crown ethers


Summary: Macrocyclic polyethers with the repeating unit of (-CH2-CH2-O)n where n is greater than 2 and some oxygens may be replaced by nitrogen, sulfur or phosphorus. These compounds are useful for coordinating CATIONS. The nomenclature uses a prefix to indicate the size of the ring and a suffix for the number of heteroatoms.

Top Publications

  1. Janus K, Sworakowski J. Photochromism of crown ethers with incorporated azobenzene moiety. J Phys Chem B. 2005;109:93-101 pubmed
    The kinetics of the thermal cis-trans isomerization was determined in a series of crown ethers containing the azobenzene moiety incorporated into the crowns of various sizes (10- to 19-membered crowns), dissolved in liquid isooctane and ..
  2. Boudreault P, Voyer N. Synthesis, characterization and cytolytic activity of alpha-helical amphiphilic peptide nanostructures containing crown ethers. Org Biomol Chem. 2007;5:1459-65 pubmed
    ..the synthesis and the characterization of synthetic alpha-helical amphiphilic peptide nanostructures containing crown ethers, as well as the modulation of their cytolytic activity by adding different acidic dipeptide chains at the N- or ..
  3. Capel Cuevas S, de Orbe Paya I, Santoyo Gonzalez F, Capitan Vallvey L. Double-armed crown ethers for calcium optical sensors. Talanta. 2009;78:1484-8 pubmed publisher
    ..were studied, coming from 18-crown-6 ether and 4,13-diaza-18-crown-6 ether to a series of double-armed crown ethers with different type of terminal groups...
  4. Zhao Q, Shentu J, Xu N, Zhou J, Yang G, Yao Y, et al. Phase I study of icotinib hydrochloride (BPI-2009H), an oral EGFR tyrosine kinase inhibitor, in patients with advanced NSCLC and other solid tumors. Lung Cancer. 2011;73:195-202 pubmed publisher
    ..The recommended dose for phase II/III studies with icotinib is 125 mg or 150 mg Q8H. ..
  5. Weimann D, Winkler H, Falenski J, Koksch B, Schalley C. Highly dynamic motion of crown ethers along oligolysine peptide chains. Nat Chem. 2009;1:573-7 pubmed publisher
    ..The highly dynamic motion of crown ethers along oligolysine peptide chains proceeds mechanistically by a simultaneous transfer of the crown ether from ..
  6. Tan F, Shen X, Wang D, Xie G, Zhang X, Ding L, et al. Icotinib (BPI-2009H), a novel EGFR tyrosine kinase inhibitor, displays potent efficacy in preclinical studies. Lung Cancer. 2012;76:177-82 pubmed publisher
    ..The data shows that Icotinib was non-inferior to Gefitinib in terms of median progression free survival (PFS) and safety superior favor to Icotinib compared to Gefitinib. ..
  7. Yang G, Yao Y, Zhou J, Zhao Q. Effects of icotinib, a novel epidermal growth factor receptor tyrosine kinase inhibitor, in EGFR-mutated non-small cell lung cancer. Oncol Rep. 2012;27:2066-72 pubmed publisher
    ..Our results suggest the possibility of icotinib as a new therapeutic agent of EGFR-mutated cancer cells, which has the potential to be used in the first-line treatment of EGFR-mutated NSCLC. ..
  8. Xie J, Ménand M, Maisonneuve S, Métivier R. Synthesis of bispyrenyl sugar-aza-crown ethers as new fluorescent molecular sensors for Cu(II). J Org Chem. 2007;72:5980-5 pubmed
    Two N-pyrenylacetamide-substituted sugar-aza-crown ethers have been synthesized as new fluorescent chemosensors...
  9. Wang H, Zhang L, Wang Y, Tan F, Xia Y, Ren G, et al. Phase I trial of icotinib, a novel epidermal growth factor receptor tyrosine kinase inhibitor, in Chinese patients with non-small cell lung cancer. Chin Med J (Engl). 2011;124:1933 pubmed
    ..Mild and reversible rash, diarrhea, and nausea were the main adverse events. Antitumor activity was obvious at each dose in heavily pretreated patients. Pharmacodynamic evaluations and further phase II/III trials are in progress. ..

More Information

Publications110 found, 100 shown here

  1. Gokel G, Leevy W, Weber M. Crown ethers: sensors for ions and molecular scaffolds for materials and biological models. Chem Rev. 2004;104:2723-50 pubmed
  2. Badis M, Tomaszkiewicz I, Joly J, Rogalska E. Enantiomeric recognition of amino acids by amphiphilic crown ethers in Langmuir monolayers. Langmuir. 2004;20:6259-67 pubmed
    Four new chiral, amphiphilic crown ethers differing by the hydrophobic tailgroups were synthesized, and their capacity to recognize enantiomeric amino acids was examined using Langmuir films...
