Chiroptical property tuning of supramolecular assemblies in polymer matrices.

Abstract:

:Chiroptical materials have received much attention in diverse fields for applications such as displays, sensors, smart memory devices, and catalysis. Here, we develop a simple fabrication method for polymer films with tunable chiroptical properties using small amounts of self-assembling fluorescent dye as an additive. Both the circular dichroism and circularly polarized luminescence signals of the film can be tuned between positive and negative values by thermal treatment. The chiroptical properties can be varied by slight changes in the orientation of chiral pyrene moieties in self-assembled nanofibril networks.

journal_name

Chirality

journal_title

Chirality

authors

Jintoku H,Ihara H

doi

10.1002/chir.23201

subject

Has Abstract

pub_date

2020-05-01 00:00:00

pages

704-709

issue

5

eissn

0899-0042

issn

1520-636X

journal_volume

32

pub_type

杂志文章
  • Headspace gas chromatography-mass spectrometry analysis of isoflurane enantiomers in blood samples after anesthesia with the racemic mixture.

    abstract::Several in vivo and in vitro studies on the stereoselective potency of isoflurane enantiomers suggest beneficial effects of the (+)-(S)-enantiomer. In order to detect possible differences in the pharmacokinetics of isoflurane enantiomers, a clinical study of 41 patients undergoing general anesthesia maintained with ra...

    journal_title:Chirality

    pub_type: 临床试验,杂志文章

    doi:10.1002/(SICI)1520-636X(1999)11:3<206::AID-CHIR6>3

    authors: Schmidt R,Wahl HG,Häberle H,Dieterich HJ,Schurig V

    更新日期:1999-01-01 00:00:00

  • A Simple ¹³C NMR Method for the Discrimination of Complex Mixtures of Stereoisomers: All Eight Stereoisomers of α-Tocopherol Resolved.

    abstract::A simple one-dimensional (13)C NMR method is presented to discriminate between stereoisomers of organic compounds with more than one chiral center. By means of this method it is possible to discriminate between all eight stereoisomers of α-tocopherol. To achieve this the chiral solvating agent (S)-(+)-1-(9-anthryl)-2,...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22535

    authors: Lankhorst PP,Netscher T,Duchateau AL

    更新日期:2015-11-01 00:00:00

  • Chemoenzymatic and microbial dynamic kinetic resolutions.

    abstract::This review tracks a decade of dynamic kinetic resolution developments with a biocatalytic inclination using enzymatic/microbial means for the resolution part followed by the racemization reactions either by means of enzymatic or chemocatalyst. These fast developments are due to the ability of the biocatalysts to sign...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20619

    authors: Kamaruddin AH,Uzir MH,Aboul-Enein HY,Halim HN

    更新日期:2009-04-01 00:00:00

  • Channel-like crystal structure of cinchoninium L-O-phosphoserine salt dihydrate.

    abstract::Studies on the interactions between L-O- phosphoserine, as one of the simplest fragments of membrane components, and the Cinchona alkaloid cinchonine, in the crystalline state were performed. Cinchoninium L-O-phosposerine salt dihydrate (PhSerCin) crystallizes in a monoclinic crystal system, space group P2(1), with un...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20784

    authors: Wesełucha-Birczyńska A,Oleksyn BJ,Watroba J

    更新日期:2010-06-01 00:00:00

  • Stereoselective metabolism of benalaxyl in liver microsomes from rat and rabbit.

    abstract::Benalaxyl (BX), methyl-N-phenylacetyl-N-2,6-xylyl alaninate, is a potent acylanilide fungicide and consist of a pair of enantiomers. The stereoselective metabolism of BX was investigated in rat and rabbit microsomes in vitro. The degradation kinetics and the enantiomer fraction (EF) were determined using normal high-p...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20879

    authors: Zhang P,Zhu W,Dang Z,Shen Z,Xu X,Huang L,Zhou Z

    更新日期:2011-02-01 00:00:00

  • Versatile precursor to ruthenium-bis(phosphine) hydrogenation catalysts.

