2595-90-6Relevant articles and documents
Undulation induced tuning of electron acceptance by edge-oxidized graphene oxide
Ghosh, Ashutosh,Seth, Sourav Kanti,Purkayastha, Pradipta
, p. 425 - 431 (2018)
Edge-oxidized graphene oxide (EOGO) nanosheets are good acceptors of electrons. We have employed a suitably designed pyrene-tailed fluorescent probe to establish that the electron acceptability of EOGO can be tuned by undulation of the GO sheet. Comparison between EOGO and single-walled carbon nanotubes (SWCNT) on electron acceptance from the probe molecule shows that the efficiency of π-π stacking between pyrene and the graphene sheet plays the key role.
Complexation of metal ions with the novel diazadithia crown ethers carrying two pyrene pendants in acetonitrile-tetrahydrofuran
Ocak, Uemmuehan,Ocak, Mirac,Basoglu, Aysel,Parlayan, Semanur,Alp, Hakan,Kantekin, Halit
, p. 19 - 27 (2010)
Two crown ethers carrying pyrene side arms with nitrogen-sulfur donor atom were designed and synthesized by the reaction of the corresponding macrocyclic compounds and 1-bromomethyl-pyrene. The influence of metal cations such as Al3+, Zn2+, Fe2+, Fe3+, Co2+, Ni2+, Mn2+, Cu2+, Cd2+, Hg2+ and Pb2+ on the spectroscopic properties of the ligands was investigated in acetonitrile-tetrahydrofuran (1:1) by means of absorption and emission spectrometry. Absorption spectra show isosbestic points in the spectrophotometric titration of Al3+, Zn2+, Fe2+, Ni2+, Cu2+, and Pb2+ with 16-membered crown ether. Similar results were obtained for Al3+, Fe2+, Hg2+, Cu2+ and Pb2+ with 14-membered crown ether. The results of spectrophotometric titration experiments disclosed the complexation stoichiometry and complex stability constants of the novel ligands with these cations. According to spectrofluorimetric titration measurements the 14-membered diazadithia crown ether showed sensitivity for Pb2+ with linear range and detection limit of 1.3 × 10-6 to 5.2 × 10-5 M and 5.2 × 10-7 M, respectively. The 16-membered diazadithia crown ether showed sensitivity for Ni2+ with linear range and detection limit of 1.3 × 10-7 to 5.2 × 10-6 M and 4.1 × 10-8 M, respectively.
Pyrene-imidazolium complexed graphene for the selective fluorescent detection of G-quadruplex forming DNA
Moon, Seung Jin,Park, So Hyeon,Jaworski, Justyn,Jung, Jong Hwa
, p. 11698 - 11700 (2013)
A unique system has been developed for quantifying G-quadruplex forming DNA down to picomolar levels for future applications in telomeric assessment. Pyrene-imidazolium captured in high amounts on the surface of reduced graphene oxide shells allows specific DNA sequence detection by complex formation resulting in release and fluorescence enhancement of pyrene-imidazolium.
DNA interaction of a fluorescent, cytotoxic pyridinimino platinum(II) complex
Bondi, Riccardo,Biver, Tarita,Dalla Via, Lisa,Guarra, Federica,Hyeraci, Mariafrancesca,Sissi, Claudia,Labella, Luca,Marchetti, Fabio,Samaritani, Simona
, (2020)
New pyridinimino complexes of platinum(II) [PtCl2(N^N-R)] (N^N = 2-pyridylmethanimino, R = -(CH2)2O(CH2)2OH, -(CH)2O(CH2)2OCH2Pyr), Pyr = pyren-1-yl) have been prepared. They are characterized by a dioxygenated alkyl side chain and, in one case, by a fluorescent terminal 1-pyrenyl residue. The complexes were characterized by elemental analysis, IR, 1H–, 13C–and 195Pt NMR spectroscopies. For [PtCl2(N^N-(CH2)2O(CH2)2OH] the molecular structure was determined by single crystal X-ray diffraction. The complexes are soluble and stable in DMSO/H2O (80/20, v/v). The pyrenyl terminated compound was tested as antiproliferative agent against selected human cancer cell lines. Comparable cytotoxic effect was obtained on human ovarian carcinoma A-2780 and A-2780cis cells, thus suggesting a certain ability to circumvent cisplatin resistance. The interaction of this complex with DNA was investigated by linear flow dichroism and by spectrophotometric (absorbance and fluorescence) titrations. Both techniques enlightened the presence of a complex mode of interaction with DNA, involving both groove binding and intercalation.