  3. Berkecz R, Ilisz I, Misicka A, Tymecka D, Fulop F, Choi H, et al. HPLC enantioseparation of beta2-homoamino acids using crown ether-based chiral stationary phase. J Sep Sci. 2009;32:981-7 pubmed publisher
    ..The structures of the substituents in the alpha-position of the analytes substantially influenced the retention and resolution. The elution sequence was determined in some cases: the S enantiomers eluted before the R enantiomers. ..
  4. Li J, Guo Z. [Selected arterial infusion chemotherapy combined with target drugs for non-small cell lung cancer with multiple brain metastase]. Zhongguo Fei Ai Za Zhi. 2012;15:305-8 pubmed publisher
    ..Smoking status, tumor pathology, extracranial metastases, targeted drug taking and performance status are corresponding the patient's prognosis. ..
  5. Choi H, Park Y, Hyun M. Liquid chromatographic resolution of secondary amino alcohols on a chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid Dependence of temperature effect on analyte structure. J Chromatogr A. 2007;1164:235-9 pubmed
  6. Zettergren H, Adoui L, Bernigaud V, Cederquist H, Haag N, Holm A, et al. Electron-capture-induced dissociation of microsolvated di- and tripeptide monocations: elucidation of fragmentation channels from measurements of negative ions. Chemphyschem. 2009;10:1619-23 pubmed publisher
    ..Density functional theory calculations reveal that in the case of [GA+H](+)(CE), the singly occupied molecular orbital is located mainly on the amide group in accordance with the experimental results. ..
  7. Zhang M, Xu D, Yan X, Chen J, Dong S, Zheng B, et al. Self-healing supramolecular gels formed by crown ether based host-guest interactions. Angew Chem Int Ed Engl. 2012;51:7011-5 pubmed publisher
    ..These two gels are stimuli-responsive materials that respond to changes of the pH value and are also self-healing materials, as can be seen by eye and as evidenced by rheological data. ..
  8. Yamanoi T, Oda Y, Muraishi H, Matsuda S. Synthesis of a novel D-glucose-conjugated 15-crown-5 ether with a spiro ketal structure. Molecules. 2008;13:1840-5 pubmed
    ..A D-glucose-conjugated 15-crown-5 ether having a unique spiroketal structure was thus successfully synthesized. ..
  9. Safin D, Babashkina M, Garcia Y. Crown ether-containing Schiff base as a highly efficient "turn-on" fluorescent sensor for determination and separation of Zn2+ in water. Dalton Trans. 2013;42:1969-72 pubmed publisher
    ..Addition of an equimolar amount of KNO(3) to [ZnL(2)] leads to the formation of {[KZnL(2)]NO(3)}(n). ..
  10. Du J, Huang Z, Yu X, Pu L. Highly selective fluorescent recognition of histidine by a crown ether-terpyridine-Zn(II) sensor. Chem Commun (Camb). 2013;49:5399-401 pubmed publisher
    ..This sensor could also distinguish histidine from other imidazole derivatives. ..
  11. Price W, Hallberg F, Stilbs P. A PGSE diffusion and electrophoretic NMR study of Cs+ and Na+ dynamics in aqueous crown ether systems. Magn Reson Chem. 2007;45:152-6 pubmed
    ..5 M-1) for 15-crown-5 and 18-crown-6. The difficulties encountered in analysing the NMR parameters, methodological limitations and the implied need for more complicated binding models are discussed. ..
  12. Wu Y, Cao J, Deng H, Feng J. Synthesis, complexation, and fluorescence behavior of 3,4-dimethylthieno[2,3-b]thiophene carrying two monoaza-15-crown-5 ether groups. Spectrochim Acta A Mol Biomol Spectrosc. 2011;82:340-4 pubmed publisher
    ..Receptor 1 showed unique response for Ba(2+) due to the formation of an intramolecular sandwich complex. ..
  13. Bey A, Dreyer O, Abetz V. Thermodynamic analysis of alkali metal complex formation of polymer-bonded crown ether. Phys Chem Chem Phys. 2017;19:15924-15932 pubmed publisher
    The complex formation of two crown ethers with colored alkali metal salts was investigated by UV/Vis spectroscopy. Complexation was accomplished with free benzo-15-crown-5 (B15C5) and 15-crown-5 bonded to a diblock copolymer (Poly15C5)...
  14. Sun B, Chen J, Hu J, Li X. Dioxygen affinities and catalytic oxidation activities of cobalt complexes with Schiff bases containing crown ether. J Inorg Biochem. 2006;100:1308-13 pubmed
    ..The influence of the crown ether ring on the dioxygen affinity of Co complexes at different temperature and the catalytic activities were discussed in comparison with uncrowned analogous complexes. ..
  15. Hyun M. Enantioseparations of primary amino compounds by high-performance liquid chromatography using chiral crown ether-based chiral stationary phase. Methods Mol Biol. 2013;970:165-76 pubmed publisher
  16. Zhang H, Xiong H, Li L. Investigation on the protein-binding properties of icotinib by spectroscopic and molecular modeling method. Spectrochim Acta A Mol Biomol Spectrosc. 2016;161:88-94 pubmed publisher
  17. Jiang W, Schalley C. Tandem mass spectrometry for the analysis of self-sorted pseudorotaxanes: the effects of Coulomb interactions. J Mass Spectrom. 2010;45:788-98 pubmed publisher
    ..A more detailed understanding will help to characterize the structures of even more complex supramolecular architectures by mass spectrometry. ..