    abstract::The known complex trans-RuCl2(NBD)Py2 (1, NBD is norbornadiene, Py is pyridine) reacts with either (R)-BINAP ((R)-2, 2'-bis(diphenylphosphino)-1,1'-binaphthyl), (S;S)-Chiraphos ((2S;3S-(-)-2,3-bis(diphenylphosphino)butane), (S;S)-Skewphos ((2S;4S)-(-)-2,4-bis(diphenylphosphino)pentane), (R)-(S)-Josiphos ((R)-(-)-1-[(S...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/(SICI)1520-636X(2000)12:5/6<514::AID-CHIR3

    authors: Akotsi OM,Metera K,Reid RD,McDonald R,Bergens SH

    更新日期:2000-06-01 00:00:00

  • Asymmetric catalytic ene-cyclization approach to 2-fluoro-19-nor-1,25-dihydroxyvitamin D(3) A-ring analog with significant transactivation activity.

    abstract::1alpha,25-Dihydroxyvitamin D(3) (1alpha,25(OH)2D3) has been shown to modulate not only proliferation and differentiation, but also apoptosis in malignant cells, indicating that it could be useful for the treatment of cancer and psoriasis. However, little information has been available on the binding conformation of th...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.1046

    authors: Mikami K,Ohba S,Ohmura H,Kubodera N,Nakagawa K,Okano T

    更新日期:2001-07-01 00:00:00

  • Simultaneous Enantioseparation of Aldohexoses and Aldopentoses Derivatized With L-Tryptophanamide by Reversed Phase HPLC Using Butylboronic Acid as a Complexation Reagent of Monosaccharides.

    abstract::Three aldohexoses, glucose, galactose, and mannose, and three aldopentoses, arabinose, xylose, and ribose, were derivatized with L-tryptophanamide (L-TrpNH2 ) under alkaline conditions. Using a basic mobile phase (pH 9.2), the three aldohexoses or the three aldopentoses were simultaneously enantioseparated, respective...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22456

    authors: Shou M,Terashima H,Aizawa S,Taga A,Yamamoto A,Kodama S

    更新日期:2015-07-01 00:00:00

  • Comparative study on kynurenic acid production in the rat striatum by tryptophan enantiomers: an in vivo microdialysis study.

    abstract::Kynurenic acid (KYNA), an endogenous antagonist of N-methyl-D-aspartate and α(7) nicotinic acetylcholine receptors, is one of the L-tryptophan (Trp) metabolites. To compare the level of KYNA produced in the striatum of rats after independent administration of L-Trp and D-Trp, rats were intraperitoneally administered L...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20938

    authors: Ishii K,Iizuka H,Ogaya T,Song Z,Fukushima T

    更新日期:2011-01-01 00:00:00

  • Stereoselective intramolecular cyclization to 4-(hydroxymethyl)-3-(1H-indolyl)oxazolidin-2-ones.

    abstract::A simple high-yield three-steps route to optically active 4-hydroxymethyl-3-(1H-indolyl)oxazolidin-2-ones from (S)-glycidol is described. The key intermediates (R)-oxiran-2-ylmethyl 1H-indol-4/-5-ylcarbamates are obtained in high yields from (S)-glycidol. These are readily transformed to oxazolidin-2-ones, very intere...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22003

    authors: Chiummiento L,Funicello M,Tramutola F

    更新日期:2012-04-01 00:00:00

  • Time-resolved circularly polarized luminescence of Eu3+ -based systems.

    abstract::Chiral Eu3+ -based systems are frequently studied via circularly polarized luminescence spectroscopy. The emission lifetimes of each circular polarization, however, are virtually always ignored, because in a homogeneous sample of emitters, there should be no difference between the two. However, we show that in less ro...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.23293

    authors: Hananel U,Schwartz G,Paiss G,Arrico L,Zinna F,Di Bari L,Cheshnovsky O,Markovich G

    更新日期:2020-12-30 00:00:00

  • Computational simulation of vibrationally resolved spectra for spin-forbidden transitions.

