All reagents were purchased from commercial suppliers and were used without further purification. The reactions were monitored by thin-layer chromatography (TLC), and the spots in TCL were detected under UV light (254 or 365 nm). Column chromatography was carried out using silica gel (230–400 mesh) purchased from General-Reagent (China). The 1H NMR and 13C NMR spectra were recorded in CDCl3 or DMSO-d6 on a Varian INOVA spectrometer at 25 °C with TMS as the internal standard. The mass spectra of target compounds were detected by the Shimadzu LC-MS 2020 Spectrometer. The purity of target compound was measured on a Shimadzu LC-10Avp plus system by using a Diamonsil C18 column (4.6 × 150 mm, 5 µM).
Lcms 2020 spectrometer
Manufactured by Shimadzu
Sourced in Japan
The LCMS-2020 is a liquid chromatography-mass spectrometry (LC-MS) spectrometer manufactured by Shimadzu. It is designed to perform qualitative and quantitative analysis of chemical compounds. The LCMS-2020 combines liquid chromatography for sample separation and mass spectrometry for compound identification and quantification. The core function of the LCMS-2020 is to provide precise and accurate analytical data for a wide range of applications.
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Lab products found in correlation
P 1030 polarimeter, by Jasco (2 mentions)
Inova spectrometer, by Agilent Technologies (1 mentions)
Direct q 3 uv, by Merck Group (1 mentions)
Jnm ecx400 spectrometer, by JEOL (1 mentions)
Lambda 1050 spectrometer, by PerkinElmer (1 mentions)
A1 laser scanning confocal microscope, by Nikon (1 mentions)
Nexera uhplc system, by Shimadzu (1 mentions)
Hplc system, by Shimadzu (1 mentions)
Silica gel 60 f254, by Merck Group (1 mentions)
Eca 500 spectrometer, by JEOL (1 mentions)
Silica gel 60n, by Kanto Chemical (1 mentions)
Exactive mass spectrometer, by Shimadzu (1 mentions)
Ecx 500, by Bruker (1 mentions)
Exactive mass spectrometer, by Thermo Fisher Scientific (1 mentions)
Drx 500 mhz spectrometer, by Bruker (1 mentions)
Ft ir 4100, by Jasco (1 mentions)
Amazon sl, by Bruker (1 mentions)
Infinite m200 plate reader, by Tecan (1 mentions)
Uv mini 1240 spectrometer, by Shimadzu (1 mentions)
Ft ir 230 spectrophotometer, by Jasco (1 mentions)
9 protocols using lcms 2020 spectrometer
1
Purification and Characterization of Organic Compounds
2
Comprehensive Analytical Characterization
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1H NMR spectral measurements were performed on a JEOL JNM-ECX 400 spectrometer using 4,4-dimethyl-4-silapentanesulfonic acid sodium salt (DSS) as an internal standard. UV-vis spectral measurements at 70 °C were performed using SCINCO UV-visible spectrophotometer S-3100 equipped with a cryostat (CoolSpeK UV USP-203, UNISOKU Co., Ltd.). LC-MS measurements were performed on a SHIMADZU LCMS-2020 spectrometer. Purified water (18.2 MΩ cm) was obtained from a Milli-Q system (Direct-Q3 UV, Millipore). Electrochemical measurements were carried out using HZ-7000 HOKUTO DENKO.
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1H NMR spectral measurements were performed on a JEOL JNM-ECX 400 spectrometer using 4,4-dimethyl-4-silapentanesulfonic acid sodium salt (DSS) as an internal standard. UV-vis spectral measurements at 70 °C were performed using SCINCO UV-visible spectrophotometer S-3100 equipped with a cryostat (CoolSpeK UV USP-203, UNISOKU Co., Ltd.). LC-MS measurements were performed on a SHIMADZU LCMS-2020 spectrometer. Purified water (18.2 MΩ cm) was obtained from a Milli-Q system (Direct-Q3 UV, Millipore). Electrochemical measurements were carried out using HZ-7000 HOKUTO DENKO.
3
Synthesis and Characterization of 7-Hydroxy-4-methyl-2H-chromen-2-one Derivative
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Unless otherwise speci ed, all reagents are purchased from commercial suppliers and without further puri cation is required for use. 7-Hydroxy-4-methyl-2H-chromen-2-one, hexamethylenete tramine, acetic acid, benzophenone hydrazone, hydrochloric acid and ether was obtained from Adamas-beta® (Shanghai, China). 1 H NMR and 13 C NMR experiments were performed with an AVANCE III HD AN-400 MHz spectrometer (Bruker, Germany). Mass spectra were recorded on a LCMS-2020 spectrometer (Shimadzu, Japan). UV-vis spectra were recorded on a Perkin Elmer Lambda 1050 + spectrometer (PerkinElmer, USA). Fluorescence spectra were measured on a PE LSS55 uorescence spectrophotometer (PerkinElmer, USA). The uorescence imaging experiment was carried out on the A1 confocal laser scanning microscope (Nikon, Japan).
4
UHPLC-APCI-MS Analysis of Compounds
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Analyses were performed on a Nexera UHPLC system coupled to an LCMS-2020 spectrometer through an APCI ionization source (Shimadzu Europa, Duisburg, Germany). The chromatographic system consisted of a CBM-20A controller, two LC-30AD dual-plunger parallel-flow pumps, a DGU-20A5R degasser, a CTO-20AC column oven and a SIL-30AC autosampler.