  18. Wei W, Xu C, Ren J, Xu B, Qu X. Sensing metal ions with ion selectivity of a crown ether and fluorescence resonance energy transfer between carbon dots and graphene. Chem Commun (Camb). 2012;48:1284-6 pubmed publisher
    ..Here we report a metal ion sensor with high potassium selectivity and tunable dynamic range by using an ion-selective crown ether and fluorescence resonance energy transfer from carbon dots to graphene. ..
  19. Hu S, Li W, Dong L, Gibson J, Li J. Crown ether complexes of actinyls: a computational assessment of AnO2(15-crown-5)2+ (An = U, Np, Pu, Am, Cm). Dalton Trans. 2017;46:12354-12363 pubmed publisher
    ..interest in the nature of actinyl complexes with polydentate or multiple-point-donor ligands, such as crown ethers. There are few cases of structurally authenticated molecular actinyl-crown bonds under ambient conditions...
  20. Lennon J, Cole S, Glish G. Ion/molecule reactions to chemically deconvolute the electrospray ionization mass spectra of synthetic polymers. Anal Chem. 2006;78:8472-6 pubmed
    ..5% RSD and are independent, over several orders of magnitude, of the polymer and cation concentration. The distributions that were obtained fit quite well to the Gaussian distribution indicating no high- or low-mass discriminations. ..
  21. Cheng F, Tang N, Yue X. A new family of Ru(II) polypyridyl complexes containing open-chain crown ether for Mg2+ and Ca2+ probing. Spectrochim Acta A Mol Biomol Spectrosc. 2009;71:1944-51 pubmed publisher
    ..Ru-BL(2) and Ru-BL(5) show the highest binding ability toward Mg(2+) among the five cations examined while Ru-BL(3) and Ru-BL(6) exhibit good selective recognition ability to Ca(2+). ..
  22. Ehala S, Toman P, Makrlík E, Kašička V. Application of affinity capillary electrophoresis and density functional theory to the investigation of benzo-18-crown-6-ether complex with ammonium cation. J Chromatogr A. 2009;1216:7927-31 pubmed publisher
  23. Liu T, Han L, Yu Z, Zhang D, Liu C. Theoretical and experimental study on the molecular recognition of adrenaline by supramolecular complexation with crown ethers. Comput Biol Med. 2012;42:480-4 pubmed publisher
    The protonated adrenaline (PAd(+)) forms supramolecular complexes with crown ethers by extensive hydrogen bond and ion-dipole interactions...
  24. Vyas C, Joshirao P, Shukla R, Tyagi A, Manchanda V. A novel approach for preferential recovery of Sr from (Sr, Th)O2. J Hazard Mater. 2012;241-242:340-7 pubmed publisher
    ..Perchloric acid medium appears better than nitric acid medium for preferential leaching of Sr from (Th,Sr)O(2) as well as for uptake of Sr by Sr selective chromatographic resin...
  25. Choi H, Ha H, Han S, Hyun M. Liquid chromatographic resolution of beta-amino acids on CSPs based on optically active (3,3'-diphenyl-1,1'-binaphthyl)-20-crown-6. Anal Chim Acta. 2008;619:122-8 pubmed publisher
    ..The different elution orders of the analytes were proposed to be attributed to the presence or absence of pi-pi interactions between the CSP and analytes. ..
  26. Tsioupi D, Stefan Vanstaden R, Kapnissi Christodoulou C. Chiral selectors in CE: recent developments and applications. Electrophoresis. 2013;34:178-204 pubmed publisher
    ..polysaccharides, the polymeric and monomeric surfactants, the macrocyclic and other antibiotics, and the crown ethers. Different dual-selector systems are also presented in this article, and the results are compared with those ..
  27. Hyun M. Preparation and application of HPLC chiral stationary phases based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. J Sep Sci. 2006;29:750-61 pubmed
  28. Ishiwari F, Fukasawa K, Sato T, Nakazono K, Koyama Y, Takata T. A rational design for the directed helicity change of polyacetylene using dynamic rotaxane mobility by means of through-space chirality transfer. Chemistry. 2011;17:12067-75 pubmed publisher
    ..were synthesized in good yields by the ester end-capping of pseudorotaxanes that consisted of optically active crown ethers and sec-ammonium salts with an ethynyl benzoic acid...
  29. Opekar F, Nesmerak K, Tůma P. Electrokinetic injection of samples into a short electrophoretic capillary controlled by piezoelectric micropumps. Electrophoresis. 2016;37:595-600 pubmed publisher
    ..The measured values of the analyte contents corresponded to the value declared by the manufacturer within the reliability interval, where RSD equaled between 3.5 and 4.7%. ..
