88454-83-5Relevant academic research and scientific papers
Fluorogenic, two-photon-triggered photoclick chemistry in live mammalian cells
Yu, Zhipeng,Ohulchanskyy, Tymish Y.,An, Peng,Prasad, Paras N.,Lin, Qing
supporting information, p. 16766 - 16769 (2013/12/04)
The tetrazole-based photoclick chemistry has provided a powerful tool to image proteins in live cells. To extend photoclick chemistry to living organisms with improved spatiotemporal control, here we report the design of naphthalene-based tetrazoles that can be efficiently activated by two-photon excitation with a 700 nm femtosecond pulsed laser. A water-soluble, cell-permeable naphthalene-based tetrazole was identified that reacts with acrylamide with the effective two-photon cross-section for the cycloaddition reaction determined to be 3.8 GM. Furthermore, the use of this naphthalene-tetrazole for real-time, spatially controlled imaging of microtubules in live mammalian cells via the fluorogenic, two-photon-triggered photoclick chemistry was demonstrated.
Synthesis of Functionalised 12-,13- and 14-Membered Crown Ethers Bearing Exocyclic Polymerisable Groups and the Binding Properties and Conductivities of their Lithium Doped Polymers
Collie, Luke,Denness, James E.,Parker, David,O'Carroll, Fiona,Tachon, Christine
, p. 1747 - 1758 (2007/10/02)
The synthesis of a series of , and -membered crown ethers bearing an exocyclic polymerisable methacrylate is reported.The spacing group between the ring and the methacrylate is either a simple alkyl chain, or 6, or an oxydiethylene chain.The relative binding ability of the "mono and di-substituted" macrocyclic rings towards Li+ is compared by 13C NMR analysis.Radical polymerisation gives the amorphous polymers in which the glass transition temperature is primarily controlled by the nature of the spacer group.In the lithium doped polymers, for a given glass transition temperature, Tg, the -ring materials show enhanced ionic conductivities over the -ring analogues which may be related to the lower rate of lithium exchange (in the former series) or to an enhanced tendency of the -ring systems to form 2:1 complexes with more effective counterion separation.
Synthesis of Lipophilic 18-Crown-6 Diacids for the Membrane Transport of Alkaline-Earth Cations
Fyles, Thomas M.,McGavin, Cynthia A.,Whitfield, Dennis M.
, p. 753 - 761 (2007/10/02)
The synthesis of three different types of lipophilic 18-crown-6 diacids is described.A didecyl crown ether 2,3-diacid (1) was prepared as a minor product from a diiodide precursor (12) and threo-11,12-docosanediol by thallous ethoxide cyclization.The major nonpolymeric products resulted from elimination followed by cyclization to give 15-crown-5-derivatives.A crown ether 11,12-diamide 2,3-diacid (4) was prepared by a similar route involving cyclization of a benzyl protected precursor (26) and N,N,N',N'-tetramethyltartaramide (9).Isomeric syn and anti 2,11(12)-diamide 3,12(11)-diacid derivatives 6 and 7 were prepared from the known crown ether bisanhydride 8 and alkylamines.The product mixture was separated by chromatography, and the isomers were identified by comparison of acidity and stability constants for complexation with those of closely related syn/anti crown ether acids.
