116748-05-1Relevant articles and documents
A Two-Photon Probe Based on Naphthalimide-Styrene Fluorophore for the in Vivo Tracking of Cellular Senescence
Lozano-Torres, Beatriz,Blandez, Juan F,Galiana, Irene,Lopez-Dominguez, José A,Rovira, Miguel,Paez-Ribes, Marta,González-Gualda, Estela,Mu?oz-Espín, Daniel,Serrano, Manuel,Sancenón, Félix,Martínez-Má?ez, Ramón
, p. 3052 - 3060 (2021)
Cellular senescence is a state of stable cell cycle arrest that can negatively affect the regenerative capacities of tissues and can contribute to inflammation and the progression of various aging-related diseases. Advances in the in vivo detection of cellular senescence are still crucial to monitor the action of senolytic drugs and to assess the early onset or accumulation of senescent cells. Here, we describe a naphthalimide-styrene-based probe (HeckGal) for the detection of cellular senescence both in vitro and in vivo. HeckGal is hydrolyzed by the increased lysosomal β-galactosidase activity of senescent cells, resulting in fluorescence emission. The probe was validated in vitro using normal human fibroblasts and various cancer cell lines undergoing senescence induced by different stress stimuli. Remarkably, HeckGal was also validated in vivo in an orthotopic breast cancer mouse model treated with senescence-inducing chemotherapy and in a renal fibrosis mouse model. In all cases, HeckGal allowed the unambiguous detection of senescence in vitro as well as in tissues and tumors in vivo. This work is expected to provide a potential technology for senescence detection in aged or damaged tissues.
Homochiral oligomers with highly flexible backbones form stable H-bonded duplexes
Nú?ez-Villanueva, Diego,Hunter, Christopher A.
, p. 206 - 213 (2016)
Two homochiral building blocks featuring a protected thiol, an alkene and a H-bond recognition unit (phenol or phosphine oxide) have been prepared. Iterative photochemical thiol-ene coupling reactions were used to synthesize oligomers containing 1-4 phosphine oxide and 1-4 phenol recognition sites. Length-complementary H-bond donor and H-bond acceptor oligomers were found to form stable duplexes in toluene. NMR titrations and thermal denaturation experiments show that the association constant and the enthalpy of duplex formation increase significantly for every additional H-bonding unit added to the chain. There is an order of magnitude increase in stability for each additional H-bonding interaction at room temperature indicating that all of the H-bonding sites are fully bound to their complements in the duplexes. The backbone of the thiol-ene duplexes is a highly flexible alkane chain, but this conformational flexibility does not have a negative impact on binding affinity. The average effective molarity for the intramolecular H-bonding interactions that zip up the duplexes is 18 mM. This value is somewhat higher than the EM of 14 mM found for a related family of duplexes, which have the same recognition units but a more rigid backbone prepared using reductive amination chemistry. The flexible thiol-ene AAAA·DDDD duplex is an order of magnitude more stable than the rigid reductive amination AAAA·DDDD duplex. The backbone of the thiol-ene system retains much of its conformational flexibility in the duplex, and these results show that highly flexible molecules can make very stable complexes, provided there is no significant restriction of degrees of freedom on complexation.
Fluorescent probe for fluorine ion detection, application of fluorescent probe and method for detecting fluorine ions in to-be-detected sample
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Paragraph 0070; 0074-0077, (2021/08/06)
The invention belongs to the technical field of analytical chemistry, and particularly relates to a fluorescent probe for fluorine ion detection, application of the fluorescent probe and a method for detecting fluorine ions in a to-be-detected sample. The invention provides a compound as shown in a formula I, or an optical isomer or salt thereof, and provides application of the compound as a fluorine ion detection fluorescent probe. According to the method for detecting the fluorine ions in the to-be-detected sample, the compound, or the optical isomer or the salt of the compound is used as a fluorine ion detection fluorescent probe for detection. The fluorescent probe has the advantages of good water solubility, high selectivity, high response speed, low detection limit, good stability, wide applicable pH range and good application prospect.
A Cationic Micelle as In Vivo Catalyst for Tumor-Localized Cleavage Chemistry
Chen, Mengqi,Ding, Zexuan,Hong, Hanyu,Li, Zi-Chen,Liu, Zhibo,Qi, Jianyuan,Rui, Yuchen,Wang, Chunhong
supporting information, p. 19750 - 19758 (2021/07/12)
The emerging strategies of accelerating the cleavage reaction in tumors through locally enriching the reactants is promising. Yet, the applications are limited due to the lack of the tumor-selectivity for most of the reactants. Here we explored an alternative approach to leverage the rate constant by locally inducing an in vivo catalyst. We found that the desilylation-induced cleavage chemistry could be catalyzed in vivo by cationic micelles, and accelerated over 1400-fold under physiological condition. This micelle-catalyzed controlled release platform is demonstrated by the release of a 6-hydroxyl-quinoline-2-benzothiazole derivative (HQB) in two cancer cell lines and a NIR dye in mouse tumor xenografts. Through intravenous injection of a pH-sensitive polymer micelles, we successfully applied this strategy to a prodrug activation of hydroxyl camptothecin (OH-CPT) in tumors. Its “decaging” efficiency is 42-fold to that without cationic micelles-mediated catalysis. This micelle-catalyzed desilylation strategy unveils the potential that micelle may act beyond a carrier but a catalyst for local perturbing or activation.
