1214-24-0Relevant articles and documents
Multiligand interactions at the combining site of anti-fluorescyl antibodies. Molecular recognition and connectivity
Janjic,Schloeder,Tramontano
, p. 6374 - 6377 (1989)
Partitioning of binding energy among the constituent subsites in a ligand-antibody complex can be useful in assessment of bimolecular processes in the combining site. Binding affinities of five anti-fluorescyl monoclonal antibodies for fluorescein (1) and two compounds representing its component parts, xanthenone (2) and benzoate, were studied by the fluorescence quenching technique. Dissociation constants were found to be in the range 10-12- 10-10 M for 1, 10-8- 10-7 M for 2, and 10-3- 10-1 M for benzoate. Binding at both subsites was found to depend strongly on the recognition of polar or charged groups. The carboxylate accounts for ca. 4 kcal/mol for binding at the benzoate site whereas two hydroxyl groups contribute at least 5.5 kcal/mol toward binding of xanthene derivatives. The thermodynamic changes associated with ligand binding were described in terms of the intrinsic (ΔG(i)) and the 'connection' (ΔG(S)) free energies. The connection free energies, estimated at 1.0-2.5 kcal/mol, represent a lower limit for reduction of the entropic energy barrier to bimolecular reactions that would ensue from binding of two reactants prior to chemical transformation. Study of this model system provides a thermodynamic rationale for the utility of monoclonal antibodies as catalysts for bimolecular processes.
Mitochondria-anchored colorimetric and ratiometric fluorescent chemosensor for visualizing cysteine/homocysteine in living cells and daphnia magna model
Yang, Mingwang,Fan, Jiangli,Sun, Wen,Du, Jianjun,Peng, Xiaojun
, p. 12531 - 12537 (2019)
Cysteine (Cys) and homocysteine (Hcy) are essential for maintaining the cellular redox homeostasis and play critical roles in pathological and physiological processes. The development of Cys/Hcy-specific responsive fluorescent probes that are independent
A Cu-free clickable fluorescent probe for intracellular targeting of small biomolecules
Yamagishi, Kento,Sawaki, Kazuaki,Murata, Atsushi,Takeoka, Shinji
, p. 7879 - 7882 (2015)
We synthesized a novel cyclooctyne-based clickable fluorescent probe with versatile properties such as high cell-membrane permeability and free diffusibility in the cell. Our probe "FC-DBCO" was conjugated to an azide-modified mannose via a Cu-free click
Xanthene and xanthone derivatives as G-quadruplex stabilizing ligands
Altieri, Alessandro,Alvino, Antonello,Ohnmacht, Stephan,Ortaggi, Giancarlo,Neidle, Stephen,Nocioni, Daniele,Franceschin, Marco,Bianco, Armandodoriano
, p. 13446 - 13470 (2013)
Following previous studies on anthraquinone and acridine-based G-quadruplex ligands, here we present a study of similar aromatic cores, with the specific aim of increasing G-quadruplex binding and selectivity with respect to duplex DNA. Synthesized compounds include two and three-side chain xanthone and xanthene derivatives, as well as a dimeric "bridged" form. ESI and FRET measurements suggest that all the studied molecules are good G-quadruplex ligands, both at telomeres and on G-quadruplex forming sequences of oncogene promoters. The dimeric compound and the three-side chain xanthone derivative have been shown to represent the best compounds emerging from the different series of ligands presented here, having also high selectivity for G-quadruplex structures with respect to duplex DNA. Molecular modeling simulations are in broad agreement with the experimental data.
Antihypertensive activity, toxicity and molecular docking study of newly synthesized xanthon derivatives (xanthonoxypropanolamine)
Goshain, Omprakash,Ahmed, Bahar
, (2019)
Context Xanthone derivatives have been reported to possess a wide range of biological properties. In effort to search new effective antihypertensive compounds, we have synthesizednovel xanthone derivatives (xanthonoxypropanolamines) and got patent for these compounds (The Patent Office, Government of India, S. No.: 011–016308, Patent No.: 250538). Objective In the present work, we attempted to establish the antihypertensive activity, toxicity and molecular docking study forthese newly synthesized compounds (1a, 1b and 2). Materials and method The preliminary antihypertensive screening was performed by administering synthesized compounds and standard drugs intraperitonially and orally into wistar rats. The change in systolic, diastolic and the mean blood pressure before and after the treatment of the drugs was measured on a Digital LE-S100 Blood Pressure Meter by Tail-cuff method non-invasively. Toxicity studies were carried out after oral administration of synthesized compounds to rats at doses of 25, 50, and 100mg/kg. The serum samples were tested for different toxicity parameters such as liver function test, kidney function test etc. The docking simulations of all the compounds were performed using Maestro, version 9.4 implemented from Schrodinger software suite. Results and discussion The result showed that the compound 1a, 1b and 2 have greater antihypertensive activity with almost equal or less toxicity profile in comparison to standard drug Propranolol and Atenolol. The docking score for the compound 1b was found -9.1 while for compound 1a and 2 were found -8.7 and -8.6 respectively. Conclusion These novel compounds i.e. 1a, 1b, and 2 have greater antihypertensive activity in comparison to standard drugs Propranolol and Atenolol. All these compounds do not have any toxicity.