  30. Choi H, Jin J, Hyun M. Liquid chromatographic direct resolution of aryl alpha-amino ketones on a residual silanol group-protecting chiral stationary phase based on optically active (3,3'-diphenyl-1,1'-binaphthyl)-20-crown-6. J Chromatogr B Analyt Technol Biomed Life Sci. 2008;875:102-7 pubmed publisher
    ..The practical usefulness of the CSP in the determination of the enantiomeric purity of optically active cathinone and in the preparative resolution of racemic cathinone was demonstrated. ..
  31. Malek K, Podstawka E, Milecki J, Schroeder G, Proniewicz L. Structural features of the adenosine conjugate in means of vibrational spectroscopy and DFT. Biophys Chem. 2009;142:17-26 pubmed publisher
    ..Moreover, calculated atomic charge distribution gives interesting insights into changes of electron density allocation in investigated fragments. ..
  32. Chen Y, Rodgers M. Structural and energetic effects in the molecular recognition of acetylated amino acids by 18-crown-6. J Am Soc Mass Spectrom. 2012;23:2020-30 pubmed publisher
    ..N(?)-AcLys exhibits a greater 18C6 binding affinity than N(?)-AcLys, suggesting that binding of 18C6 to the side chain of Lys residues is more favorable than to the N-terminal amino group of Lys. ..
  33. Busseron E, Coutrot F. N-benzyltriazolium as both molecular station and barrier in [2]rotaxane molecular machines. J Org Chem. 2013;78:4099-106 pubmed publisher
    ..The presence of the benzyl barrier thus affords two different three-station [2]rotaxane molecular machines, in which some of co-conformational states remain unbalanced and not at the equilibrium. ..
  34. El Hashani A, Tieke B. Electrostatic layer-by-layer assembly of ultrathin films containing hexacyclen and p-sulfonatocalix[n]arene macrocycles. J Nanosci Nanotechnol. 2006;6:1710-7 pubmed
    ..If additional 18-crown-6 is present in the La(III)-containing dipping solution, multilayered films of calix8, 18-crown-6 and La(III) are obtained. ..
  35. Sakai N, Mareda J, Matile S. Ion channels and pores, made from scratch. Mol Biosyst. 2007;3:658-66 pubmed
    ..We elaborate on the structural diversity well beyond the biological limitations that becomes accessible with synthetic ion channels and pores, and on the importance of advanced nanoarchitecture to create significant function. ..
  36. Tulyakova E, Delbaere S, Fedorov Y, Jonusauskas G, Moiseeva A, Fedorova O. Multimodal metal cation sensing with bis(macrocyclic) dye. Chemistry. 2011;17:10752-62 pubmed
  37. Kowalski M, Jarosz S. Synthesis of aza-crown analogues and macrocyclic bis-lactams with sucrose scaffold. Carbohydr Res. 2017;438:44-57 pubmed publisher
    2,3,3',4,4'-Penta-O-benzylsucrose was converted into the corresponding diaminoalcohol which was used as a key building block in the synthesis of the analogues of aza-crown ethers and bis-lactams.
  38. Fujii T, Moynier F, Telouk P, Abe M. Experimental and theoretical investigation of isotope fractionation of zinc between aqua, chloro, and macrocyclic complexes. J Phys Chem A. 2010;114:2543-52 pubmed publisher
    ..Contribution of nuclear field shift to the isotope fractionation was estimated to be less than 10% of delta(m)Zn by quantum chemical calculations...
  39. Park I, Yoo J, Kim B, Adhikari S, Kim S, Yeon Y, et al. Oligoether-strapped calix[4]pyrrole: an ion-pair receptor displaying cation-dependent chloride anion transport. Chemistry. 2012;18:2514-23 pubmed publisher
    ..This transport behavior stands in contrast to what is seen for simple octamethylcalix[4]pyrrole, which acts as an effective carrier for cesium chloride but does not operates through a nitrate-for-chloride anion exchange mechanism. ..
  40. De Rosa M, Vigliotta G, Soriente A, Capaccio V, Gorrasi G, Adami R, et al. "Leaching or not leaching": an alternative approach to antimicrobial materials via copolymers containing crown ethers as active groups. Biomater Sci. 2017;5:741-751 pubmed publisher
    ..At longer times, the mode of action is instead related to the poly-cationic nature acquired by the plaques due to ion sequestering. ..
  41. Cheng Y, Song W, Cheng J, Zhao B. Studies on the structure and miscibility of mixed Langmuir-Blodgett films of a double-armed dibenzo-18-crown-6 ether with stearic acid. J Colloid Interface Sci. 2007;307:447-54 pubmed
    ..Infrared spectra of mixed LB films of DACE/SA present further evidence that the SA molecules enter into the crown ether rings of DACE. ..
  42. Cho H, Choi H, Hyun M. Preparation of a new crown ether-based chiral stationary phase containing thioester linkage for the liquid chromatographic separation of enantiomers. J Chromatogr A. 2009;1216:7446-9 pubmed publisher
    ..In addition, the new CSP was found to be quite stable under the acidic mobile phase conditions that were utilized, indicating that the thioester linkage is useful as a tethering group. ..
