Specific rotations were measured using a DIP-360 digital polarimeter (JASCO, Easton, PA, USA). Nuclear magnetic resonance (NMR) spectra were recorded on a JEOL ECX 400 FT-NMR spectrometer (JEOL, Tokyo, Japan) at room temperature. Electrospray ionization time-of-flight mass spectrometry (ESI-TOF-MS) experiments were performed using a Waters Xevo G2-XS Q-TOF mass spectrometer (Waters, Milford, MA, USA). Column chromatography was performed on Silica Gel 60 (Nacalai Tesque, Kyoto, Japan, 230–400 mesh) and YMC ODS-A gel (YMC Co. Ltd., Kyoto, Japan, 50 µm). Thin-layer chromatography (TLC) was performed on TLC Silica Gel 60F254 (Merck, Damstadt, Germany) and TLC Silica Gel 60 RP-18 F254S (Merck, Damstadt, Germany) plates. The spots were visualized by spraying with 10% aq. sulfuric acid followed by heating. High-performance liquid chromatography (HPLC) was performed using a UV-8020 UV-VIS detector (Tosoh Corp., Tokyo, Japan), DP-8020 pump (Tosoh Corp., Tokyo, Japan), and DP-8020 degasser (Tosoh Corp., Tokyo, Japan). An XBridge BEH C18 Column (Waters, Milford, MA, USA, 130 Å, 3.5 µm, 10 mm × 250 mm) was used for preparative purposes.
Tlc silica gel 60 rp 18 f254s
Manufactured by Merck Group
Sourced in Germany
TLC Silica gel 60 RP-18 F254S is a pre-coated thin-layer chromatography (TLC) plate. The plate is made of silica gel and has a reversed-phase C18 (RP-18) stationary phase. It also contains a fluorescent indicator (F254S) that allows for visualization of separated compounds under UV light.
Automatically generated - may contain errors
Lab products found in correlation
Tlc silica gel 60 f254, by Merck Group (3 mentions)
Silica gel 60, by Nacalai Tesque (2 mentions)
Gel ods a, by YMC (2 mentions)
Xbridge beh c18 column, by Waters Corporation (1 mentions)
Dip 360 digital polarimeter, by Jasco (1 mentions)
Xevo g2 xs qtof mass spectrometer, by Waters Corporation (1 mentions)
Dp 8020 pump, by Tosoh (1 mentions)
P 1020 digital polarimeter, by Jasco (1 mentions)
Pack nh2 column, by YMC (1 mentions)
Kieselgel 60 f254, by Merck Group (1 mentions)
Agilent 1100 series hplc system, by Agilent Technologies (1 mentions)
Avance 3 700 spectrometer, by Bruker (1 mentions)
Hp 8453, by Hewlett-Packard (1 mentions)
Jms 700 mstation mass spectrometer, by JEOL (1 mentions)
1x70 microscope, by Olympus (1 mentions)
Sephadex lh 20, by Merck Group (1 mentions)
Isolera one, by Biotage (1 mentions)
Avance 3 hd spectrometer, by Bruker (1 mentions)
7 protocols using tlc silica gel 60 rp 18 f254s
1
Analytical Methods for Structural Characterization
2
Analytical Techniques for Carbohydrate Characterization
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Optical rotations were obtained using a P-1020 digital polarimeter (JASCO, Easton, USA). NMR spectra were recorded on a JEOL ECX 400 NMR spectrometer (JEOL, Tokyo, Japan). High-resolution electrospray ionization (HR-ESI) time-of-flight mass spectrometry (MS) experiments utilized a JEOL AccuTOF™ LC 1100 mass spectrometer (JEOL, Tokyo, Japan). High-performance liquid chromatography (HPLC) analysis of sugar was run on an Agilent 1100 Series HPLC system (Agilent, Santa Clara, CA, USA) equipped with a YMC-Pack NH2 column (250 mm × 4.6 mm i.d., NH12S05-2546WT, YMC Co. Ltd., Kyoto, Japan) and an optical rotation detector JASCO OR-2090 (JASCO, Easton, USA). Column chromatography was performed on silica gel 60 (230–400 mesh, Nacalai Tesque Inc., Kyoto, Japan) and YMC ODS-A gel (50 μm, YMC Co. Ltd., Kyoto, Japan). Thin-layer chromatography (TLC) was performed on Kieselgel 60 F254 and TLC silica gel 60 RP-18 F254S(Merck, Darmstadt, Germany) plates. Spots were visualized by spraying with 1% Ce(SO4)2-10% aqueous H2SO4 solution, followed by heating.
3
Lipophilicity Determination by RP-TLC
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The lipophilic studies were performed on the chromatographic plates for RP-TLC analysis purchased from Merck (Darmstadt, Germany): TLC Silica gel 60 RP-18 F254S. The lipophilicity determination of the investigated compounds was carried out on chromatographic plates 10 × 10 cm developed using mobile phases (50 mL) that were prepared by mixing the respective amounts of the organic modifier methanol and water. In the case of the organic modifier, concentrations (volume fraction, v/v) varied in a range from 0.60 to 1.00 in constant steps of 0.10. Using glass capillaries, 5 drops of compounds were applied on the same chromatographic plates. Chromatography was performed in a classical developing chamber, which was previously saturated with mobile phase vapors for 30 min. The migration distance was 7.0 cm, which takes about 20 min for the complete development of the chromatographic plates. Next, the plates were dried at room temperature (23 ± 1 °C) and visualized in UV light (λ = 254 nm). All analyses were repeated in triplicate in order to calculate the averaged values of RF (retardation factor) that were subsequently converted into RM values.
