63549-37-1Relevant academic research and scientific papers
Temporary crown ether compounds induced by UV irradiation
Itagaki, Hideyuki,Masuda, Wakako,Hirayanagi, Yukiko,Sugimoto, Kazuya
, p. 3316 - 3322 (2002)
A new reversible photoresponsive system using a photophysical process is presented and proved in detail. 1,n-bis(3-(1-pyrenyl)propylcarboxy)oxaalkanes (DP3n: n = 3 to 6), linear oligooxyethylenes with pyrenyl groups at both ends, were shown to form a relatively stable cyclic structure analogous to a crown ether in fluid solution during their photoexcited states, occurring due to the formation of an intramolecular excimer between two terminal pyrenyl groups. Moreover, DP34 molecules were found to capture and transport cadmium ions more effectively when they were irradiated. Accordingly, these compounds are referred to as photoinduced crown ether compounds (PICs) because they work as a crown ether when irradiated and they can select metal ions to capture according to their diameters. Our study is the first to attempt to use excimers to fix the conformation of a molecule for relatively long periods and to put this photophysical process to practical use.
Turn-on ratiometric fluorescent sensor for Pb2+ detection
Hou, Chen,Xiong, Yijia,Fu, Na,Jacquot, Caitlin C.,Squier, Thomas C.,Cao, Haishi
, p. 2692 - 2696 (2011)
We report a ratiometric lead fluorescent sensor (LFS-1) with high affinity to Pb2+ that shows considerable selectivity over 12 other physiological related metal cations in aqueous media. Binding induces excimer formation, providing a highly sensitive ratiometric measure of lead concentrations.
Folded short azapeptide for conformation switching-based fluorescence sensing
Yuan, Yuan,Yan, Xiao-Sheng,Li, Xiao-Rui,Cao, Jin-Lian,Li, Zhao,Jiang, Yun-Bao
, p. 13137 - 13140 (2017)
Herein, we report a conformation switching-based fluorescence sensing scheme using dipeptide-based amidothioureas (azapeptides) that contain a folded β-turn structure. Amidothiourea is equipped at its two termini with an electron acceptor and an electron donor or two fluorophores, such that it exhibits enhanced exciplex or excimer emission because of the turn structure in which the two termini are brought into close proximity; on the other hand, it exhibits a dramatic ratiometric fluorescence response upon anion binding to the thiourea moiety because of the resultant extended conformation of the anion binding complex.
Morphological control and molecular recognition by bis-urea hydrogen bonding in micelles of amphiphilic tri-block copolymers
Chebotareva, Natalia,Bomans, Paul H. H.,Frederik, Peter M.,Sommerdijk, Nico A. J. M.,Sijbesma, Rint P.
, p. 4967 - 4969 (2005)
Hydrogen bonding between urea groups of amphiphilic triblock copolymers considerably affects their self-assembly in water, which results in a strong modification of morphology and viscosity of aqueous solutions; the hydrogen bonding motif in these amphiphilic copolymers allows molecular recognition of small molecules with complementary hydrogen bonding units. The Royal Society of Chemistry 2005.
Cholic acid-based high sensitivity fluorescent sensor for α,ω-dicarboxylate: an intramolecular excimer emission quenched by complexation
Liu, Shun-Ying,He, Yong-Bing,Chan, Wing Hong,Lee, Albert W.M.