  43. Rodriguez J, Vaden T, Lisy J. Infrared spectroscopy of ionophore-model systems: hydrated alkali metal ion 18-crown-6 ether complexes. J Am Chem Soc. 2009;131:17277-85 pubmed publisher
    ..However, results for Cs(+)(18-crown-6 ether)(H(2)O)(4) suggest that H(2)O...H(2)O hydrogen bonding has become the dominant interaction present at this size...
  44. Mulvey R, Blair V, Clegg W, Kennedy A, Klett J, Russo L. Cleave and capture chemistry illustrated through bimetallic-induced fragmentation of tetrahydrofuran. Nat Chem. 2010;2:588-91 pubmed publisher
    ..Oxide fragments occupy guest positions in bimetallic, inverse crown ethers and C(4) fragments ultimately appear in bimetallated butadiene molecules...
  45. Dong S, Zheng B, Xu D, Yan X, Zhang M, Huang F. A crown ether appended super gelator with multiple stimulus responsiveness. Adv Mater. 2012;24:3191-5 pubmed publisher
    ..Due to the introduction of the crown ether moiety and a secondary ammonium unit, the supramolecular gels show reversible gel-sol transitions. The supramolecular gels can also be molded into shape-persistent and free-standing objects. ..
  46. Lv C, Ma Y, Feng Q, Fang F, Bai H, Zhao B, et al. A pilot study: sequential gemcitabine/cisplatin and icotinib as induction therapy for stage IIB to IIIA non-small-cell lung adenocarcinoma. World J Surg Oncol. 2013;11:96 pubmed publisher
  47. Pietrzyk A, Suriyanarayanan S, Kutner W, Maligaspe E, Zandler M, D SOUZA F. Molecularly imprinted poly[bis(2,2'-bithienyl)methane] film with built-in molecular recognition sites for a piezoelectric microgravimetry chemosensor for selective determination of dopamine. Bioelectrochemistry. 2010;80:62-72 pubmed publisher
    ..The chemosensor successfully discriminated dopamine from structural and functional analogues, such as 2-phenylethylamine, histamine, and ascorbic acid. The optimum mean thickness of the MIP film was ?220 nm. ..
  48. Fukuhara G, Inoue Y. Chirality sensing by a fluorescent binaphthocrown ether-polythiophene conjugate. Chem Commun (Camb). 2012;48:1641-3 pubmed publisher
    ..16 by spectral titration and a relative rate constant (k(R)/k(S)) of 2.23 by fluorescence quenching, revealing that the quenching process is static and not enantiodifferentiating. ..
  49. Gao Z, Chen W, Zhang X, Cai P, Fang X, Xu Q, et al. Icotinib, a potent and specific EGFR tyrosine kinase inhibitor, inhibits growth of squamous cell carcinoma cell line A431 through negatively regulating AKT signaling. Biomed Pharmacother. 2013;67:351-6 pubmed publisher
    ..These results provide a novel strategy for anti-squamous cell carcinoma therapy. ..
  50. Chen L, Zhang Y, Wang L, Liu Y. Molecular binding behaviors of pyromellitic and naphthalene diimide derivatives by tetrasulfonated 1,5-dinaphtho-(3n+8)-crown-n (n = 8, 10) in aqueous solution. J Org Chem. 2013;78:5357-63 pubmed publisher
  51. Kralj M, Tušek Božić L, Frkanec L. Biomedical potentials of crown ethers: prospective antitumor agents. ChemMedChem. 2008;3:1478-92 pubmed publisher
    b>Crown ethers are of enormous interest and importance in chemistry, biochemistry, materials science, catalysis, separation, transport and encapsulated processes, as well as in the design and synthesis of various synthetic systems with ..
  52. Ehlerding A, Wyer J, Zettergren H, Kirketerp M, Nielsen S. UV photodissociation of protonated Gly-Trp and Trp-Gly dipeptides and their complexes with crown ether in an electrostatic ion storage ring. J Phys Chem A. 2010;114:299-303 pubmed publisher
    ..There are significant differences between the two peptides, and the crown ether enhances certain channels, such as the loss of CO + H(2)O and the tryptophan side chain. ..
  53. Ren G, Zhao Y, Zhu Y, Xiao Y, Xu J, Shan B, et al. Tumor gene mutations and messenger RNA expression: correlation with clinical response to icotinib hydrochloride in non-small cell lung cancer. Chin Med J (Engl). 2011;124:19-25 pubmed
    ..EGFR exon 19 deletions and exon 21 point mutation are predictive biomarkers for response to icotinib hydrochloride as second line treatment or above. ..
  54. Ma S, Du L, Wang J, Chu N, Sun Y, Sun G, et al. Structural adjustment during intercalation of macrocyclic crown ether into LDH via swelling/restoration reaction: staging formation and mechanism insights. Dalton Trans. 2011;40:9835-43 pubmed publisher
    ..The treatment in formamide of the composite such as T2L+Na(2)CO(3) with staging structure shows that the transformation process is reversible, and these kinds of composites may be used as an adsorbent for some harmful organic solvents. ..