    abstract::In this computational study, we illustrate a method for computing phosphorescence and circularly polarized phosphorescence spectra of molecular systems, which takes into account vibronic effects including both Franck-Condon and Herzberg-Teller contributions. The singlet and triplet states involved in the phosphorescen...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22864

    authors: Egidi F,Fusè M,Baiardi A,Bloino J,Li X,Barone V

    更新日期:2018-07-01 00:00:00

  • Chiral discrimination of the analgesic cizolirtine by using cyclodextrins: A (1)H NMR study on the solution structures of their host-guest complexes.

    abstract::The use of four cyclodextrins (three native and one beta-CD derivative) as NMR chiral solvating agents to resolve the enantiomers of (+/-)-cizolirtine, 1, and its chemical precursor (the carbinol, (+/-)-2), was investigated. The best enantiodiscrimination occurred when beta-cyclodextrin was used. ROESY experiments wer...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/(SICI)1520-636X(1999)11:9<694::AID-CHIR5>3

    authors: Redondo J,Blázquez MA,Torrens A

    更新日期:1999-01-01 00:00:00

  • Metabolic chiral inversion of ibuprofen in isolated rat hepatocytes.

    abstract::Ibuprofen was used to demonstrate that isolated rat hepatocytes offer a suitable in vitro model to investigate the metabolic chiral inversion of anti-inflammatory 2-arylpropionic acids (profens). The inversion of the pharmacologically inactive (-)-(R)-ibuprofen to the active (+)-(S)-ibuprofen was shown to obey apparen...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.530020203

    authors: Müller S,Mayer JM,Etter JC,Testa B

    更新日期:1990-01-01 00:00:00

  • Absolute configuration of phomactatriene diterpenoids obtained by Wagner-Meerwein rearrangement of epimeric verticillols.

    abstract::The epimeric diterpenes (+)-(1S,3E,7E,11S,12S)-verticilla-3,7-dien-12-ol (1), isolated from Bursera suntui, and (+)-(1S,3E,7E,11S,12R)-verticilla-3,7-dien-12-ol (2), isolated from Bursera kerberi, gave the same Wagner-Meerwein rearrangement product (-)-(1E,4Z,8Z,11S,12R)-phomacta-1,(15)4,8-triene (3). The Et2 O:BF3 -i...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.23061

    authors: Del Río-Chávez ÁA,García-Gutiérrez HA,Román-Marín LU,Beiza-Granados L,Cerda-García-Rojas CM,Joseph-Nathan P,Hernández-Hernández JD

    更新日期:2019-11-01 00:00:00

  • Supramolecular photochirogenesis with novel cyclic tetrasaccharide: enantiodifferentiating photoisomerization of (Z)-cyclooctene with cyclic nigerosylnigerose-based sensitizers.

    abstract::Isophthalic and terephthalic acid monoesters of cyclic nigerosyl-(1→6)-nigerose (CNN), a cyclic tetrasaccharide composed of four d-glucopyranosyl residues connected by alternating α-1,3- and α-1,6-linkages, were synthesized as novel chiral supramolecular sensitizers for enantiodifferentiating photoisomerization of (Z)...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22014

    authors: Yang C,Liang W,Nishijima M,Fukuhara G,Mori T,Hiramatsu H,Dan-oh Y,Tsujimoto K,Inoue Y

    更新日期:2012-11-01 00:00:00

  • Spirobipyridopyrans and indolinospiropyridopyrans: Synthesis, X-ray crystal structure, separation of enantiomers, and barriers to thermal cleavage of the C(sp(3))-O bond.

    abstract::The novel chiral spirobipyridopyrans 1 and 2 were synthesized by the acid catalyzed aldol type condensation of 5-deoxypyridoxal with the appropriate ketone and subsequent reaction of the resulting pyrylium salt with base. The indolinospiropyridopyrans 3-5, which contain the modified B(6) unit, were prepared by aldol r...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/1520-636X(2001)13:2<81::AID-CHIR1002>3.0.C

    authors: Loncar-Tomaskovic L,Pustet N,Mrvos-Sermek D,Nagl A,Mintas M,Mannschreck A

