162993-50-2Relevant academic research and scientific papers
A Route to water-soluble molecularly templated nanoparticles using click chemistry and alkyne-functionalized hyperbranched polyglycerol
Zill, Andrew,Zimmerman, Steven
, p. 71 - 78 (2009)
Cored polymeric nanoparticles were prepared using an adenosine template and allylated hyperbranched polyglycerols (HPGs). The HPGs contained a single alkyne that was capable of 1,3-dipolar cycloaddition with a decaazido adenosine template to facilitate th
Sequence-Controlled Stimuli-Responsive Single-Double Helix Conversion between 1:1 and 2:2 Chloride-Foldamer Complexes
Liu, Yun,Parks, Fred C.,Zhao, Wei,Flood, Amar H.
, p. 15477 - 15486 (2018)
The primary sequence in biopolymers carries the information to direct folded secondary structures, to modulate their stabilities, and to control the resultant functions. Our ability to encode such information into nonbiological oligomers and polymers, however, is still limited. Here, we describe a C2-symmetric aryl-triazole foldamer that assembles into a chloride-templated 2:2 double helix, and the discovery that its interconversion with the simpler 1:1 single helix can be driven by solvent quality, temperature, and concentration. We use single-site substitutions in the 13-residue sequence (two terminal sites and one central site) to reveal that the stability of the double helix is largely dictated by the differences in the anion binding power between single and double helices as well as the location of the modified residues. Specifically, placement of stabilizing CH···Cl- hydrogen-bonding interactions at the chain ends in the form of bisamide phenylene residues is found to highly favor the double helix. While the burial of π surfaces and the solvophobic effect also help to stabilize the double helix, their role was found to be less sensitive to the modifications considered. This understanding of how chemical information is programmed into the primary sequence provides a powerful tool for controlling structure and properties of abiological foldamers.
Combinatorial synthesis of new fluorescent scaffolds using click chemistry
Cleemann, Felix,Karuso, Peter,Kum-Cheung, Wendy Loa
supporting information, (2021/12/08)
Azides and acetylenes are bio-orthogonal functional groups that can be readily coupled using copper(I)- or ruthenium(II)- catalyzed 1,3-dipolar cycloaddition reactions. Using non-fluorescent aromatic azides and aromatic acetylenes, covering a range of electron rich and poor building blocks, the Huisgen cycloaddition afford 1,4-disubstituted or 1,5-disubstituted 1,2,3-triazoles. Using a combinatorial approach by running reaction in parallel in polypropylene 96-well plates we discovered several new fluorescent 1,2,3-triazoles scaffolds. These compounds show diverse interactions with biomolecules that could find applications in biology in, for example, fluorescence microscopy or biomolecule quantification.
Anion Recognition through Multivalent C–H Hydrogen Bonds: Anion-Induced Foldamer Formation and Transport across Phospholipid Membranes
Mondal, Debashis,Ahmad, Manzoor,Panwaria, Prakash,Upadhyay, Avisikta,Talukdar, Pinaki
, p. 10 - 17 (2022/01/03)
A series of triazole–cyanostilbene receptors were designed and synthesized. The receptor binds with the anions through various CH···anion hydrogen bonding interactions, where strong binding was observed for SO42– anions followed by C
High CO2-capture ability of a porous organic polymer bifunctionalized with carboxy and triazole groups
Xie, Lin-Hua,Suh, Myunghyun Paik
supporting information, p. 11590 - 11597 (2013/09/12)
A new porous organic polymer, SNU-C1, incorporating two different CO 2-attracting groups, namely, carboxy and triazole groups, has been synthesized. By activating SNU-C1 with two different methods, vacuum drying and supercritical-CO2 treatment, the guest-free phases, SNU-C1-va and SNU-C1-sca, respectively, were obtained. Brunauer-Emmett-Teller (BET) surface areas of SNU-C1-va and SNU-C1-sca are 595 and 830 m2g-1, respectively, as estimated by the N2-adsorption isotherms at 77 K. At 298 K and 1 atm, SNU-C1-va and SNU-C1-sca show high CO2 uptakes, 2.31 mmol g-1 and 3.14 mmol g-1, respectively, the high level being due to the presence of abundant polar groups (carboxy and triazole) exposed on the pore surfaces. Five separation parameters for flue gas and landfill gas in vacuum-swing adsorption were calculated from single-component gas-sorption isotherms by using the ideal adsorbed solution theory (IAST). The data reveal excellent CO2-separation abilities of SNU-C1-va and SNU-C1-sca, namely high CO2-uptake capacity, high selectivity, and high regenerability. The gas-cycling experiments for the materials and the water-treated samples, experiments that involved treating the samples with a CO2-N2 gas mixture (15:85, v/v) followed by a pure N 2 purge, further verified the high regenerability and water stability. The results suggest that these materials have great potential applications in CO2 separation. Porous organic polymer: The guest-free phases, SNU-C1-va and SNU-C1-sca, of a porous organic polymer containing moderately CO2-attracting carboxy and triazole groups (SNU-C1; see picture), obtained by vacuum drying and supercritical-CO 2 activation, respectively, show high CO2 uptakes (2.31 and 3.14 mmol g-1, respectively) at 298 K and 1 atm, high selectivity, a high ability to regenerate, and good water stability. Copyright
Anion binding of short, flexible aryl triazole oligomers
Juwarker, Hemraj,Lenhardt, Jeremy M.,Castillo, Jose C.,Zhao, Emily,Krishnamurthy, Sibi,Jamiolkowski, Ryan M.,Kim, Ki-Hyon,Craig, Stephen L.
supporting information; experimental part, p. 8924 - 8934 (2010/03/02)
(Graph Presented) The flexible, electropositive cavity of linear 1,4-diaryl-1,2,3-triazole oligomers provides a suitable host for complexation of various anions. The binding affinities for various combinations of oligomer and anion were determined by sup
1,2,3-Triazole CH...Cl- contacts guide anion binding and concomitant folding in 1,4-diaryl triazole oligomers
Juwarker, Hemraj,Lenhardt, Jeremy M.,Pham, David M.,Craig, Stephen L.
, p. 3740 - 3743 (2008/12/23)
(Chemical Equation Presented) A new folder: The electropositive CH groups of diaryltriazol es interact favourably with chloride, leading to anioninduced helical folding in aryl triazole oligomers. Triazoles thus provide an alternative to conventional prot
