Abstract:
:The use of stereodynamic probes is becoming one of the leading strategies for the fast and effective determination of enantiomeric excess. Recently, we reported a series of novel molecular architectures based on a modified tris(2-pyridylmethyl)amine complex (TPMA), which are able to amplify the electronic CD, in the case of Zn(II) assemblies and vibrational CD, in the case of Co(II) assemblies. Herein, we report a structural modification of the ligand with the purpose to obtain a fluorescent chiral probe. The study deals with the synthesis of the novel ligand, the formation of the self-assembly system with amino acids, and the study of the electronic CD and circularly polarized luminescence.
journal_name
Chiralityjournal_title
Chiralityauthors
Carmo Dos Santos NA,Badetti E,Licini G,Abbate S,Longhi G,Zonta Cdoi
10.1002/chir.22780subject
Has Abstractpub_date
2018-01-01 00:00:00pages
65-73issue
1eissn
0899-0042issn
1520-636Xjournal_volume
30pub_type
杂志文章相关文献
CHIRALITY文献大全abstract::Cyclic triamides bearing amidino groups at the meta position of the phenyl rings were synthesized, and their conformational properties in the crystal and in solution were examined. Compound exists as a capsule-type dimer of the enantiomers with a bowl-shaped syn conformation in the crystal state. Compound exists mainl...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22476
更新日期:2015-08-01 00:00:00
abstract::This work presents results of methyl 7-oxoabiet-13(14)-en-18-oate (3) self-oxidation with air-oxygen in the presence of various bases such as triethylamine or sodium t-butoxide. While under aerobic conditions, the use of sodium t-butoxide as a base results in the formation of four isomeric alcohols, an addition of tri...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23176
更新日期:2020-04-01 00:00:00
abstract::The optically active mixed-ligand fac(S)-tris(thiolato)rhodium(III) complexes, ΔL -fac(S)-[Rh(aet)2 (L-cys-N,S)](-) (aet = 2-aminoethanethiolate, L-cys = L-cysteinate) () and ΔLL -fac(S)-[Rh(aet)(L-cys-N,S)2 ](2-) were newly prepared by the equatorial preference of the carboxyl group in the coordinated L-cys ligand. T...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22546
更新日期:2016-01-01 00:00:00
abstract::A variety of reactions can be categorized under the global concept of the "interconversion of stereoisomers." Thus, racemization or epimerization can result from inversion of labile chiral centers. From the examples available, some predictive rules are suggested for a chiral center of the type R"R'RC-H undergoing base...
journal_title:Chirality
pub_type: 杂志文章,评审
doi:10.1002/chir.530050302
更新日期:1993-01-01 00:00:00
abstract::We introduce a method to detect the activity of ion channels and pores with circular dichroism (CD) spectroscopy. G-quartets obtained by potassium templated self-assembly of 5'-guanosine monophosphate (GMP) are used as CD probes, the bee-toxin melittin as representative pore and gramicidin A as representative ion chan...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20526
更新日期:2008-09-01 00:00:00
abstract::Ion channels are pharmacologic receptors and as such exhibit stereoselective interactions with drugs. Ion channels are conformationally mobile transmembrane proteins existing in a number of open and closed states. Drug interactions with these different states may differ quantitatively and qualitatively. Stereoselectiv...
journal_title:Chirality
pub_type: 杂志文章,评审
doi:10.1002/(SICI)1520-636X(1996)8:1<35::AID-CHIR8>3.0
更新日期:1996-01-01 00:00:00
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
更新日期:2010-07-01 00:00:00
abstract::The opening of ortho-substituted phenyl oxiranes by borohydrides is described both in aqueous and solid phases. Some remarkable differences in the regioselectivity and inversion of enantioselectivity of oxirane ring-opening are reported. The results obtained are compared with previous studies and have allowed some fac...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/(SICI)1520-636X(1999)11:7<541::AID-CHIR5>3
更新日期:1999-01-01 00:00:00
abstract::Stereoselective high-performance liquid chromatographic separations of eight sterically constrained cyclic β-amino acid enantiomer pairs were carried out using the newly developed Cinchona alkaloid-based zwitterionic chiral stationary phases Chiralpak ZWIX(+) and ZWIX(-). The effects of the mobile phase composition, t...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22458
更新日期:2015-09-01 00:00:00
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
更新日期:2020-12-30 00:00:00
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....