    更新日期:2001-02-01 00:00:00

  • Separation and quantitation of (R)- and (S)-atenolol in human plasma and urine using an alpha 1-AGP column.

    abstract::A method for the determination of (R)- and (S)-atenolol in human plasma and urine is described. The enantiomers of atenolol are extracted into dichloromethane containing 3% heptafluorobutanol followed by acetylation with acetic anhydride at 60 degrees C for 2 h. The acetylated enantiomers were separated on a chiral al...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.530010306

    authors: Enquist M,Hermansson J

    更新日期:1989-01-01 00:00:00

  • In vitro stereoselective degradation of carprofen glucuronide by human serum albumin. Characterization of sites and reactive amino acids.

    abstract::Acyl glucuronides formed from carboxylic acids can undergo hydrolysis, acyl migration, and covalent binding to proteins. In buffers at physiological pH, the degradation of acylglucuronide of a chiral NSAID, carprofen, consisted mainly of acyl migration. Acidic pH reduced hydrolysis and acyl migration, thus stabilizing...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/(SICI)1520-636X(2000)12:2<53::AID-CHIR1>3.

    authors: Georges H,Presle N,Buronfosse T,Fournel-Gigleux S,Netter P,Magdalou J,Lapicque F

    更新日期:2000-02-01 00:00:00

  • Screening Approach for Chiral Separation of β-Aminoketones by HPLC on Various Polysaccharide-Based Chiral Stationary Phases.

    abstract::Nine β-aminoketones were synthesized via Mannich reaction when benzaldehyde was condensed with some primary amines and acetophenone. The purified compounds were identified by using spectroscopic methods. The enantiomeric separation of these derivatives was carried out by high-performance liquid chromatography (HPLC) u...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22434

    authors: Addadi K,Sekkoum K,Belboukhari N,Cheriti A,Aboul-Enein HY

    更新日期:2015-05-01 00:00:00

  • Enantiomeric separation of β-blockers and tryptophan using heparin as stationary and pseudostationary phases in capillary electrophoresis.

    abstract::The separation methods of the enantiomers of two β-blockers and tryptophan were studied using capillary electrochromatography with heparin covalently as well as non-covalently, bonded onto the capillary inner wall as stationary phase and electrokinetic chromatography with heparin as pseudostationary phase. In the case...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22972

    authors: Liu Y,Sombra LL,Stege PW

    更新日期:2018-06-25 00:00:00

  • Carboxymethylated cyclodextrins and their complexes with Pr(III) and Yb(III) as water-soluble chiral NMR solvating agents for cationic compounds.

    abstract::Cyclodextrins that are indiscriminately carboxymethylated at the 2-, 3-, and 6-positions are used as chiral NMR solvating agents for cationic substrates with phenyl, naphthyl, pyridyl, indoline, and indole rings. Enantiodifferentiation with the alpha-, beta-, and gamma-cyclodextrin derivatives is compared. The carboxy...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20748

    authors: Provencher KA,Weber MA,Randall LA,Cunningham PR,Dignam CF,Wenzel TJ

    更新日期:2010-03-01 00:00:00

  • Spectroscopic properties of the nonplanar amide group: a computational study.

    abstract::Experimental studies suggest that amide bond may significantly deviate from planar arrangement even in linear peptides and proteins. In order to find out the extent to which such deviation may influence principal amide spectroscopic properties, we conducted a computational study of nonplanar N-methylacetamide (NMA) co...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20462

    authors: Bednárová L,Malon P,Bour P

    更新日期:2007-11-01 00:00:00

  • N,N-dimethylcarbamyl derivatives of oxazepam.

    abstract::Three N,N-dimethylcarbamyl derivatives of oxazepam (1-(N,N-dimethylcarbamyl)oxazepam, 3-O-(N,N-dimethylcarbamyl)oxazepam, and 1,3-O-bis(N,N-dimethylcarbamyl) oxazepam) and a 3-O-acyl-1-(N,N-dimethylcarbamyl)-oxazepam were synthesized from either oxazepam or demoxepam. Enantiomeric pairs of these derivatives and of cam...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.530030313

    authors: Yang SK,Lu XL

    更新日期:1991-01-01 00:00:00

  • Improved synthesis and pharmacologic activity of the enantiomers of a new benzofurane type antiarrhythmic compound.