Investigations on nanoparticle-chromophore and interchromophore interactions in pyrene-capped gold nanoparticles
Ipe, Binil Itty,Thomas, K. George
, p. 13265 - 13272 (2004)
Three pyrene alkanethiol derivatives (P1, P2, and P3) possessing flexible alkyl groups of different lengths were attached to nanoparticles of gold (a??2-3 nm in size) along with dodecanethiol (Au-Pl, Au-P2, and Au-P3). The photophysical properties of these systems were investigated as a function of (i) distance of chromophore from gold core, (ii) concentration of pyrene on gold surface, and (iii) solvent polarity. The structured absorption bands of the pyrene chromophore were significantly perturbed near the surface of gold nanoparticles (Au-Pl), indicating a strong ground state interaction between the plasmon electrons of Au nanoparticles and the ??-electron cloud of the chromophore. Such effects were not observed in Au-P2 and Au-P3 systems, in which the linker groups are long enough to prevent any ground state interactions. A gradual increase in the peak intensity ratio of band III/I of the normal fluorescence of pyrene chromophore was found with an increase in length of the spacer group. These results indicate that the local environment close to the surface of the Au nanoparticle is more polar compared to the bulk medium. Interchromophoric interactions are limited in the Au-P1 system due to the restriction imposed by the curvature of spherical gold nanoparticle whereas the flexible alkyl chain tethering pyrene in Au-P2/Au-P3 allows free interaction between chromophores. Steady state and time-resolved emission studies indicate that the normal fluorescence and intermolecular excimer formation are the main deactivation channels of the singlet excited state of pyrene linked to Au nanoparticles, in nonpolar solvents. In contrast, the competitive electron transfer to the gold nanocore dominates in polar solvents.
Selective recognition of tryptophan through inhibition of intramolecular charge-transfer interactions in an aqueous medium
Hariharan, Mahesh,Karunakaran, Suneesh C.,Ramaiah, Danaboyina
, p. 417 - 420 (2007)
A novel donor-acceptor conjugate 1 was synthesized, and its interactions with various amino acids have been investigated as compared to the model system 2. The conjugate 1 unusually forms an intramolecular charge-transfer complex in the aqueous medium and undergoes selective binding interactions with tryptophan. The uniqueness of this system is that it selectively recognizes tryptophan among all other amino acids and involves synergistic effects of π-stacking, electrostatic, and donor-acceptor interactions.
Highly selective and sensitive heparin probing from supramolecular assembly of pyrene derivatives
Zeng, Lintao,Wang, Pengfei,Zhang, Hongyan,Zhuang, Xiaoqing,Dai, Qing,Liu, Weimin
, p. 4294 - 4297 (2009)
A new quinine derivative PQ, bearing pyrenyl as a fluorophore, was prepared to recognize heparin in aqueous solution. PQ exhibits good selectivity and sensitivity for heparin over other biological molecules. Upon binding with heparin, PQ shows a typical excimer emission peaked at 489 nm along with a weak monomer emission at 376 nm. Moreover, PQ also shows good performance to detect the heparin In serum.
Pyrene-based ammonium bromides combined with g-C3N4for the synergistically enhanced fixation reaction of CO2and epoxides
Chang, Tao,Fu, Xiying,Hao, Yongjing,Kang, Lianwei,Li, Xiaopeng,Panchal, Balaji,Qin, Shenjun,Tian, Tian,Zhu, Zheng
, p. 30222 - 30228 (2021/10/20)
A new type of pyrene-based ammonium bromides (PABs) was synthesizedviathe reaction of bromomethyl pyrene and tertiary amines with different alkyl chains combined with graphitic carbon nitride (g-C3N4) through π-π stacking interactions. The new pyrene-based ammonium bromides were investigated both in homogenous phase and heterogeneous phase combining with g-C3N4for the CO2fixation reaction of epoxides under mild conditions. Obviously, the combination was proved to be an efficient system for the conversion of epoxides. The interaction between g-C3N4and PABs was confirmed by quantum chemical calculations. g-C3N4/Py-C12exhibited an excellent yield of cyclic carbonates (above 93%) at 80 °C, atmospheric pressure and solvent-free conditions. A preliminary kinetic study was performed using g-C3N4/Py-C12and the activation energy was calculated to be 61.5 kJ mol?1
