56282-36-1Relevant academic research and scientific papers
N,n'-disuccinimidyl carbonate as a coupling agent in the synthesis of thiophospholipids. Used for anchoring biomembranes to gold surfaces
Boden, Neville,Bushby, Richard J.,Liu, Quanying,Evans, Stephen D.,Toby,Jenkins,Knowles, Peter F.,Miles, Robert E.
, p. 11537 - 11548 (1998)
N,N'-Disuccinimidyl carbonate has been used to couple diacylglycerophosphatidylethanolamine with bis-ω- hydroxypolyethylenoxydisulfide. The resultant thiophospholipids can be used for anchoring biomembranes to gold surfaces.
Targeting Colorectal Cancer with Conjugates of a Glucose Transporter Inhibitor and 5-Fluorouracil
Chang, Chun-Kai,Chiu, Pei-Fang,Yang, Hui-Yi,Juang, Yu-Pu,Lai, Yen-Hsun,Lin, Tzung-Sheng,Hsu, Lih-Ching,Yu, Linda Chia-Hui,Liang, Pi-Hui
, p. 4450 - 4461 (2021/05/06)
Overexpression of glucose transporters (GLUTs) in colorectal cancer cells is associated with 5-fluorouracil (1, 5-FU) resistance and poor clinical outcomes. We designed and synthesized a novel GLUT-targeting drug conjugate, triggered by glutathione in the tumor microenvironment, that releases 5-FU and GLUTs inhibitor (phlorizin (2) and phloretin (3)). Using an orthotopic colorectal cancer mice model, we showed that the conjugate exhibited better antitumor efficacy than 5-FU, with much lower exposure of 5-FU during treatment and without significant side effects. Our study establishes a GLUT-targeting theranostic incorporating a disulfide linker between the targeting module and cytotoxic payload as a potential antitumor therapy.
Smooth receptor ligand
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Paragraph 0085; 0252; 0255; 0264, (2020/04/01)
The invention relates to the technical field of biology, particularly to a smooth receptor ligand, and provides a smooth receptor ligand or an isomer prodrug, a solvate and a pharmaceutically acceptable salt thereof, wherein the structural formula of the smooth receptor ligand is A-linker-B, A is an extracellular domain ligand structure, B is a transmembrane domain ligand structure, and Linker isa linear subunit inactive to the smooth receptor. According to the novel double-end small molecule ligand for the smooth receptor, by combining the crystal structure data of the smooth receptor, a linker is introduced into the proper sites of an extracellular domain ligand and a transmembrane domain ligand to obtain brand-new double-end ligand small molecules, so that the interaction between the ligand and the receptor and the biological activity of the ligand are enhanced.
Synthesis of reactive polymers for acrolein capture using AGET ATRP
Beringer, Laura T.,Li, Shaohua,Gilmore, Gary,Lister, John,Averick, Saadyah
, p. 3776 - 3781 (2016/10/18)
Acrolein is a toxic metabolite of the anticancer agent cyclophosphamide (CP). Current strategies to mitigate acrolein toxicity are insufficient, and in this brief article, we report the synthesis of well-defined low molecular weight block copolymers using activators generated by electron transfer atom transfer radical polymerization (AGET ATRP) capable of reacting with the cytotoxic small molecule acrolein. Acrolein reactivity was introduced into the block copolymers via incorporation of either (a) aminooxy or (b) sulfhydryl groups. The cytoprotective effect of the polymers was compared to sodium 2-sulfanylethanesulfonate (mesna) the current gold standard for protection from CP urotoxicity, and we found that the polymers bearing sulfhydryl moieties demonstrated superior cytoprotective activity.
Synthesis of acyclic, symmetrical 3,3'-allyl dithioethers, from the alkylation of 3-mercapto-2-mercaptomethylprop-1-ene in the presence of sodium hydride
Moorhoff, Cornelis M.,Cook, Wayne D.,Chen, Fei,Nghiem, Dat,Braybrook, Carl,Thang, San H.,Sun, Jiazeng,Scott, Timothy F.,Bowman, Christopher N.
experimental part, p. 1083 - 1093 (2011/11/07)
A novel method where 3,3'-allyl dithioethers have been prepared from 3-mercapto-2-mercaptomethylprop-1-ene and two mol equivalent of alkyl halide in the presence of two mol equivalent of sodium hydride has been developed. Using this method, bisepoxide, 2,2'-(2-methylenepropane-1,3-diyl)bis(sulfanediyl) bis(methylene)dioxirane (8) has been synthesized from epichlorohydrin, whereas potassium carbonate was unable to deliver this product. These 3,3'-allyl dithioethers can be utilized either as monomers, or with further chemical reactions transformed into more complex monomers, for photoplastic polymer networks.
