Institute of Fine Chemicals

Shanghai, China

Institute of Fine Chemicals

Shanghai, China
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Liu Z.,Institute of Fine Chemicals | Wang L.,Institute of Fine Chemicals | Bao C.,Institute of Fine Chemicals | Li X.,East China University of Science and Technology | And 3 more authors.
Biomacromolecules | Year: 2011

A new series of degradable and water-swellable cross-linked PEG phosphoester polymers (CPPs) based on a facile cross-linked reaction between diphosphoesters of polyethylene glycol (P-PEG-P) and diglycidyl ether of polyethylene glycol (E-PEG-E) has been prepared and characterized. The molecular weights and ratios of the prepolymers played an important role for the properties of CPPs polymers, such as mechanical property, swelling, and degradation rates. In the curing process, the glycidyl ether was consumed by both hydroxyl of the phosphoester (P-OH) and hydroxyl generated from the opened glycidyl ethers (C-OH) with the presence of acid, which generated degradable phosphate esters as cross-linked points and ether bonds as the short branches, respectively. Drug entrapment and release test and biological cytotoxicity studies in vitro suggested that the polymers and generated hydrogels have great potential applications in drug delivery system and biological materials. © 2011 American Chemical Society.

Gu K.,Institute of Fine Chemicals | Xu Y.,East China University of Science and Technology | Li H.,Shanghai JiaoTong University | Guo Z.,Institute of Fine Chemicals | And 6 more authors.
Journal of the American Chemical Society | Year: 2016

Development of "smart" noninvasive bioimaging probes for trapping specific enzyme activities is highly desirable for cancer therapy in vivo. Given that β-galactosidase (β-gal) is an important biomarker for cell senescence and primary ovarian cancers, we design an enzyme-activatable ratiometric near-infrared (NIR) probe (DCM-βgal) for the real-time fluorescent quantification and trapping of β-gal activity in vivo and in situ. DCM-βgal manifests significantly ratiometric and turn-on NIR fluorescent signals simultaneously in response to β-gal concentration, which makes it favorable for monitoring dynamic β-gal activity in vivo with self-calibration in fluorescent mode. We exemplify DCM-βgal for the ratiometric tracking of endogenously overexpressed β-gal distribution in living 293T cells via the lacZ gene transfection method and OVCAR-3 cells, and further realize real-time in vivo bioimaging of β-gal activity in colorectal tumor-bearing nude mice. Advantages of our system include light-up ratiometric NIR fluorescence with large Stokes shift, high photostability, and pH independency under the physiological range, allowing for the in vivo real-time evaluation of β-gal activity at the tumor site with high-resolution three-dimensional bioimaging for the first time. Our work provides a potential tool for in vivo real-time tracking enzyme activity in preclinical applications. © 2016 American Chemical Society.

Qi M.-H.,Institute of Fine Chemicals | Wang F.-J.,Institute of Fine Chemicals | Shi M.,Institute of Fine Chemicals | Shi M.,CAS Shanghai Institute of Organic Chemistry
Tetrahedron Asymmetry | Year: 2010

A series of novel monooxazoline-Schiff base ligands 1 has been successfully synthesized. The Cu(I)-1a complex showed excellent catalytic activities with up to 83% ee for the asymmetric α-chlorination of β-keto esters. © 2010 Elsevier Ltd. All rights reserved.

Yuan Z.-L.,Institute of Fine Chemicals | Wei Y.,CAS Shanghai Institute of Organic Chemistry | Shi M.,Institute of Fine Chemicals | Shi M.,CAS Shanghai Institute of Organic Chemistry
European Journal of Organic Chemistry | Year: 2010

Several highly efficient DABCO (1, 4-diazabicyclo[2.2.2]octane)-catalyzed Michael-type reactions of hydrazones with activated alkynes are described in this paper. This azaMichael addition reaction can be applied to different types of hydrazones, such as hydrazones 1 and hydroxy-bearing hydrazones 5. The corresponding adducts are achieved in high yields under mild reaction conditions. DABCO-promoted aza-Michael addition reactions were successfully applied to a serious of hydrazones with activated alkynes to afford the corresponding adducts in moderate to good yields. © 2010 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim.

Cai L.,Institute of Fine Chemicals | Shi R.,East China University of Science and Technology | Tang Y.,East China University of Science and Technology | Long Y.-T.,Institute of Fine Chemicals | And 4 more authors.
Industrial and Engineering Chemistry Research | Year: 2014

Extensive efforts have been devoted to the qualification of plant extracts as green corrosion inhibitors for industrial metals, but studies that demonstrate the active component(s) of these extracts remain scarce. We report here that piperine, the major pungent component of peppers, has the best corrosion inhibitive efficiency for copper in HCl among four analogous amide alkaloids isolated from a traditional Chinese medicine. This compound inhibited HCl corrosion more efficiently than cysteine, and did not exhibit markedly decreased efficiency under several harsh experimental conditions. Electrochemical and microscopic analyses suggested that piperine could form a protective layer on the metal surface via both physisorption and chemisorption, reducing the corrosion rate. The adsorption energies of all the test compounds were calculated using a hybrid density functional theory. © 2013 American Chemical Society.