  55. Li Y, Zhao Q, Yang H, Liu S, Liu X, Zhang Y, et al. A new ditopic ratiometric receptor for detecting zinc and fluoride ions in living cells. Analyst. 2013;138:5486-94 pubmed publisher
    ..The crystal structure of 1-Zn(2+) reveals that 1 binds Zn(2+) in four-coordinated modes. Furthermore, 1 is cell permeable and may be applied to detect trace Zn(2+) and F(-) during the development of a living organism. ..
  56. Ren Q, Douglass V, Xu W, Sabat M, Periasamy A, Demas J, et al. Potassium ion induced changes of crystal structure and fluorescence of a crown ether. J Fluoresc. 2007;17:249-55 pubmed
    ..In CEAK, disruption of the pi-pi stacking structure forces a large separation between the anthracene rings, which yields an anthracene monomer emission. Luminescence lifetime data support the assignments. ..
  57. Burguete M, García España E, López Diago L, Luis S, Miravet J, Sroczynski D. Oxaaza cyclophanes in the recognition of nucleotides. The role of oxygen and electron-rich aromatic rings. Org Biomol Chem. 2007;5:1935-44 pubmed
    ..The presence of the additional ethyleneoxy subunits is reflected in a higher basicity and in a significant increase in the log K values for the interaction with nucleotides relative to that of related polyazacyclophanes. ..
  58. Marsh A, Broderick M, Altria K, Power J, Donegan S, Clark B. Capillary electrophoresis for pharmaceutical analysis. Methods Mol Biol. 2008;384:205-45 pubmed publisher
    ..Recent applications of CE for each subject area are tabulated with electrolyte details. Information on electrolyte choice and method optimization to obtain optimal separations is included. ..
  59. Sessler J, Kim S, Gross D, Lee C, Kim J, Lynch V. Crown-6-calix[4]arene-capped calix[4]pyrrole: an ion-pair receptor for solvent-separated CsF ions. J Am Chem Soc. 2008;130:13162-6 pubmed publisher
  60. Sun Q, Nelson H, Ly T, Stoltz B, Julian R. Side chain chemistry mediates backbone fragmentation in hydrogen deficient peptide radicals. J Proteome Res. 2009;8:958-66 pubmed publisher
  61. Mukhopadhyay C, Ghosh S, Schmiedekamp A. Unraveling the molecular recognition of "three methylene spacer" bis(benzimidazolium) moiety by dibenzo-24-crown-8: pseudorotaxanes under study. Org Biomol Chem. 2012;10:1434-9 pubmed publisher
    ..The dethreading/rethreading process was studied. DFT optimized structures suggest lower energy H-bonding orientations and compare the effect of methyl substituents on the axle. ..
  62. Huh D, Park S, Kim Y, Park D, Zhao Y, Ahn S, et al. Dependence of turbidity oscillations of self-oscillating polymers on the selective recognition of the crown ether receptors contained in the polymer chain. J Phys Chem B. 2006;110:13405-9 pubmed
    ..However, the oscillation patterns of the redox changes obtained by these solution systems look much alike despite the differences in the polymer chain by crown ether receptors and cations of bromate used for the BZ reaction. ..
  63. Han T, Zong Q, Chen C. Complexation of triptycene-based cylindrical macrotricyclic polyether toward diquaternary salts: ion-controlled binding and release of the guests. J Org Chem. 2007;72:3108-11 pubmed
    ..Moreover, it was also found that binding and release of the guest molecules could be easily controlled by the addition and removal of potassium ions. ..
  64. Li M, Chen Z, Zhu N, Yam V, Zu Y. Electrochemiluminescence of ruthenium(II) complexes functionalized with crown ether pendants and effects of cation binding. Inorg Chem. 2008;47:1218-23 pubmed publisher
    Electrochemiluminescence (ECL) of a series of ruthenium(II) diimine complexes with appended crown ethers derived from 1,10-phenanthroline was studied via either the annihilation route or the coreactant schemes, and the ECL efficiency has ..
  65. Magnes C, Suppan M, Pieber T, Moustafa T, Trauner M, Haemmerle G, et al. Validated comprehensive analytical method for quantification of coenzyme A activated compounds in biological tissues by online solid-phase extraction LC/MS/MS. Anal Chem. 2008;80:5736-42 pubmed publisher
    ..1% of estimated physiological levels in 200 mg of mouse tissue. Comparable results were obtained for mouse liver, mouse brown white adipose tissue and rat liver. For all investigated tissues, no matrix effect was observed. ..
  66. Stadlbauer S, Riechers A, Späth A, Konig B. Utilizing reversible copper(II) peptide coordination in a sequence-selective luminescent receptor. Chemistry. 2008;14:2536-41 pubmed publisher
    ..Thus, as deduced from peptide coordination studies, the combination of a truncated copper(II) coordination sphere and a luminescent benzocrown ether allows for the more rational design of sequence-selective peptide receptors. ..
