Fluorescence of Organic Molecules in Chiral Recognition

Pu, Lin

doi:10.1021/cr030052h

Cited by 780 publications

(353 citation statements)

References 98 publications

Supporting

Mentioning

348

Contrasting

Unclassified

Order By: Relevance

“…In addition, the limitation of statistical analysis of differences in fluorescence spectra due to the requirement that chiral analytes be fluorescent would be eliminated. A significant number of chiral molecules have reduced fluorescent properties; therefore, fluorescent sensors with diverse molecular structures have been applied in chiral analysis [27]. Chiral fluorescent sensors, i.e.…”

Section: Introductionmentioning

confidence: 99%

Determination of Enantiomeric Compositions of Analytes Using Novel Fluorescent Chiral Molecular Micelles and Steady State Fluorescence Measurements

et al. 2007

View full text Add to dashboard Cite

Novel fluorescent chiral molecular micelles (FCMMs) were synthesized, characterized, and employed as chiral selectors for enantiomeric recognition of non-fluorescent chiral molecules using steady state fluorescence spectroscopy. The sensitivity of the fluorescence technique allowed for investigation of low concentrations of chiral selector (3.0×10 −5 M) and analyte (5.0×10 −6 M) to be used in these studies. The chiral interactions of glucose, tartaric acid, and serine in the presence of, and poly(sodium N-undecanoyl-L-phenylalininate) [poly-SUF] were based on diastereomeric complex formation. Poly-L-SUW had a significant fluorescence emission spectral difference as compared to poly-L-SUY and poly-L-SUF for the enantiomeric recognition of glucose, tartaric acid, and serine. Studies with the hydrophobic molecule α-pinene suggested that poly-L-SUY and poly-L-SUF had better chiral discrimination ability for hydrophobic analytes as compared to hydrophilic analytes. Partial-least-squares regression modeling (PLS-1) was used to correlate changes in the fluorescence emission spectra of poly-L-SUW due to varying enantiomeric compositions of glucose, tartaric acid, and serine for a set of calibration samples. Validation of the calibration regression models was determined by use of a set of independently prepared samples of the same concentration of chiral selector and analyte with varying enantiomeric composition. Prediction ability was evaluated by use of the root-mean-square percent relative error (RMS%RE) and was found to range from 2.04 to 4.06%.

show abstract

Section: Introductionmentioning

confidence: 99%

Determination of Enantiomeric Compositions of Analytes Using Novel Fluorescent Chiral Molecular Micelles and Steady State Fluorescence Measurements

et al. 2007

View full text Add to dashboard Cite

show abstract

“…The chiral molecules reveal the capability of the self-organization of the helical superstructures. The intermolecular interactions related to the modulation of chirality are the part of the supramolecular chemistry [161][162][163][164][165] and interfacial sciences [166,167]. The chiral sensing based on the concept of chirality transfer is of great importance.…”

Section: Chirality Transfermentioning

confidence: 99%

The Chain of Chirality Transfer as Determinant of Brain Functional Laterality. Breaking the Chirality Silence: Search for New Generation of Biomarkers; Relevance to Neurodegenerative Diseases, Cognitive Psychology, and Nutrition Science

Dyakin¹,

Lucas²,

Dyakina‐Fagnano³

et al. 2017

NNR

View full text Add to dashboard Cite

“…As the advantages of highly sensitivity, highly selectivity and convenient operation, fluorescent probe is widely used for detecting of cation, anion and neutral molecule [1][2][3][4][5][6]. Optically active fluorescent sensors are also having increased attentions because they can provide real time analysis for the enantiomeric composition of chiral compounds and enhance the sensitivity in the detection of chiral substrates [7][8][9][10][11][12][13][14][15].1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol, popularly known as BINOL, has the phenomenon of atropisomerism, one stereoisomerism finding in systems where the rotation around a single bond which is restricted to yield different stereoisomers.…”

Section: Introductionmentioning

confidence: 99%

Synthesis of a BINOL Derivative Fluorescent Sensor S-N,N'-(2,2'-dimethoxy-[1,1'-binaphthalene] -6,6'-diyl)bis (ethane-1,2-diamine)

Xu¹,

Mo²,

Sun³

2017

Proceedings of the 3rd Annual International Conference on Advanced Material Engineering (AME 2017)

View full text Add to dashboard Cite

Abstract. Optically active fluorescent sensor containing a 1,1′-binaphthyl core and N,N'-diamine was synthesized and characterized by NMR spectroscopy. S-N1, N1'-(2,2'-dimethoxy-[1,1'-binaphthalene]-6,6'-diyl)bis (ethane-1,2-diamine) was synthesized by coupling reaction with Pd(dppf)Cl2 and Cu(phen)Cl2. IntroductionFluorescent probe is a kind of molecules which have character fluorescent from ultraviolet to near-infrared light area, and fluorescent property varies in some degree with the change of the environment. As the advantages of highly sensitivity, highly selectivity and convenient operation, fluorescent probe is widely used for detecting of cation, anion and neutral molecule [1][2][3][4][5][6]. Optically active fluorescent sensors are also having increased attentions because they can provide real time analysis for the enantiomeric composition of chiral compounds and enhance the sensitivity in the detection of chiral substrates [7][8][9][10][11][12][13][14][15].1-(2-hydroxynaphthalen-1-yl)naphthalen-2-ol, popularly known as BINOL, has the phenomenon of atropisomerism, one stereoisomerism finding in systems where the rotation around a single bond which is restricted to yield different stereoisomers. Among the enantioselective fluorescent sensors synthesized, which based on chiral structure of 1,10-bi-2-naphthol (BINOL) have been highly investigated, and a few highly enantioselective fluores-cent sensors have been found for the recognition of R-hydroxycarboxylic acids, chiral amines, amino acids and amino alcohols.Because BINOL and its derivatives have the obvious different characteristic of special rigid structure, easy modification and the size of angle between two naphthalene ring freely adjusted, they are usually used to design and synthesis of that more efficient fluorescent probes which result in gaining increasing attention. Based on the versatile backbone of 1,1'-binaphthol, one new chiral fluorescent probe S-N1, N1'-(2,2'-dimethoxy-[1,1'-binaphthalene]-6,6'-diyl)bis (ethane-1,2-diamine) which may use to detect metal ion was synthesized in this article. It provides a new way of thinking and a certain foundation for the chiral binaphthol fluorescent probes study.

show abstract

Fluorescence of Organic Molecules in Chiral Recognition

Cited by 780 publications

References 98 publications

Determination of Enantiomeric Compositions of Analytes Using Novel Fluorescent Chiral Molecular Micelles and Steady State Fluorescence Measurements

Determination of Enantiomeric Compositions of Analytes Using Novel Fluorescent Chiral Molecular Micelles and Steady State Fluorescence Measurements

The Chain of Chirality Transfer as Determinant of Brain Functional Laterality. Breaking the Chirality Silence: Search for New Generation of Biomarkers; Relevance to Neurodegenerative Diseases, Cognitive Psychology, and Nutrition Science

Synthesis of a BINOL Derivative Fluorescent Sensor S-N,N'-(2,2'-dimethoxy-[1,1'-binaphthalene] -6,6'-diyl)bis (ethane-1,2-diamine)

Contact Info

Product

Resources

About