4
Characterization of Organic Compounds
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The melting point was taken using an Electrothermal 9300 (Electrothermal Engineering LTD). UV spectra were obtained from a Hewlett-Packard HP8453 diode array spectrometer. NMR experiments were carried out with a Bruker AVANCE III 700 spectrometer (Ettlingen, Germany). Chemical shifts (δ) are reported in parts per million (ppm), referencing the solvent used. ESIMS data were obtained on a Waters Acquity Ultra Performance LC-MS system LCA 048 (Milford, MA, USA). LRFABMS and HRFABMS spectra were obtained on a JMS-700 M Station Mass Spectrometer (JEOL Ltd., Tokyo, Japan). Column chromatography and MPLC were performed on Sephadex LH-20 (25–100 μm, Sigma-Aldrich, St. Louis, MO, USA) and Biotage Isolera One equipped with Biotage® SNAP ULTRA C18 Cartridges (Uppsala, Sweden), respectively. Thin-layer chromatography was conducted on TLC Silica gel 60 F254 and TLC Silica gel 60 RP-18 F254S (Merck, Darmstadt, Germany). Fluorescence microscopy was carried out with an Olympus 1X70 microscope (Japan). Image J (NIH, Bethesda, MD, USA) and Focus Lite (Focus Co., Seoul, Republic of Korea) were used for image analysis.
5
Lipophilicity Determination via RP-TLC
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The lipophilic studies were performed on the chromatographic plates for RP-TLC analysis purchased from Merck (Darmstadt, Germany): TLC Silica gel 60 RP-18 F254S. The lipophilicity determination of the investigated compounds was carried out on chromatographic plates 10 × 10 cm developed using mobile phases (50 mL) that were prepared by mixing the respective amounts of the organic modifier methanol and water. In the case of the organic modifier concentrations (volume fraction, v/v), they varied in a range from 0.60 to 1.00 in constant steps of 0.10. Using glass capillaries, five drops of compounds were applied to the same chromatographic plates. Chromatography was performed in a classical developing chamber, which had previously been saturated with mobile phase vapors for 30 min. The migration distance was 7.0 cm, which takes approximately 20 min for the complete development of the chromatographic plates. Next, the plates were dried at room temperature (23 ± 1 °C) and visualized in UV light (λ = 254 nm). All analyses were repeated in triplicate in order to calculate the averaged values of RF (retardation factor) that were subsequently converted into RM values.
6
Characterization of Organic Compounds
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Starting materials and reagents were purchased from different suppliers. No further purification was done. For Rf-determination thin-layer plates from Merck (TLC Silica gel 60 F254
and TLC Silica gel 60 RP-18 F254s) were used and analyzed under UV light (254 nm). Mass spectrometry (MS) was performed on Advion expression CMS spectrometer using a APCI ion source or ESI. Spectra for final compounds were recorded with high resolution mass spectrometry (HRMS) on Exactive device (Thermo Fisher Scientific) operating in ESI mode.
Theoretical masses were calculated with Biological Magnetic Resonance Data Bank (www.bmrb.wisc.edu). 1 H NMR and 13 C NMR spectra were recorded on Bruker Avance III HD spectrometer at 400 and 100 MHz by using the signal of the deuterated solvent as internal standard. Following abbreviation were used to report the spectra: 1 H: chemical shift δ (ppm), multiplicity (s = singlet, d = doublet, dd = doublet of doublets, t = triplet, q = quartet, m = multiplet, b = broad), integration, coupling constant (J in Hz). 13 C, chemical shift δ (ppm).
HMBC and HSQC experiments were applied for the assignment. The purity of the final compounds (>95 %) was determined by HPLC and UV detection (λ = 210 nm). HPLC analysis was performed using the following conditions: Eluent A, H2O containing 0.
and TLC Silica gel 60 RP-18 F254s) were used and analyzed under UV light (254 nm). Mass spectrometry (MS) was performed on Advion expression CMS spectrometer using a APCI ion source or ESI. Spectra for final compounds were recorded with high resolution mass spectrometry (HRMS) on Exactive device (Thermo Fisher Scientific) operating in ESI mode.
Theoretical masses were calculated with Biological Magnetic Resonance Data Bank (www.bmrb.wisc.edu). 1 H NMR and 13 C NMR spectra were recorded on Bruker Avance III HD spectrometer at 400 and 100 MHz by using the signal of the deuterated solvent as internal standard. Following abbreviation were used to report the spectra: 1 H: chemical shift δ (ppm), multiplicity (s = singlet, d = doublet, dd = doublet of doublets, t = triplet, q = quartet, m = multiplet, b = broad), integration, coupling constant (J in Hz). 13 C, chemical shift δ (ppm).
HMBC and HSQC experiments were applied for the assignment. The purity of the final compounds (>95 %) was determined by HPLC and UV detection (λ = 210 nm). HPLC analysis was performed using the following conditions: Eluent A, H2O containing 0.
7
Agarotetrol Identification in Agarwood Extract
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Medical-grade agarwood (60 mg) was extracted with 2 mL MeOH by ultrasonication for 10 min and the extract was separated by filtration. Agarotetrol standard was dissolved in MeOH. Sample solutions were spotted on a TLC plate (TLC silica gel 60 RP-18 F254S; Merck Ltd., Tokyo, Japan) using a glass capillary, the plate was developed with a mixture of MeOH and water (1:1) to a distance of about 5 cm, and air-dried. The spot corresponding to agarotetrol was examined under ultra-violet light (main wavelength: 254 nm).
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