Column chromatography was performed with silica gel (Kieselgel 60, 230-400 mesh, Merck, Darmstadt, Germany), and silica gel 60 F254 and RP-18 F254s (Merck) were used for TLC analysis. Medium-pressure liquid chromatography (MPLC) was performed using a Combiflash RF (Teledyne Isco, Lincoln, NE, USA), and semipreparative HPLC was performed on a Shimadzu LC-6 AD (Shimadzu Co., Tokyo, Japan) instrument equipped with a SPD-20A detector using Phenomenex Luna C18 (250 × 21.2 mm, 5 μm, Phenomenex, Torrance, CA, USA), Phenomenex Kinetex C18 (150 × 21.2 mm, 5 μm), Phenomenex Luna C8 (150 × 21.2 mm, 5 μm), and YMC C18 J'sphere ODS H80 (250 × 20 mm, 4 μm, YMC Co., Kyoto, Japan) columns. 1H-, 13C-, and 2D NMR spectroscopic data were measured on a JEOL JNM-ECA600 or JEOL JNM-EX400 instrument (JEOL, Tokyo, Japan) using TMS as a reference. Optical rotation was recorded on a JASCO P-2000 polarimeter (Jasco Co., Tokyo, Japan). UV spectrum was obtained using SpectraMax M2e spectrophotometer (Molecular Devices, Sunnyvale, CA, USA). IR data were acquired using a Spectrum Jas.co FT/IR-4600 spectrometers (Jasco Corp., Tokyo, Japan). HRESIMS data were obtained using a Waters SYNAPT G2-Si HDMS spectrometer (Waters, Milford, MA, USA).
Jnm ex400
Manufactured by JEOL
Sourced in Japan
The JEOL JNM-EX400 is a nuclear magnetic resonance (NMR) spectrometer. It is designed to analyze the molecular structure and composition of chemical samples. The instrument operates at a frequency of 400 MHz and is capable of performing various NMR experiments.
Automatically generated - may contain errors
Lab products found in correlation
Jnm eca600, by JEOL (5 mentions)
Nicolet 6700 ft ir, by Thermo Fisher Scientific (3 mentions)
Luna c18, by Phenomenex (2 mentions)
Lc 6ad, by Shimadzu (2 mentions)
Combiflash rf, by Teledyne (2 mentions)
Rp 18 f254, by Merck Group (2 mentions)
Microtof hs focus spectrometer, by Bruker (2 mentions)
P 2000 polarimeter, by Jasco (2 mentions)
Spectramax m2e spectrophotometer, by Molecular Devices (1 mentions)
Kinetex c18, by Phenomenex (1 mentions)
Kieselgel 60, by Merck Group (1 mentions)
Sepa 300 polarimeter, by Horiba (1 mentions)
J 725, by Jasco (1 mentions)
Jem 1400 plus microscope, by JEOL (1 mentions)
V 560, by Jasco (1 mentions)
Jes x320, by JEOL (1 mentions)
Gcms qp5000, by Shimadzu (1 mentions)
V 630, by Jasco (1 mentions)
L 2130, by Hitachi (1 mentions)
Spectrum gx, by PerkinElmer (1 mentions)
8 protocols using jnm ex400
1
Chromatographic Purification and Spectroscopic Analysis
2
Spectroscopic Analysis of Organic Compounds
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1H-NMR and 13C-NMR spectra were recorded in CDCl3 by using JEOL JNM ECA-600 (JEOL, Tokyo, Japan), JEOL JNM-EX400 (JEOL, Tokyo, Japan). ESI-MS were obtained on a Bruker Daltonics micrOTOF-HS focus spectrometer. Optical rotations were recorded on a HORIBA SEPA-300 polarimeter (Horiba, Kyoto, Japan). IR spectra were measured on a JASCO IR-700 spectrometer (JASCO, Tokyo, Japan).
