105248-77-9Relevant academic research and scientific papers
A near-infrared fluorescent probe for endogenous hydrogen peroxide real-time imaging in living cells and zebrafish
Huang, Xin,Li, Zhipeng,Liu, Zixin,Zeng, Chengchu,Hu, Liming
, p. 518 - 523 (2019)
Hydrogen peroxide (H2O2) can be produced in mitochondria and plays a significant role in physiological metabolism. Overproduction of H2O2 is a hallmark of many diseases. Therefore, it is very important to develop a highly sensitive method for detecting H2O2 both in vivo and in vitro. Previously reported benzil-based fluorescence probes are superior to those based on boronate ester in terms of reaction selectivity. However, the near-infrared (NIR) probe with biocompatibility has been rarely reported for the detection of endogenous hydrogen peroxide and the real-time imaging in biological system. Hemicyanine skeleton has been proven to be effective scaffold for NIR fluorescent probes for non-invasive optical imaging in vivo. In this paper, a Cy-H2O2 probe for real-time monitoring hydrogen peroxide in organisms was designed by modifying the NIR hemicyanine framework with benzil moiety. The results showed that Cy-H2O2 exhibits high specificity and sensitivity, and has good water solubility and short response time (within 10 min) for detection of hydrogen peroxide in vitro and in vivo. The reaction mechanism was deduced by detecting product of the fluorescent probe reacting with hydrogen peroxide using HPLC. The probe shows a good linear relationship for the specific response to H2O2 within the concentration range of 0–7 μM and the detection limit is 65 nM. In addition, the probe Cy-H2O2 has been successfully applied to H2O2 detection in living cells and zebrafish.
Diversification of α-ketoamides: Via transamidation reactions with alkyl and benzyl amines at room temperature
Junaid, Qazi Mohammad,Kandasamy, Jeyakumar,Popuri, Sureshbabu,Sabiah, Shahulhameed,Singh, Shweta
supporting information, p. 7134 - 7140 (2021/08/30)
A wide range of N-tosyl α-ketoamides underwent transamidation with various alkyl amines in the absence of a catalyst, base, or additive. On the other hand, transamidation in N-Boc α-ketoamides was achieved in the presence of Cs2CO3. The reactions proceede
Synthesis and application of fluorescent probe for detecting hydrogen peroxide
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, (2018/10/27)
The invention relates to synthesis and application of a fluorescent probe for detecting hydrogen peroxide and belongs to the field of fluorescent probes. The chemical structure of the compound is as shown in the specification, and the compound has excellent fluorescence properties such as high quantum yield and good stability. The probe is extremely weak in fluorescence, but the fluorescence intensity is rapidly enhanced (by up to 1200 times) after hydrogen peroxide acts on the probe for 10 minutes, and the probe has high quantum yield. The probe has the detection limit as low as 46nM, has high sensitivity, is of excellent selectivity and anti-interference performance in the aspect of hydrogen peroxide recognition, can be used for detecting hydrogen peroxide in vitro and in living cells, and thus has broad application prospects in the field of chemical analysis and detection.
A fluorescent probe for detection of hydrogen peroxide and its preparation method and application
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Paragraph 0068; 0082, (2017/10/27)
The invention discloses a fluorescent probe for detecting hydrogen peroxide and a preparation method and application thereof. The structural formula of the fluorescent probe for detecting hydrogen peroxide is shown in the description, wherein any one or two of R1-R5 represents electron withdrawing groups. The fluorescent probe is novel in group response, good in selectivity and high in sensitivity; the excitation emission wavelength of the fluorescent probe is located in the range of near infrared waves, damage to tissue is small, the penetrating power is high, and the fluorescent probe can be used for living body imaging. The preparation method comprises the steps that 3-aminophenol and Cy.7.Cl are subjected to a substitution reaction, and Cy-Ph-NH2 is obtained; a retro-Knoevenagel reaction is conducted, and P-NH2 is obtained; P-NH2 and a derivative of phenylglyoxylic acid are subjected to the substitution reaction, and the product P-R is obtained, that is, the fluorescent probe for detecting hydrogen peroxide is obtained. The synthesizing method is simple and suitable for industrial production.
Asymmetrie aerobic oxidation of α-hydroxy acid derivatives by C 4-symmetric, vanadate-centered, tetrakisvanadyl(V) clusters derived from N-salicylidene-α-aminocarboxylates
Chen, Chien-Tien,Bettigeri, Sampada,Weng, Shiue-Shien,Pawar, Vijay D.,Lin, Ya-Hui,Liu, Cheng-Yuan,Lee, Way-Zen
, p. 8175 - 8185 (2008/02/13)
(Chemical Equation Presented) A series of chiral vanadyl(V) methoxides bearing 3-t-butyl-5-substituted N-salicylene-L-valinate and L-t-leucinate as chiral auxiliaries has been prepared. In all cases except the 3,5-di-t-butyl analogue, they exist as monomers both in solution and in the single crystal state. In the case of the 3,5-di-t-butyl analogue, the architectural nature of the vanadyl(V) complex highly depends on the base used during the complex formation event. A pentanuclear C4-symmetric complex was formed when potassium salts were employed instead of the corresponding sodium salts. A central vanadate(V) unit serves to grip four identical chiral monomelic vanadyl(V) units together, by which a potassium ion sits on top of the four flanking units through carbonyl coordinations and serves to hold the whole cluster by cooperation with the central vanadate(V) unit. In comparison with the corresponding monomelic vanadyl(V) methoxide complex, the cluster complex was utilized to facilitate the asymmetric aerobic oxidations of various racemic α-hydroxyesters, -amides, and -thioesters with excellent selectivity factors (krel 40 to >500).