    abstract::An improved synthesis of the enantiomers of the new benzofurane-type antiarrhythmic compound 1 is described, which makes use of the enantiomerically pure mbe-lactol. Thus, acylation of the benzofurane 4 with acetic anhydride and subsequent bromination gave the bromoacetyl-derivative 6, which, after reduction with LiAl...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.530060417

    authors: Ecker G,Fleischhacker W,Helml T,Noe CR,Scasny S,Lemmens-Gruber R,Studenik C,Marei H,Heistracher P

    更新日期:1994-01-01 00:00:00

  • Direct asymmetric Michael addition of thioether-based aryl sulfanyl-propan-2-one to nitroalkenes catalyzed by a chiral amine-thiourea bifunctional organocatalyst.

    abstract::Although the organocatalytic direct asymmetric Michael reactions of carbonyl compounds to nitroalkenes have been investigated intensely, the Michael reaction of the thioether-based donors remains a rather undeveloped field. This work concerns the asymmetric Michael addition of aryl sulfanyl-propan-2-one to nitroalkene...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20689

    authors: Jiang X,Zhang B,Zhang Y,Lin L,Yan W,Wang R

    更新日期:2010-07-01 00:00:00

  • Synthesis of novel chiral metal complexes derived from chiral thiosemicarbazide ligands as potential antioxidant agents.

    abstract::Two new chiral thiosemicarbazide ligands and their Cu (II), Ni (II), Pd (II), and Zn (II) complexes were synthesized and characterized by nuclear magnetic resonance (NMR) (only for ligand), Fourier transform infrared (FT-IR), ultraviolet visible (UV-Vis), mass, and elemental analysis. The antioxidant activity of ligan...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.23069

    authors: Başaran E,Sıcak Y,Sogukomerogullari HG,Karaküçük-Iyidoğan A,Oruç-Emre EE,Sönmez M,Öztürk M

    更新日期:2019-06-01 00:00:00

  • Chiroptical properties of 2,2'-bioxirane.

    abstract::The two enantiomers of 2,2'-bioxirane were synthesized, and their chiroptical properties were thoroughly investigated in various solvents by polarimetry, vibrational circular dichroism (VCD), and Raman optical activity (ROA). Density functional theory (DFT) calculations at the B3LYP/aug-cc-pVTZ level revealed the pres...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.22814

    authors: Daugey N,De Rycke N,Brotin T,Buffeteau T

    更新日期:2018-04-01 00:00:00

  • Enhanced efficiency due to the use of achiral additives in the optical resolution of 1-phenylethylamine by its glutaric acid derivative.

    abstract::Racemic 1-phenylethylamine was optically resolved by its own derivative formed with glutaric acid namely (+)-(R)-N-(1-phenylethyl)glutaramic acid. The amide acid resolving agent was synthesized from (+)-(R)-1-phenylethylamine by N-derivatization. The glutaric acid derivative was the next in a homologous series of dica...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20377

    authors: Schindler J,Egressy M,Bereczki L,Pokol G,Fogassy E,Marthi K

    更新日期:2007-03-01 00:00:00

  • Enantiomer self-disproportionation and chiral stationary phase based selective chiral separation of organic compounds.

    abstract::In modern chromatography, chiral stationary phase (CSP) and enantiomer self-disproportionation (ESD) are new inventions of packing material offer a guarantee for a successful enantiomeric separation. All CSPs were synthesized by chemical bonding of the relevant organic moieties onto a porous parent silica material for...

    journal_title:Chirality

    pub_type: 杂志文章

    doi:10.1002/chir.20917

    authors: Mayani VJ,Abdi SH,Mayani SV,Kim HC,Park SK

    更新日期:2011-04-01 00:00:00