Lu G.,China University of Petroleum - East China | Lu G.,Institute of Fine Chemicals | Zhou Y.,China University of Petroleum - East China | Xiang Y.,China University of Petroleum - East China | Xia D.,China University of Petroleum - East China
Journal of Porphyrins and Phthalocyanines | Year: 2010

The crude product of hexacarboxy biphtalocyanines cobalt (CoBPcC 6) was synthesized by fusing trimellitic anhydride, pyromellitic dianhydride, urea and CoCl2·6H2O with ammonium molybdate as catalyst and then hydrolyzed under alkaline conditions. The crude product was isolated by acidifying with hydrochloric acid followed by filtration, then purified by reprecipitation from concentrated sulfuric acid followed by chromatography on silica gel column. CoBPcC6 was characterized by IR, UV-vis, 1H NMR, elemental analysis, etc. The activity of CoBPcC6 catalyst for extractive sweetening was evaluated by studying mercaptide oxidation. It was found that the performance of this immobilized catalyst was better than the commercial immobilized catalyst. © 2010 World Scientific Publishing Company.

Deng Q.,Institute of Fine Chemicals | He X.-P.,Institute of Fine Chemicals | Shi H.-W.,East China University of Science and Technology | Chen B.-Q.,Institute of Fine Chemicals | And 6 more authors.
Industrial and Engineering Chemistry Research | Year: 2012

Despite natural amino acids having been proposed as the green surrogate of currently used corrosion inhibitors that are generally toxic to both nature and human body during the everyday industrial processing of metallic equipments, their structural simplicity yet lowers the inhibitive potency, thereby hampering their further industrialization. We disclose here that a concise chemical ligation (Cu I-catalyzed azide-alkyne 1,3-dipolar cycloaddition reaction [Cue-AAC]) between two L-amino acids that are weak or noncorrosion inhibitors may result in their largely improved protective effect for mild steel in HCl. A series of 1,4-disubstituted 1,2,3-triazolyl bis-amino acid derivatives constituted by L-serine, L-threonine, L-phenylalanine, and L-tyrosine were efficiently synthesized via Cue-AAC and deprotection reactions in high yields. Subsequently performed electrochemical impedance spectroscopy (EIS) evidenced that the inhibitive effect of these compounds for mild steel in 1 M HCl is markedly better than that of their natural amino acid counterparts. The inhibitive modality of the most potent inhibitor was interpreted in detail by potentiodynamic polarization and thermodynamic calculations. Furthermore, quantum chemical calculations suggest that the triazole ring formed by the Cue-AAC has contribution to their metal surface adsorption. This study would offer unique insights into the facile development of potency-enhanced green corrosion inhibitors based on the concise Cue-AAC ligation of natural amino acids. © 2012 American Chemical Society.

He X.-P.,Institute of Fine Chemicals | He X.-P.,East China University of Science and Technology | Wang X.-W.,Institute of Fine Chemicals | Jin X.-P.,Institute of Fine Chemicals | And 4 more authors.
Journal of the American Chemical Society | Year: 2011

Carbohydrates represent one of the most significant natural building blocks, which govern numerous critical biological and pathological processes through specific carbohydrate-receptor interactions on the cell surface. We present here a new class of electrochemical probes based on gold surface-coated epimeric monosaccharide-quinone hybrids toward the ingenious detection of specific epimeric carbohydrate-protein interactions. Glucose and galactose, which represent a pair of natural monosaccharide C4 epimers, were used to closely and solidly conjugate with the 1,4-dimethoxybenzene moiety via a single C-C glycosidic bond, followed by the introduction of a sulfhydryl anchor. The functionalized aryl C-glycosides were sequentially coated on the gold electrode via the self-assembled monolayer (SAM) technique. X-ray photoelectron spectroscopy (XPS) was used to confirm the SAM formation, by which different binding energies (BE) between the glucosyl and the galactosyl SAMs on the surface, probably rendered by their epimeric identity, were observed. The subsequent electrochemical deprotection process readily furnished the surface-confined quinone/hydroquinone redox couple, leading to the formation of electrochemically active epimeric monosaccharide-quinone SAMs on the gold electrode. Cyclic voltammetry (CV) and differential pulse voltammetry (DPV) used for the detection of specific sugar-lectin interactions indicated that the addition of specific lectin to the corresponding monosaccharide-quinone surface, i.e., concanavalin A (Con A) to the glucosyl SAM and peanut agglutinin (PNA) to the galactosyl SAM, resulted in an obvious decrease in peak current, whereas the addition of nonspecific lectins to the same SAMs gave very minor current variations. Such data suggested our uniquely constructed gold surface coated by sugar-quinone hybrids to be applicable as electrochemical probes for the detection of specific sugar-protein interactions, presumably leading to a new electrochemistry platform toward the study of carbohydrate-mediated intercellular recognitions. © 2011 American Chemical Society.

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