3
Spectroscopic Analysis of Organic Compounds
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IR spectra were measured on a JASCO IR-700 spectrophotometer (JASCO, Tokyo, Japan). 1H NMR and 13C NMR spectra were recorded in CDCl3 by using JEOL JNM-ECA600 (JEOL, Tokyo, Japan), JEOL JNM-EX400 (JEOL, Tokyo, Japan), or BRUKER ASX300 spectrometer (Bruker BioSpin, Faellanden, Switzerland), unless otherwise stated. EI-MS were obtained on a JEOL JMS-FABmate spectrometer (JEOL, Tokyo, Japan). FAB-MS were obtained on a JEOL JMS-HX110 spectrometer (JEOL, Tokyo, Japan). ESI-MS were obtained on a JEOL JMS-700TZ (JEOL, Tokyo, Japan) or BRUKER DALTONICS micro TOF-HS focus spectrometer (Bruker Daltonics, Bremen, Germany). Optical rotations were recorded on a HORIBA SEPA-300 polarimeter (Horiba, Kyoto, Japan).
4
NMR Spectroscopic Analysis of Compounds
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1H, 13C, and 2D NMR spectroscopic data were recorded on a JEOL JNM-ECA600 or JEOL JNM-EX400 instrument (JEOL, Tokyo, Japan) using TMS as a reference. Column chromatography was performed with silica gel (Kieselgel 60, 230-400 mesh, Merck, Darmstadt, Germany), and silica gel 60 F254 and RP-18 F254s (Merck) were used for TLC profiling. Medium-pressure liquid chromatography (MPLC) was performed using a Combiflash RF (Teledyne Isco, Lincoln, NE, USA), and preparative HPLC was performed on a Shimadzu LC-6AD (Shimadzu Co., Tokyo, Japan) instrument equipped with an SPD-20A detector using a Phenomenex Luna C18 (250 mm × 21.2 mm, 5 μm, Phenomenex, Torrance, CA, USA) and YMC C18 hydrosphere (250 mm × 20 mm, S-5 μm, YMC Co., Kyoto, Japan).
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1H, 13C, and 2D NMR spectroscopic data were recorded on a JEOL JNM-ECA600 or JEOL JNM-EX400 instrument (JEOL, Tokyo, Japan) using TMS as a reference. Column chromatography was performed with silica gel (Kieselgel 60, 230-400 mesh, Merck, Darmstadt, Germany), and silica gel 60 F254 and RP-18 F254s (Merck) were used for TLC profiling. Medium-pressure liquid chromatography (MPLC) was performed using a Combiflash RF (Teledyne Isco, Lincoln, NE, USA), and preparative HPLC was performed on a Shimadzu LC-6AD (Shimadzu Co., Tokyo, Japan) instrument equipped with an SPD-20A detector using a Phenomenex Luna C18 (250 mm × 21.2 mm, 5 μm, Phenomenex, Torrance, CA, USA) and YMC C18 hydrosphere (250 mm × 20 mm, S-5 μm, YMC Co., Kyoto, Japan).
5
Thermal Analysis of Viologen-Modified Glutamide Derivatives
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All chemicals were of reagent grade and were purchased from chemical suppliers (Tokyo Chemical Industry Co., Ltd., FUJIFILM Wako Pure Chemical Corp., and Sigma-Aldrich, Inc.). The NMR spectra, UV-visible (UV-vis) spectra, circular dichroism (CD) spectra, and electron paramagnetic resonance (EPR) spectra were measured using JNM-EX400 (JEOL, Tokyo, Japan), V-560 (JASCO, Tokyo, Japan), J-725 (JASCO, Tokyo, Japan), and JES-X320 (JEOL, Tokyo, Japan) spectrometers, respectively. Transmission electron microscopy (TEM) was conducted using a JEM-1400 Plus microscope (JEOL, Tokyo, Japan). Differential scanning calorimetry (DSC) thermograms (Fig. S1† ) were obtained using a DSC 6200 differential scanning calorimeter (Seiko Instruments Inc., Chiba, Japan). An aqueous solution of viologen-modified glutamide (G) derivatives, G-V2+, (20 mM, 50 μL; Fig. 2a ), was sealed in 70 μL silver pans and scanned between 5 and 90 °C at a heating and cooling rate of 2 °C min−1 under a N2 atmosphere (50 mL min−1).
