoung,Yee, Sung-Tae,Chang, Dong-Jo
, (2019)
Xanthene fluorophores, including fluorescein, rhodol, and rhodamines, are representative classes of fluorescent probes that have been applied in the detection and visualization of biomolecules. Turn on activatable fluorescent probes, that can be turned on
A highly selective fluorescence turn-on probe for Cu(II) based on reaction and its imaging in living cells
Shi, Zhaohua,Tang, Xiaoliang,Zhou, Xiaoyan,Cheng, Ju,Han, Qingxin,Zhou, Ji-An,Wang, Bei,Yang, Yanfang,Liu, Weisheng,Bai, Decheng
, p. 12668 - 12673 (2013)
A new oxidative C-O bond cleavage reaction-based probe FluHMPP was designed and prepared. FluHMPP displays excellent selective turn-on fluorescence response for CuII in aqueous solution under visible light excitation. The cleavage products are fully characterized. Fluorescein fragment is further oxidized to highly fluorescent MFME (3′-O-methylfluorescein methyl ester), and benzyl ether of imine fragment has been transformed to carboxyl. Confocal microscopy experiments have demonstrated that FluHMPP could also be used in live cells for the detection of CuII.
Unmodified fluorescein as a fluorescent chemosensor for fluoride ion detection
Zhang, Xuan,Shiraishi, Yasuhiro,Hirai, Takayuki
, p. 8803 - 8806 (2007)
Unmodified fluorescein (1) behaves as a fluorescent chemosensor for F- detection, where the F--induced fluorescence enhancement is driven by a transfer of the phenolic OH protons to F-.
A Highly Selective Fluorescent Probe for Detection of Hydrogen Sulfide in Living Systems: In Vitro and in Vivo Applications
Reja, Shahi Imam,Sharma, Neetu,Gupta, Muskan,Bajaj, Payal,Bhalla, Vandana,Parihar, Ripu D.,Ohri, Puja,Kaur, Gurcharan,Kumar, Manoj
, p. 9872 - 9878 (2017)
A fluorescein-based fluorescent probe has been designed and synthesised that selectively detects H2S in aqueous medium, among various analytes tested. This fluorescein-based fluorescent probe has also been successfully utilised for real-time imaging of exo- and endogenously produced H2S in cancer cells and normal cells. Moreover, the probe can also detect H2S in the rat brain hippocampus at variable depths and in living nematodes.
Nonpeptide-Based Small-Molecule Probe for Fluorogenic and Chromogenic Detection of Chymotrypsin
Wu, Lei,Yang, Shu-Hou,Xiong, Hao,Yang, Jia-Qian,Guo, Jun,Yang, Wen-Chao,Yang, Guang-Fu
, p. 3687 - 3693 (2017)
We report herein a nonpeptide-based small-molecule probe for fluorogenic and chromogenic detection of chymotrypsin, as well as the primary application for this probe. This probe was rationally designed by mimicking the peptide substrate and optimized by a
Selective, Modular Probes for Thioredoxins Enabled by Rational Tuning of a Unique Disulfide Structure Motif
Becker, Katja,Busker, Sander,Felber, Jan G.,Maier, Martin S.,Poczka, Lena,Scholzen, Karoline,Theisen, Ulrike,Thorn-Seshold, Julia,Thorn-Seshold, Oliver,Zeisel, Lukas,Arnér, Elias S. J.,Brandst?dter, Christina
supporting information, p. 8791 - 8803 (2021/06/27)
Specialized cellular networks of oxidoreductases coordinate the dithiol/disulfide-exchange reactions that control metabolism, protein regulation, and redox homeostasis. For probes to be selective for redox enzymes and effector proteins (nM to μM concentrations), they must also be able to resist non-specific triggering by the ca. 50 mM background of non-catalytic cellular monothiols. However, no such selective reduction-sensing systems have yet been established. Here, we used rational structural design to independently vary thermodynamic and kinetic aspects of disulfide stability, creating a series of unusual disulfide reduction trigger units designed for stability to monothiols. We integrated the motifs into modular series of fluorogenic probes that release and activate an arbitrary chemical cargo upon reduction, and compared their performance to that of the literature-known disulfides. The probes were comprehensively screened for biological stability and selectivity against a range of redox effector proteins and enzymes. This design process delivered the first disulfide probes with excellent stability to monothiols yet high selectivity for the key redox-Active protein effector, thioredoxin. We anticipate that further applications of these novel disulfide triggers will deliver unique probes targeting cellular thioredoxins. We also anticipate that further tuning following this design paradigm will enable redox probes for other important dithiol-manifold redox proteins, that will be useful in revealing the hitherto hidden dynamics of endogenous cellular redox systems.
Aggregation-induced emission and solid fluorescence of fluorescein derivatives
Feng, Shumin,Gong, Shengyi,Feng, Guoqiang
supporting information, p. 2511 - 2513 (2020/03/06)
We report herein for the first time that the aggregation-induced emission and strong solid fluorescence of fluorescein derivatives can be realized by slightly modifying their structure, which provides a new option for AIEgens and solid fluorescent materia
External-Radiation-Induced Local Hydroxylation Enables Remote Release of Functional Molecules in Tumors
Duan, Dongban,Fu, Qunfeng,Li, Hongyu,Liu, Zhibo,Ma, Huimin,Shen, Siyong,Wang, Changlun
supporting information, p. 21546 - 21552 (2020/09/07)
Radiation-induced cleavage for controlled release in vivo is yet to be established. We demonstrate the use of 3,5-dihydroxybenzyl carbamate (DHBC) as a masking group that is selectively and efficiently removed by external radiation in vitro and in vivo. D
Amplified Self-Immolative Release of Small Molecules by Spatial Isolation of Reactive Groups on DNA-Minimal Architectures
Hennecker, Christopher,Mittermaier, Anthony,Prinzen, Alexander L.,Saliba, Daniel,Sleiman, Hanadi F.,Trinh, Tuan
supporting information, p. 12900 - 12908 (2020/06/02)
Triggering the release of small molecules in response to unique biomarkers is important for applications in drug delivery and biodetection. Due to low quantities of biomarker, amplifying release is necessary to gain appreciable responses. Nucleic acids have been used for both their biomarker-recognition properties and as stimuli, notably in amplified small-molecule release by nucleic-acid-templated catalysis (NATC). The multiple components and reversibility of NATC, however, make it difficult to apply in vivo. Herein, we report the use of the hybridization chain reaction (HCR) for the amplified, conditional release of small molecules from standalone nanodevices. We couple HCR with a DNA-templated reaction resulting in the amplified, immolative release of small molecules. We integrate the HCR components into single nanodevices as DNA tracks and spherical nucleic acids, spatially isolating reactive groups until triggering. This could be applied to biosensing, imaging, and drug delivery.
