305835-80-7Relevant academic research and scientific papers
DANPY (dimethylaminonaphthylpyridinium): an economical and biocompatible fluorophore
Johnson, Lewis E.,Kingsbury, Jason S.,Elder, Delwin L.,Cattolico, Rose Ann,Latimer, Luke N.,Hardin, William,De Meulenaere, Evelien,Deodato, Chloe,Depotter, Griet,Madabushi, Sowmya,Bigelow, Nicholas W.,Smolarski, Brittany A.,Hougen, Trevor K.,Kaminsky, Werner,Clays, Koen,Robinson, Bruce H.
, p. 3765 - 3780 (2019)
Dyes with nonlinear optical (NLO) properties enable new imaging techniques and photonic systems. We have developed a dye (DANPY-1) for photonics applications in biological substrates such as nucleic acids; however, the design specification also enables it to be used for visualizing biomolecules. It is a prototype dye demonstrating a water-soluble, NLO-active fluorophore with high photostability, a large Stokes shift, and a favorable toxicity profile. A practical and scalable synthetic route to DANPY salts has been optimized featuring: (1) convergent Pd-catalyzed Suzuki coupling with pyridine 4-boronic acid, (2) site-selective pyridyl N-methylation, and (3) direct recovery of crystalline intermediates without chromatography. We characterize the optical properties, biocompatibility, and biological staining behavior of DANPY-1. In addition to stability and solubility across a range of polar media, the DANPY-1 chromophore shows a first hyperpolarizability similar to common NLO dyes such as Disperse Red 1 and DAST, a large two-photon absorption cross section for its size, substantial affinity to nucleic acids in vitro, an ability to stain a variety of cellular components, and strong sensitivity of its fluorescence properties to its dielectric environment.
A highly fluorescent water-soluble boronic acid reporter for saccharide sensing that shows ratiometric UV changes and significant fluorescence changes
Gao, Xingming,Zhang, Yanling,Wang, Binghe
, p. 9111 - 9117 (2005)
One water-soluble naphthalene-based fluorescent boronic acid, 6-(dimethylamino)-naphthalene-2-boronic acid (6-DMANBA, 1), has been synthesized. 6-DMANBA shows significant ratiometric UV absorbance changes upon addition of a sugar. For example, addition of 50 mM fructose shifted the UV absorption wavelengths of 6-DMANBA from 306 and 251 to 280 and 244 nm, respectively. In addition, 6-DMANBA is highly fluorescent with a quantum yield of 89% in the absence of a sugar and shows significant fluorescence intensity changes with the addition of a saccharide in aqueous phosphate buffer at physiological pH. For example, with the addition of 50 mM fructose, 6-DMANBA shows an 80% fluorescent intensity decrease at 432 nm. All these spectroscopic properties make compound 1 unique and useful.
Fluorescent probe compound for detecting polysulfide and preparation method thereof
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Paragraph 0012; 0013, (2019/02/04)
The invention relates to a fluorescent probe compound for detecting polysulfide and a preparation method of the fluorescent probe compound. The structure of the compound is as shown in a formula I. Compared with a traditional detection technique, a non-invasive fluorescent probe is easy, convenient and rapid to operate in detection, high in sensitivity, good in selectivity and short in response time, can conduct in situ and real-time monitoring on a to-be-detected target, and has wide application range. (The formula I is shown in the description).
For selenium protein detection of fluorescent probe compound and its preparation method (by machine translation)
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Paragraph 0012, (2019/02/04)
The invention relates to a for selenium protein detection of fluorescent probe compound, said compound having a structure of formula I is shown. Compared with traditional detection technology, non-invasive fluorescent probe detection operation is simple, convenient, fast, high sensitivity, good selectivity, short response time, the detection of the object can be in-situ, real-time monitoring, and has a wide application range. Type I. (by machine translation)
A Fluorescent Kinase Inhibitor that Exhibits Diagnostic Changes in Emission upon Binding
Fleming, Cassandra L.,Sandoz, Patrick A.,Inghardt, Tord,?nfelt, Bj?rn,Gr?tli, Morten,Andréasson, Joakim
supporting information, p. 15000 - 15004 (2019/09/17)
The development of a fluorescent LCK inhibitor that exhibits favourable solvatochromic properties upon binding the kinase is described. Fluorescent properties were realised through the inclusion of a prodan-derived fluorophore into the pharmacophore of an ATP-competitive kinase inhibitor. Fluorescence titration experiments demonstrate the solvatochromic properties of the inhibitor, in which dramatic increase in emission intensity and hypsochromic shift in emission maxima are clearly observed upon binding LCK. Microscopy experiments in cellular contexts together with flow cytometry show that the fluorescence intensity of the inhibitor correlates with the LCK concentration. Furthermore, multiphoton microscopy experiments demonstrate both the rapid cellular uptake of the inhibitor and that the two-photon cross section of the inhibitor is amenable for excitation at 700 nm.
Amidine derived two-photon probe for visualization of vesicular transport from the endoplasmic reticulum to lysosome and the imaging method using the same
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Paragraph 0041; 0045-0048, (2018/12/01)
The present invention relates to an amidine derived two-photon fluorescent probe (ELP1), a small molecule, for observing vesicular transport from endoplasmic reticulum (ER) to lysosome in endoplasmic reticulum (ER), wherein the two-photon fluorescent probe is initially confined to the endoplasmic reticulum and transferred to lysosomal compartments via the vesicle transport, and by having strong two-photon capability, good water solubility, pH independence, low cytotoxicity and high cell loading capacity, can be used effectively as an effective tool for studying biology and cytopathology related to the vesicle transport in real time.COPYRIGHT KIPO 2018
Visualization of vesicular transport from the endoplasmic reticulum to lysosome using an amidine derived two-photon probe
Lee, Hyo Won,Cho, Myoung Ki,Kim, Hye-Ri,Lim, Chang Su,Kang, Chulhun,Kim, Hwan Myung
supporting information, p. 6097 - 6100 (2017/07/10)
We report an amidine-based small molecule two-photon fluorescent probe (ELP1) for monitoring vesicle transport from the ER to lysosome in live cells. Two-photon microscopy imaging studies indicated that this probe initially localized in the ER and subsequ
New method of synthesis and biological evaluation of some combretastatin A-4 analogues
Malysheva, Yulia B.,Combes, Sebastien,Fedorov, Alexey Yu.,Knochel, Paul,Gavryushin, Andrei E.
supporting information; experimental part, p. 1205 - 1208 (2012/06/29)
A series of novel combretastatin A-4 analogues was synthesized in 36-64% yields by Negishi cross-coupling reaction under mild conditions. The prepared compounds exhibit good cytotoxicity against HBL100 epithelial cell lines (IC50=0.022-10.31 ). Georg Thieme Verlag Stuttgart · New York.
Substituted phenylalkanoic acid derivatives and use thereof
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Page 62-63, (2008/06/13)
A compound represented by the formula (I) or a salt thereof: wherein n represents an integer of 1 to 3, R represents an alkyl group having 3 to 8 carbon atoms, a group represented by the following formula: R1(CH2)k— (wherein k represents 0 or an integer of 1 to 3; R1 represents a saturated cyclic alkyl group having 3 to 7 carbon atoms or a saturated condensed cyclic alkyl group having 6 to 8 carbon atoms, and the group R1 may be substituted with a lower alkyl group having 1 to 4 carbon atoms) and the like, and Ar represents a condensed bicyclic group such as naphthalen-1-yl group, which has suppressing action on prostaglandin and leukotriene production and is useful for prophylactic and/or therapeutic treatment of various inflammatory diseases and the like caused by these lipid mediators.