A Turn-On Fluorescent Probe for Detection of Sub-ppm Levels of a Sulfur Mustard Simulant with High Selectivity
Zhang, Yuanlin,Lv, Yanlin,Wang, Xuefei,Peng, Aidong,Zhang, Kaiquan,Jie, Xiaoke,Huang, Jijun,Tian, Zhiyuan
, p. 5481 - 5488 (2018)
A new type of fluorescent probe capable of detecting a sulfur mustard (SM) simultant at a concentration of 1.2 μM in solution and 0.5 ppm in the gas phase has been developed. Owing to its molecular structure with a thiocarbonyl component and two piperidyl
Fluorescently Labeled Cyclodextrin Derivatives as Exogenous Markers for Real-Time Transcutaneous Measurement of Renal Function
Huang, Jiaguo,Weinfurter, Stefanie,Pinto, Pedro Caetano,Pretze, Marc,Kr?nzlin, Bettina,Pill, Johannes,Federica, Rodeghiero,Perciaccante, Rossana,Ciana, Leopoldo Della,Masereeuw, Rosalinde,Gretz, Norbert
, p. 2513 - 2526 (2016)
Evaluation of renal function is crucial for a number of clinical situations. Here, we reported a novel exogenous fluorescent marker (FITC-HPβCD) to real-time assess renal function by using a transcutaneous fluorescent detection technique. FITC-HPβCD was designed based on the principle of renal clearance of designed drugs. It displays favorable fluorescent properties, high hydrophilicity, low plasma protein binding, and high stability in porcine liver esterase as well as in plasma and nontoxicity. More importantly, FITC-HPβCD can be efficiently and rapidly filtered by glomerulus and completely excreted into urine without proximal tubular reabsorption or secretion in rat models. Additionally, the marker was well-tolerated, with nearly 100% urinary recovery of the given doses, and no metabolism were found. Relying on this novel kidney function marker and transcutaneous devices, we demonstrate a rapid, robust, and convenient approach for real-time assessing renal function without the need of time-consuming blood and urine sample preparation. Our work provides a promising tool for noninvasive real-time monitoring of renal function in vivo.
Development of azo-based fluorescent probes to detect different levels of hypoxia
Piao, Wen,Tsuda, Satoru,Tanaka, Yuji,Maeda, Satoshi,Liu, Fengyi,Takahashi, Shodai,Kushida, Yu,Komatsu, Toru,Ueno, Tasuku,Terai, Takuya,Nakazawa, Toru,Uchiyama, Masanobu,Morokuma, Keiji,Nagano, Tetsuo,Hanaoka, Kenjiro
, p. 13028 - 13032 (2013)
Let it shine: New hypoxia-sensitive fluorescent probes were developed; they consist of a rhodamine moiety with an azo group directly conjugated to the fluorophore. Because of an ultrafast conformational change around the N=N bond, the compounds are nonflu
Design, synthesis and biological evaluation of Rose Bengal analogues as SecA inhibitors
Cui, Jianmei,Jin, Jinshan,Hsieh, Ying-Hsin,Yang, Hsiuchin,Ke, Bowen,Damera, Krishna,Tai, Phang C.,Wang, Binghe
, p. 1384 - 1393 (2013)
SecA, a key component of bacterial Sec-dependent secretion pathway, is an attractive target for exploring novel antimicrobials. Rose bengal (RB), a polyhalogenated fluorescein derivative, was found from our previous study as a potent SecA inhibitor. Here we describe the synthesis and structure-activity relationships (SAR) of 23 RB analogues that were designed by systematical dissection of RB. Evaluation of these analogues allowed us to establish an initial SAR in SecA inhibition. The antimicrobial effects of these SecA inhibitors are confirmed in experiments using E.coli and B.subtilis.
A palate of fluorescent corannulene derivatives: Synthesis, spectroscopic properties, and bio-imaging application
Finney, Nathaniel S.,Gao, Yan,Jiang, Haiyan,Liu, Xueling,Wang, Yali,Xu, Jun
supporting information, p. 5818 - 5821 (2021/06/16)
Reported here is a palate of fluorescent corannulene derivatives suitable for cellular imaging. They are derived from "tagging"corannulene with known fluorophores. The tagged corannulenes display strong fluorescence (?F > 0.25 in MeOH), good photostability and long emission wavelength (500 nm to 600 nm). Cell staining experiments indicate that several of them have excellent cell membrane permeability and targeting ability. In addition, we have found an unexpected, highly efficient energy transfer from corannulene to the pendant fluorophore. This has implications for many areas of corannulene research.
ORGANIC ELECTROLUMINESCENT ELEMENT AND POLYCYCLIC COMPOUND FOR ORGANIC ELECTROLUMINESCENT ELEMENT
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Paragraph 0171-0172, (2021/09/10)
PROBLEM TO BE SOLVED: To provide an organic electroluminescent element with high efficiency and a polycyclic compound used for the same. SOLUTION: An organic electroluminescent element includes a first electrode EL1, an organic layer OL, and a second electrode EL2, and the organic layer OL includes a polycyclic compound expressed by Chemical Formula 1 (Chemical Formula 1). SELECTED DRAWING: Figure 1 COPYRIGHT: (C)2021,JPOandINPIT
Single-Molecule Imaging of Active Mitochondrial Nitroreductases Using a Photo-Crosslinking Fluorescent Sensor
Thiel, Zacharias,Rivera-Fuentes, Pablo
supporting information, p. 11474 - 11478 (2019/07/10)
Many biomacromolecules are known to cluster in microdomains with specific subcellular localization. In the case of enzymes, this clustering greatly defines their biological functions. Nitroreductases are enzymes capable of reducing nitro groups to amines,