Exhaustive glycosylation, pegylation, and glutathionylation of a [G4]-ene48 dendrimer via photoinduced thiol-ene coupling
Conte, Mauro Lo,Robb, Maxwell J.,Hed, Yvonne,Marra, Alberto,Malkoch, Michael,Hawker, Craig J.,Dondoni, Alessandro
experimental part, p. 4468 - 4475 (2012/06/01)
The use of free-radical thiol-ene coupling (TEC) for the introduction of carbohydrate, poly(ethylene glycol), and peptide fragments at the periphery of an alkene functional dendrimer has been reported in this article. Four different sugar thiols including glucose, mannose, lactose, and sialic acid, two PEGylated thiols, and the natural tripeptide glutathione were reacted with a fourth generation alkene functional dendrimer [G4]-ene48 on irradiation at λmax 365 nm. In all cases, the 1H NMR spectra of the crude reaction mixture revealed the complete disappearance of alkene proton signals indicating the quantitative conversion of all 48 alkene groups of the dendrimer. With one exception only, all dendrimer conjugates were isolated in high yields (70-94%), validating the high efficiency of multiple TEC reactions on a single substrate. All isolated and purified compounds were analyzed by matrix assisted laser desorption ionization-time of flight (MALDI-TOF) spectrometry and gave spectra consistent with the assigned structure.
Nanoparticles and Method to Control Nanoparticle Spacing
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, (2009/04/24)
Disclosed herein are novel nanoparticles, particularly metal nanoparticles, such as gold nanoparticles. According to one embodiment of a method disclosed herein nanoparticles are functionalized via ligand exchange reactions. Also disclosed is a method for controlling nanoparticle spacing to produce nanoparticle arrays having defined spacing. Such nanoparticles and arrays thereof are particularly useful in nanoelectronics, nanophotonics, catalysis, sensors, and biotaggents.
Biotinylated CdSe/ZnSe nanocrystals for specific fluorescent labeling
Charvet, Nicolas,Reiss, Peter,Roget, Andre,Dapuis, Alain,Gruenwald, Didier,Carayon, Sophie,Chandezon, Frederic,Livache, Thierry
, p. 2638 - 2642 (2007/10/03)
A set of two new surface ligands is presented for the preparation of water-soluble, biotinylated CdSe/ZnSe core/shell nanocrystals, suitable for fluorescent biological labeling. It consists of a thiolated diethyleneglycol derivative and an alkylthiol substituted biotin molecule, which replace the initial capping ligands at the nanocrystal surface. Successful ligand exchange and long-term photostability of the modified nanocrystals as well as their highly specific binding to neuronal cells are demonstrated in different labeling experiments.
Disulfide- and thiol-incorporating copper catenanes: Synthesis, deposition onto gold, and surface studies
Raehm, Laurence,Kern, Jean-Marc,Sauvage, Jean-Pierre,Hamann, Christine,Palacin, Serge,Bourgoin, Jean-Philippe
, p. 2153 - 2162 (2007/10/03)
Two new copper-complexed [2]catenanes have been prepared, both of which consist of two different interlocking rings. In both cases, one of the rings incorporates a disulfide bridge. The other ring contains either a single chelate (phen=1,10-phenanthroline, a bidentate ligand) or two different chelates (phen and terpy, 2,2′,6′,2″-terpyridine, a tridentate chelate). Deposition of these two complexes on a gold electrode surface was carried out by standard procedures, leading to reductive cleavage of the S-S bridge. The adsorbed species can be viewed as [2]catenanes for which the gold atoms of the electrode surface are an integral fragment of one of the two rings. They yield clear electrochemical responses, but no motion is observed for the catenane incorporating a phen unit and a terpy fragment in one of the two rings, regardless of the metal oxidation state. This is at odds with the behavior of the parent compound in solution, which undergoes ring-gliding motions upon electrochemical reduction or oxidation of the copper center. Near-field microscopy was used to study the deposited layers (STM and AFM). STM images suggest that the molecules do not tend to order at long range on the surface. Polarization modulation-infrared reflection absorption spectroscopy (PM-IRRAS) led to promising results: the two catenanes deposited are likely to be oriented perpendicular to the gold surface.
Solid-phase preparation of 5',3'-heterobifunctional oligodeoxyribonucleotides using modified solid supports
Asseline,Bonfils,Kurfurst,Chassignol,Roig,Thuong
, p. 1233 - 1254 (2007/10/02)
The solid-phase preparation of oligodeoxyribonucleotides attached to intercalator or reactive groups through their 5'- and (or) 3'-ends is reported. These syntheses implicate the introduction of suitable masked functional groups at the 5'-end of the oligo