  67. Jiang C, Tong M, Breitbach Z, Armstrong D. Synthesis and examination of sulfated cyclofructans as a novel class of chiral selectors for CE. Electrophoresis. 2009;30:3897-909 pubmed publisher
    ..4 were achieved within short analysis times (generally below 10 min). The effect of buffer type, buffer concentration, buffer pH, chiral selector concentration and organic modifier concentration was examined and optimized. ..
  68. Zhong J, Mills P, Hitchens T, Ahrens E. Accelerated fluorine-19 MRI cell tracking using compressed sensing. Magn Reson Med. 2013;69:1683-90 pubmed publisher
    ..Our results demonstrate that three-dimensional compressed sensing methods have potential for advancing in vivo 19F cell tracking for a wide range of preclinical and translational applications. ..
  69. Dąbrowa K, Pawlak M, Duszewski P, Jurczak J. "Unclosed cryptands": a point of departure for developing potent neutral anion receptors. Org Lett. 2012;14:6298-301 pubmed publisher
    ..The anion-binding properties of such systems were investigated by applying (1)H NMR titrations in DMSO/water and methanol/DMSO mixtures. ..
  70. Tintaru A, Chendo C, Wang Q, Viel S, Quéléver G, Peng L, et al. Conformational sensitivity of conjugated poly(ethylene oxide)-poly(amidoamine) molecules to cations adducted upon electrospray ionization - a mass spectrometry, ion mobility and molecular modeling study. Anal Chim Acta. 2014;808:163-74 pubmed publisher
    ..As a result, for the studied polymeric segment (Mn=1500gmol(-1)), PEO-PAMAM hybrid molecules exhibited a more expanded shape when adducted to lithium as compared to proton. ..
  71. Heins E, Baker L, Siwy Z, Mota M, Martin C. Effect of crown ether on ion currents through synthetic membranes containing a single conically shaped nanopore. J Phys Chem B. 2005;109:18400-7 pubmed
    ..This junction potential arises because the transference number for the K+-18C6 complex in bulk solution is larger than its transference number in the mouth of the conical nanopore. ..
  72. Jabłonowska E, Pałys B, Wagner Wysiecka E, Jamrógiewicz M, Biernat J, Bilewicz R. pH-tunable equilibria in azocrown ethers with histidine moieties. Bioelectrochemistry. 2007;71:99-106 pubmed
    The crown ethers with electro- and photoactive azo moieties containing substituents with mobile protons such as in the -COOH groups of histidine, show unique effect of pH switched on/off presence of the azo form...
  73. Guillaumont D, BAZIN H, Benech J, Boyer M, Mathis G. Luminescent Eu(III) and Gd(III) trisbipyridine cryptates: experimental and theoretical study of the substituent effects. Chemphyschem. 2007;8:480-8 pubmed
  74. Kusaka R, Inokuchi Y, Ebata T. Structure of hydrated clusters of dibenzo-18-crown-6-ether in a supersonic jet--encapsulation of water molecules in the crown cavity. Phys Chem Chem Phys. 2008;10:6238-44 pubmed publisher
    ..In this cluster, the water molecule is preferentially hydrogen bonded from the bottom of boat-DB18C6. In the larger clusters, the hydration networks are developed on the basis of the DB18C6-(H(2)O)(1) cluster. ..
  75. Wu J, Pan X, Tang N, Lin C. Bulky bisphenol ligand-supported aluminum-sodium inverse crown ether complex. Inorg Chem. 2010;49:5362-4 pubmed publisher
  76. Hu K, Zhao W, Wen F, Liu J, Zhao X, Xu Z, et al. Investigation on the preparation and chromatographic behavior of a new para-tert-butylcalix[4]arene-1,2-crown-4 stationary phase for high performance liquid chromatography. Talanta. 2011;85:317-24 pubmed publisher
    ..The CBS4-4 column has been successfully employed for the analysis of benzoic acid in Sprite drink. ..
  77. Boda A, Ali S, Rao H, Ghosh S. Ab initio and density functional theoretical design and screening of model crown ether based ligand (host) for extraction of lithium metal ion (guest): effect of donor and electronic induction. J Mol Model. 2012;18:3507-22 pubmed publisher
    The structures, energetic and thermodynamic parameters of model crown ethers with different donor, cavity and electron donating/ withdrawing functional group have been determined with ab initio MP2 and density functional theory in gas and ..
  78. Ciogli A, Kotoni D, Gasparrini F, Pierini M, Villani C. Chiral supramolecular selectors for enantiomer differentiation in liquid chromatography. Top Curr Chem. 2013;340:73-105 pubmed publisher
  79. Liu L, Li X, Chen J, Rong Y, Ku Z, Han H. Improvement of thiolate/disulfide mediated dye-sensitized solar cells through supramolecular lithium cation assembling of crown ether. Sci Rep. 2013;3:2413 pubmed publisher
    ..61% under 100 mW·cm(-2) simulated sunlight illumination. ..
