Retention behavior of some flavonoids in 2D-TLC systems on cyano bonded polar phases

Soczewiński, Edward; Hawrył, Mirosław; Hawrył, Anna

doi:10.1007/bf02492500

Cited by 34 publications

(6 citation statements)

References 32 publications

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“…The results indicated that the substrate and product both were unstable in this situation, because they are natural flavonoids with highly antioxidant activity. A small number of isoquercitrin could be derived to other compounds, and some rutin could be hydrolyzed to other substances, such as astragalin, hyperoside and taxifolin 33 34 . In addition, quercetin was most probably generated in the biphasic reaction as the reaction was executed 35 .…”

Section: Resultsmentioning

confidence: 99%

An effective biphase system accelerates hesperidinase-catalyzed conversion of rutin to isoquercitrin

Wang

Gong

Yang

et al. 2015

Sci Rep

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Isoquercitrin is a rare, natural ingredient with several biological activities that is a key precursor for the synthesis of enzymatically modified isoquercitrin (EMIQ). The enzymatic production of isoquercitrin from rutin catalyzed by hesperidinase is feasible; however, the bioprocess is hindered by low substrate concentration and a long reaction time. Thus, a novel biphase system consisting of [Bmim][BF4]:glycine-sodium hydroxide (pH 9) (10:90, v/v) and glyceryl triacetate (1:1, v/v) was initially established for isoquercitrin production. The biotransformation product was identified using liquid chromatography-mass spectrometry, and the bonding mechanism of the enzyme and substrate was inferred using circular dichroism spectra and kinetic parameters. The highest rutin conversion of 99.5% and isoquercitrin yield of 93.9% were obtained after 3 h. The reaction route is environmentally benign and mild, and the biphase system could be reused. The substrate concentration was increased 2.6-fold, the reaction time was reduced to three tenths the original time. The three-dimensional structure of hesperidinase was changed in the biphase system, which α-helix and random content were reduced and β-sheet content was increased. Thus, the developed biphase system can effectively strengthen the hesperidinase-catalyzed synthesis of isoquercitrin with high yield.

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Section: Resultsmentioning

confidence: 99%

An effective biphase system accelerates hesperidinase-catalyzed conversion of rutin to isoquercitrin

Wang

Gong

Yang

et al. 2015

Sci Rep

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“…Two dimensional TLC of some flavonoids and phenolic acids in NP-RP mode on CN-silica has recently been discussed [26]. The purpose of this study was to investigate the application of 2D TLC in RP-NP mode to the separation of a complex mixture of pesticides on a Multi-K plate with a narrow (3-cm) zone of silica and a wide zone of octadecyl silica.…”

Section: [ H~c\/o43mentioning

confidence: 99%

Use of a database of plots of pesticide retention (R F) against mobile-phase composition.Part I. Correlation of pesticide retention data in normal- and reversed-phase systems and their use to separate a mixture of ten pesticides by 2D TLC

Tuzimski

Soczewiński

2002

Chromatographia

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SummaryTen pesticides have been completely separated by Iwo-dimensional (2D) development on TLC plates coated with coupled layers of octadecyl silica (reversed-phase, RP) and plain silica (normal-phase, NP). The binary mobile phases, aqueous-organic for RP chromatography and nonaqueous for NP chromatography, were chosen from plots of RF against mobile-phase composition and graphical RFIRp;-RFINP; correlations. The different selectivity of the RP and NP systems enabled dispersion of spots over the plate area and good separation.

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“…However, finding a system of two truly orthogonal solvents may be a challenging task 30,31. The separation selectivity can also be changed by impregnating the layer with an immiscible solvent prior to the second development 15,18–20,25,26. Yet another option is to apply two different stationary phases in a dual-phase or a coupled layer format.…”

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confidence: 99%

“…10 The simplest approach uses two different eluents with complementary selectivity. [11][12][13][14][15][16][17][18][19][20][21][22][23][24][25][26][27][28][29] However, finding a system of two truly orthogonal solvents may be a challenging task. 30,31 The separation selectivity can also be changed by impregnating the layer with an immiscible solvent prior to the second development.…”

mentioning

confidence: 99%

“…30,31 The separation selectivity can also be changed by impregnating the layer with an immiscible solvent prior to the second development. 15,[18][19][20]25,26 Yet another option is to apply two different stationary phases in a dual-phase or a coupled layer format. The former uses a strip of a sorbent such as underivatized silica with an adjacent layer of C18 silica, which allows the first development to be performed with a nonaqueous mobile phase readily removed by evaporation.…”

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Monolithic Superhydrophobic Polymer Layer with Photopatterned Virtual Channel for the Separation of Peptides Using Two-Dimensional Thin Layer Chromatography-Desorption Electrospray Ionization Mass Spectrometry

et al. 2010

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Superhydrophobic monolithic porous polymer layers with a photopatterned hydrophilic channel have been prepared. These layers were used for two-dimensional thin layer chromatography of peptides. The 50 μm thin poly(butyl methacrylate-co-ethylene dimethacrylate) layers supported onto 4.0 × 3.3 cm glass plates were prepared using UV-initiated polymerization in a simple glass mold. Photografting of a mixture of 2-acrylamido-2-methyl-1-propanesulfonic acid and 2-hydroxyethyl methacrylate carried out through a mask afforded a 600 μm wide virtual channel along one side of the layer. This channel, which contains ionizable functionalities, enabled the first dimension separation in ion exchange mode. The aqueous mobile phase migrates only through the channel due to the large difference in surface tension at the interface of the hydrophilic channel and the superhydrophobic monolith. The unmodified part of the layer featuring hydrophobic chemistry was then used for the reversed phase separation in the orthogonal second dimension. Practical application of our technique was demonstrated with a rapid 2D separation of a mixture of model peptides differing in hydrophobicity and isoelectric point using a combination of ion-exchange and reversed phase modes. In the former mode, the peptides migrated 11 mm in less than 1 min. Detection of fluorescently labeled peptides was achieved through UV light visualization. Separation of the native peptides was monitored directly using a desorption electrospray ionization (DESI) source coupled to a mass spectrometer. Unidirectional surface scanning with the DESI source was found suitable to determine both the location of each separated peptide and its molecular mass.

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Retention behavior of some flavonoids in 2D-TLC systems on cyano bonded polar phases

Cited by 34 publications

References 32 publications

An effective biphase system accelerates hesperidinase-catalyzed conversion of rutin to isoquercitrin

An effective biphase system accelerates hesperidinase-catalyzed conversion of rutin to isoquercitrin

Use of a database of plots of pesticide retention (R F) against mobile-phase composition.Part I. Correlation of pesticide retention data in normal- and reversed-phase systems and their use to separate a mixture of ten pesticides by 2D TLC

Monolithic Superhydrophobic Polymer Layer with Photopatterned Virtual Channel for the Separation of Peptides Using Two-Dimensional Thin Layer Chromatography-Desorption Electrospray Ionization Mass Spectrometry

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