, p. 11687 - 11696 (2006)
Fluorescent receptors (1 and 2) bearing two binding units on C3 and C24 and two signal display units on C7 and C12 of cholic acid, respectively, were designed and synthesized. Both 1 and 2 emit a much weaker fluorescence than that of the control compound
Pyrene appended bile acid conjugates: Synthesis and a structure-Gelation property study
Bhat, Shreedhar,Valkonen, Arto,Koivukorpi, Juha,Ambika, Anupama,Kolehmainen, Erkki,Maitra, Uday,Rissanen, Kari
, p. 379 - 391 (2011)
A wide variety of novel compounds obtained by combining two types of known organogelators, viz., bile acid alkyl amides and pyrene alkanoic acids, were synthesized and screened for their gelation ability. The 3α esters of 1-pyrene butyric acid (PB(A) of alkylamides of deoxycholic acid (DC(A) turned out to be effective in the gel formation with many organic solvents although the gelation has to be triggered by the addition of a charge transfer (CT) agent 2,4,7-trinitrofluorenone (TN(F) . The special feature of thesemolecules is that the organogelation is achieved only after derivatizing the acid moiety of the 1-pyrenealkanoic acids. Additionally, the gelation properties can be fine-tuned by inserting different functional groups at the bile acid side chain. The gels obtained are deep red in colour and optically transparent up to 2% w/v. The SEM studies of the obtained xerogels revealed bundled rod-like morphology without specialized branching. Indian Academy of Sciences.
Selective transportation of metal ions by photo-induced crown ether compounds
Itagaki, Hideyuki,Masuda, Wakako,Hirayanagi, Yukiko
, p. 402 - 406 (1999)
A novel photoresponsive system that we call a photo-induced crown ether (PIC) is described, in which excimers are used to fix the conformation of a molecule for relatively long periods. 1,n-bis(3-(1-pyrenyl)propylcarboxy)-oxaalkanes (DP3n: n=3-6), linear oligooxyethylenes with pyrenyl groups at both ends, were prepared and investigated to determine whether they might work as PICs. DP35 molecules were found to capture and transport calcium ions more effectively when they were irradiated. This result is consistent with the finding that five-unit crown ether transported the greatest amount of calcium ions.
Highly selective recognition of lead ion in water by a podand fluoroionophore/γ-cyclodextrin complex sensor
Hayashita, Takashi,Qing, Dai,Minagawa, Masakazu,Lee, Jong Chan,Ku, Chang Hoe,Teramae, Norio
, p. 2160 - 2161 (2003)
We report herein a novel podand fluoroionophore/γ-cyclodextrin (γ-CyD) complex sensor that shows markedly high selectivity for lead (Pb2+) ion in water.
Chiral Discrimination in Excimer Formation
Tran, Chieu D.,Fendler, Janos H.
, p. 2923 - 2928 (1980)
Steady-state and nanosecond time resolved spectroscopy have been used to determine parameters for excimer formation for N--D-tryptophan methyl ester (pyr-D-Trp), N--L-tryptophan methyl ester (pyr-L-Trp), and their racemate, pyr-DL-Trp, in methanol and for pyr-D-Trp in optically active (R)-(-)-2-octanol, (S)-(+)-2-octanol, and racemic (RS)-(+/-)-2-octanol.Appreciable differences have been noted between the behavior of the pure enantiomer and its racemate in MeOH.Thus, the rate constant of excimer formation for pyr-DL-Trp, (6.9+/-0.5) 109 M-1 s-1, is greater than those for the pure enantiomers, (4.0+/-0.7) 109 M-1 s-1.The quantum efficiency of pyr-DL-Trp excimer formation (qD/qM = 0.7+/-0.1) is smaller than that for pyr-D-Trp or pyr-L-Trp (qD/qM = 1.1+/-0.2).Differences in equilibrium constants for excimer formation indicated a chiral discrimination energy of 700 cal mol-1.Chiral discrimination originates in differential electrostatic, dispersion, and resonance integrations.Appreciable differences have also been observed in the kinetic and thermodynamic parameters for pyr-D-Trp excimer formation in (R)-(-)-2-octanol and (S)-(+)-2-octanol.
Ring opening metathesis polymerization on non-covalently functionalized single-walled carbon nanotubes
Gomez, Fernando J.,Chen, Robert J.,Wang, Dunwei,Waymouth, Robert M.,Dai, Hongjie
, p. 190 - 191 (2003)
Norbornene polymerization has been initiated selectively on the surface of single-walled carbon nanotubes (SWNTs) via a specifically adsorbed pyrene-linked ROMP initiator, resulting in a homogeneous non-covalent poly(norbornene) coating.