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.23201
更新日期:2020-05-01 00:00:00
abstract::Origin(s) of biological chirality appear(s) to be intimately connected to origin(s) of life. Prebiotic evolution toward these important turning points can be traced back to single chiral molecules. These can be small (monomeric) units as amino acids or monosaccharides or oligomers as oligo-RNA type molecules. Earlier ...
journal_title:Chirality
pub_type: 评论,杂志文章
doi:10.1002/chir.20796
更新日期:2011-01-01 00:00:00
abstract::(R)-(+) and (S)-(-)-1-phenylethylamine have been shown to promote highly diastereoselective and complementary enantioselective formal [3 + 2]carbocyclization reactions between 2,3-butanedione and conjugated nitroalkenes with formation of enantiomerically rich 2-hydroxy-3-nitrocyclopentanone derivatives. The reactions ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22088
更新日期:2012-12-01 00:00:00
abstract::Ifosfamide (IF), a potent chemotherapeutic agent for solid tumors, is known to cause high rates of nephrotoxicity in children with cancer, which is most likely due to the renal production of the metabolite chloroacetaldehyde. Using plasma samples obtained from pediatric oncology patients, we developed a simple nonderi...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20662
更新日期:2009-07-01 00:00:00
abstract::A new water soluble zinc-salophen complex with appended D-glucose moieties was synthesized and characterized. Its binding properties toward six aminoacids were investigated by UV-vis spectrophotometric titrations. Association constants showed to be unfavorably affected by increasing steric hindrance of the side chain....
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20614
更新日期:2009-01-01 00:00:00
abstract::We report here a sensitive method for the determination of the absolute configurations of primary amines using exciton-coupled circular dichroism (ECCD). The method works on a microgram scale by derivatization of chiral amines with quinoline chromophores. Complexation of the chiral ligands with metal ion fixes the geo...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.10158
更新日期:2003-02-01 00:00:00
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
更新日期:1990-01-01 00:00:00
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
更新日期:1989-01-01 00:00:00
abstract::1,1,1,3,3-pentafluoro-2-(fluoromethoxy)-3-methoxypropane, compound B, is a product obtained in the degradation of the anesthetic Sevoflurane. Enantiopure (+)-B was investigated using vibrational circular dichroism (VCD). Experimental absorption and VCD spectra of (+)-B in CDCl(3) solution in the 2,000-900 cm(-1) regio...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.10106
更新日期:2002-08-01 00:00:00
abstract::The modern use of preparative chromatography in pharmaceutical development is illustrated by the case of a recent preclinical candidate from these laboratories. The synthesis of the candidate employed a coupling of two enantiopure intermediates, each of which could be resolved using preparative chiral chromatography. ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20378
更新日期:2007-09-01 00:00:00
abstract::Numbers of resolving factors were investigated to improve resolution of venlafaxine 1. An effective resolving agent, O,O'-di-p-toluoyl-(R, R)-tartaric acid 2, was screened using similar method of 'Dutch resolution' from tartaric acid derivatives. The resolution efficiency was up to 88.4%, when the ratio of rac-1 and 2...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22790
更新日期:2018-03-01 00:00:00
abstract::Mirror symmetry breaking is ubiquitous in our visible universe taking place in elementary particles, atoms, and molecules. Molecular chirality is not biogenic in itself, although its detection is often considered a biosignature, a conjecture inferred from the fact that we do not know life devoid of homochirality. The ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22028
更新日期:2012-11-01 00:00:00
abstract::Homoprolinol analogs, a class of optically active γ-amino alcohols, were examined systematically in the enantioselective addition reactions of diethylzinc to aldehydes. By comparison of the results catalyzed by these γ-amino alcohols with those by the β-amino alcohols based on pyrrolidine architecture reported in the ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.21017
更新日期:2011-11-01 00:00:00
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
更新日期:1994-01-01 00:00:00
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
更新日期:2015-07-01 00:00:00
abstract::The adsorption of heptahelicene, a helically shaped polyaromatic hydrocarbon (C(30)H(18)), on a Cu(111) surface was studied by means of thermal desorption mass spectrometry (TDMS) and low energy electron diffraction (LEED) at temperatures between 130-1,000 K under ultrahigh vacuum (UHV) conditions. The molecule in the...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.10006
更新日期:2001-01-01 00:00:00
abstract::Achiral 4-isopropyltropolone methyl ether (3) included in an optically active host compound (-)-1 yielded optically active photocyclization products (-)-5 and (-)-6 in 96 and 90% ee, respectively, upon photoirradiation in the solid state. ...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.10091
更新日期:2002-07-01 00:00:00
abstract::A series of silica-supported proline-based peptides were synthesized and applied as catalysts for direct asymmetric intermolecular aldol reactions. Among these, a peptide with two L-proline units was found to be the most efficient one for the asymmetric aldol reactions between acetone and aromatic aldehydes. The react...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.20603
更新日期:2009-04-01 00:00:00
abstract::The hemicryptophane racemate (±)-1 was optically resolved by semipreparative HPLC on Chiralpak IC column. The absolute configuration of each isolated enantiomer was established from the analysis of their electronic circular dichroism spectra. Enantiodifferentiation of the chiral cationic cage (±)-1 was evidenced in so...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.22100
更新日期:2012-12-01 00:00:00
abstract::The synthesis of the eight stereoisomers of muscarine has been efficiently accomplished by utilizing the two enantiomers of lactic esters as starting material. The synthetic strategy is based on a SnCl4-catalyzed addition of allyltrimethylsilane to O-protected lactic aldehydes followed by an iodocyclization process. A...
journal_title:Chirality
pub_type: 杂志文章
doi:10.1002/chir.530040406
更新日期:1992-01-01 00:00:00