6
Spectroscopic Analysis of Organic Compounds
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1H-NMR and 13C-NMR spectra were obtained on a JEOL JNM-EX400 (Tokyo, Japan) spectrometer in CDCl3, CD3OD, or dimethyl sulfoxide (DMSO)-d6 operating at 400 MHz and 100 MHz, respectively, with Me4Si as the internal standard. The absorbance was measured with a microplate reader Corona MTP-300 (Tokyo, Japan). The absorbance was recorded in the 200–600 nm range at room temperature with Jasco V630 (Tokyo, Japan). The mass spectra were obtained on a Shimadzu gas chromatograph mass spectrometer (GCMS)-QP5000 (Kyoto, Japan) with a column temperature of 240 °C, injection temperature of 200 °C, and interface temperature of 230 °C, with He as the carrier gas at a flow rate of 1.3 mL/min. Tetrahydrofuran (THF) was purified by distillation over benzophenone ketyl under an argon atmosphere before use. The melting points were measured in open capillary tubes and were uncorrected.
7
Comprehensive Spectroscopic Analyses of Isolated Compounds
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The structures of the isolated compounds were identified by spectroscopy using 1H-NMR, 13C-NMR, 1H-1H COSY, HMBC, HMQC, ESI-MS, HRESI-MS, IR, spectrophotometry and polarimetry. 1H, 13C and 2D NMR spectra were recorded on a JNM-EX400 (Jeol, Tokyo, Japan) and JNM-ECA600 (Jeol) instruments using TMS as references. MS data were obtained with a Jeol JMS-700 and Bruker- maXis 4G (Bruker-Daltonics, Bremen, Germany) mass spectrometers in positive and negative-ion modes. IR spectra were measured on Nicolet 6700 FT-IR (Thermo Scientific, Waltham, MA, USA) and Spectrum GX (Perkin Elmer, Boston, MA, USA) spectrometers. UV spectra were recorded on a Spectramax M2e (Molecular Devices, Sunnyvale, CA, USA) spectrophotometer. Optical rotations were measured on a P-2000 polarimeter (Jasco, Tokyo, Japan). The HPLC analyses were performed using a Shimadzu (Tokyo, Japan) HPLC system equipped with a quaternary pump (LC-20AD), an auto-sampler (SIL-20A), a UV-detector (SPD-20A) and a column oven (CTO-20A). To isolate and purify compounds, a Hitachi (Tokyo, Japan) semi-preparative HPLC system with a UV-detector (L-2400) and a quaternary pump (L-2130) was used.
8
Organic Synthesis Procedure Optimization
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The chemicals, including acids (2 –7 ) and t-BHQ, were purchased from commercial sources without further purification. THF (tetrahydrofuran) was distilled using sodium and benzopheneone, and DCM (dichloromethane) was distilled using calcium hydride Nuclear magnetic resonance (NMR; 1H-NMR and 13C-NMR) was measured with a JEOL JNM-EX400 (Tokyo, Japan); chemical shifts are reported in parts per million (ppm, δ) and coupling constant is reported in hertz (Hz). Column chromatography isolations were performed using silica gel 60 (230–400 mesh, Merck, Kenilworth, NJ, USA) and medium pressure liquid chromatography (MPLC) system with Biotage Isolera One (Uppsala, Sweden). Analytical thin-layer chromatography (TLC) was performed using a Kieselgel 60 F254 plate (Merck). High resolution mass spectra (HRMS) were expressed in m/z using the HR-ESI-MS, Agilent 6530 accurate-mass quadrupole time-of-flight (Q-TOF) system (Santa Clara, CA, USA) at the Metabolomics Research Center for Functional Materials, Kyungsung University, Republic of Korea.
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