  80. Toeri J, Laborie M. Synthesis and Characterization of Macrocyclic Polyether N,N'-Diallyl-7,16-diaza-1,4,10,13-tetraoxa-dibenzo-18-crown-6. Molecules. 2016;21:171 pubmed publisher
    ..4 °C determined by differential scanning calorimetry. Our motivation behind the synthesis of the bibracchial lariat azacrown polyether ligand was to examine its possible applications in ion-selective polymer-supported materials. ..
  81. Kurahashi K, Umetani S, Sohrin Y. Solvent extraction of divalent metal ions with azacrown ether substituted acylpyrazolones. Anal Sci. 2008;24:225-9 pubmed
    ..The extractions of the divalent metal ions with HPMP-A18C6 were generally enhanced, as compared to those alone with HPMBP; on the contrary, the extractions with HPMP-A15C5 were relatively poor. ..
  82. Yazdi A, Mofazzeli F, Es haghi Z. Determination of 3-nitroaniline in water samples by directly suspended droplet three-phase liquid-phase microextraction using 18-crown-6 ether and high-performance liquid chromatography. J Chromatogr A. 2009;1216:5086-91 pubmed publisher
    ..9 at S/N=3. The calibration graph was linear in the range of 5-1500 microg/L with r=0.9983. All experiments were carried out at room temperature (22+/-0.5 degrees C). ..
  83. Lee A, Choi H, Hyun M. Liquid chromatographic direct resolution of flecainide and its analogs on a chiral stationary phase based on (+)-(18-crown-6)-2,3,11,12-tetracarboxylic acid. Chirality. 2010;22:693-8 pubmed publisher
  84. Brandel J, Sairenji M, Ichikawa K, Nabeshima T. Remarkable Mg2+-selective emission of an azacrown receptor based on Ir(III) complex. Chem Commun (Camb). 2010;46:3958-60 pubmed publisher
    ..A new aza-15-crown-5 ether-appended iridium complex was synthesized and showed promising on-off selective emission-triggering by inhibition of photoinduced electron transfer (PET) upon binding of Mg(2+). ..
  85. Nakatsuji Y, Fujimoto S, Nakamura M, Muraoka M. Supported liquid membrane transport of alkali metal cations by monoazacryptand with a partially fluorinated sidearm and the corresponding monoazacrown ethers. J Oleo Sci. 2010;59:369-73 pubmed
    ..This result was reasonably explained by considering the excellent K+ complexing ability of monoazacryptand (1) in comparison with that of monoazacrown ethers (2a and 2b). ..
  86. Chui J, Fyles T. Ionic conductance of synthetic channels: analysis, lessons, and recommendations. Chem Soc Rev. 2012;41:148-75 pubmed publisher
  87. Wessmann S, Henriksen G, Wester H. Cryptate mediated nucleophilic 18F-fluorination without azeotropic drying. Nuklearmedizin. 2012;51:1-8 pubmed publisher
    ..The described procedure facilitates the automated production of 18F-radiopharmaceuticals in general, and may also simplify the use of microfluidic devices for 18F-radiotracer production. ..
  88. Bardhan M, Misra T, Ganguly T. Quantization of bovine serum albumin by fluorescence enhancement effects and corresponding binding of macrocyclic host-protein assembly. J Photochem Photobiol B. 2012;106:113-9 pubmed publisher
    ..Apart from its basic research point of view, the present study also possesses significant importance and applications in the field of medicinal chemistry. ..
  89. Rapi Z, Bakó P, Keglevich G, Szöllősy A, Drahos L, Hegedus L. Synthesis of ribo-hexopyranoside- and altrose-based azacrown ethers and their application in an asymmetric Michael addition. Carbohydr Res. 2013;365:61-8 pubmed publisher ribo-hexopyranoside-based chiral lariat ethers of monoaza-15-crown-5 type and two altropyranoside-based crown ethers were elaborated...
  90. Aviles Moreno J, Quesada Moreno M, López González J, Martínez Haya B. Chiral recognition of amino acid enantiomers by a crown ether: chiroptical IR-VCD response and computational study. J Phys Chem B. 2013;117:9362-70 pubmed publisher
  91. Corvis Y, Korchowiec B, Korchowiec J, Badis M, Mironiuk Puchalska E, Fokt I, et al. Complexation of metal ions in Langmuir films formed with two amphiphilic dioxadithia crown ethers. J Phys Chem B. 2008;112:10953-63 pubmed publisher
    The two new crown ethers presented in this study were synthesized in order to investigate two important features of ionophores, namely metal cation complexation and interfacial properties, and the way in which they interrelate...
  92. Yeo J, Park J, Bae W, Lee Y, Kim B, Cho Y, et al. Label-free electrochemical detection of the p53 core domain protein on its antibody immobilized electrode. Anal Chem. 2009;81:4770-7 pubmed publisher
    ..The same interaction was also observed in the human embryonic kidney cell lysate, demonstrating that the SAM-modified electrode can serve as a selective platform for electrochemically monitoring the cellular p53 concentration. ..