Separations were performed on two serially coupled Ascentis Express C18 10 cm × 2.1 mm, 2.7 μm d.p. columns (Merck Life Science, Darmstadt, Germany). The employed mobile phases were acetonitrile (A) and 2-propanol (B), and the linear gradient program was: 0 min, 0% B for 105 min, and 50% B, held for 5 min. The flow rate was 0.5 mL/min, the oven temperature was 35 °C, the sample diluent was 2-propanol, and the injection volume was 10 μL.
The following MS parameters, through APCI source in positive (+) ionization mode, were employed: interface temperature, 450 °C; DL temperature, 250 °C; heat block temperature, 300 °C; nebulizing gas flow (N2), 1.5 L/min; drying gas, 5 L/min; acquisition range, 250–1200 m/z(+). Data were acquired by using LabSolution ver. 5.95 software (Shimadzu Europa, Duisburg, Germany).
Separations were performed on two serially coupled Ascentis Express C18 10 cm × 2.1 mm, 2.7 μm d.p. columns (Merck Life Science, Darmstadt, Germany). The employed mobile phases were acetonitrile (A) and 2-propanol (B), and the linear gradient program was: 0 min, 0% B for 105 min, and 50% B, held for 5 min. The flow rate was 0.5 mL/min, the oven temperature was 35 °C, the sample diluent was 2-propanol, and the injection volume was 10 μL.
The following MS parameters, through APCI source in positive (+) ionization mode, were employed: interface temperature, 450 °C; DL temperature, 250 °C; heat block temperature, 300 °C; nebulizing gas flow (N2), 1.5 L/min; drying gas, 5 L/min; acquisition range, 250–1200 m/z(+). Data were acquired by using LabSolution ver. 5.95 software (Shimadzu Europa, Duisburg, Germany).
5
General Characterization Methods for Organic Compounds
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General Methods 1 H-and 13 (link) C-NMR spectra were recorded on a JEOL ECA 500 spectrometer (500 MHz for 1 H-NMR). Chemical shifts are denoted in δ (ppm) relative to residual solvent peaks as internal standards (CDCl 3 , 1 H δ 7.26, 13 C δ 77.0). Electrospray ionization (ESI)-MS spectra were recorded on a Thermo Scientific Exactive mass spectrometer or a SHIMADZU LCMS-2020 spectrometer. Specific rotations were recorded on a JASCO P-1030 polarimeter. HPLC experiments were performed with a SHIMADZU HPLC system equipped with an LC-20AD intelligent pump. All reagents were used as supplied unless otherwise stated. Analytical TLC was performed using E. Merck Silica gel 60 F 254 precoated plates. Column chromatography was performed using 40-50 µm Silica Gel 60N (Kanto Chemical Co., Inc., Japan).
6
Characterization of Chemical Compounds
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Optical rotations were measured on a Jasco P-1030 polarimeter (JASCO, Tokyo, Japan). Infrared spectra were measured on a Jasco FT/IR 4100 (JASCO, Japan). NMR spectra were recorded on a JEOL ECX 500 (500 MHz) or a Bruker DRX (500 MHz) spectrometer (Bruker, Billerica, MA, USA). Chemical shifts are denoted in δ (ppm) relative to residual solvent peaks as internal standard (CDCl3, 1H δ 7.24, 13C δ 77.0). ESI–MS spectra were recorded on a Thermo Scientific Exactive mass spectrometer (Thermo Fisher Scientific, Waltham, MA, USA) or a SHIMADZU LCMS-2020 spectrometer (Shimadzu, Kyoto, Japan). High performance liquid chromatography (HPLC) experiments were performed with a SHIMADZU HPLC system equipped with a LC-20AD intelligent pump. LC–MS experiments were performed with amaZon SL (Bruker Daltonics, Bremen, Germany). Cell density for cytotoxic and anti-microbial assay was recorded on Tecan infinite® M200 plate reader (Tecan, Salzburg, Austria) at Drug Discovery Scientific Research and Education Center-Open Lab. facility, Faculty of Pharmaceutical Sciences, Hokkaido University. All reagents were used as supplied unless otherwise stated.
7
Peptide Synthesis and Characterization
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Peptides were synthesized by conventional solution-phase methods. Peptide coupling was mediated by dicyclohexylcarbodiimide/1-hydroxybenzotriazole (DCC/HOBt). The products were purified by column chromatography using silica gel (100–200 mesh) as the stationary phase and an n-hexane–ethyl acetate mixture as an eluent. The final compounds were fully characterized by Bruker 500 MHz 1H-NMR spectroscopy, and mass spectroscopy (Shimadzu, Japan, LCMS-2020 Spectrometer).
8
Comprehensive Spectroscopic Characterization
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NMR spectra were recorded on JEOL ECZ600 spectrometers with deuterated solvents, the chemical shifts of which were used as an internal standard. Lowresolution electrospray ionization mass spectra (ESIMS) were obtained on a Shimadzu LCMS-2020 spectrometer. High-resolution electrospray ionization mass spectra (HRESIMS) were recorded on an AccuTOF-T100LP (JEOL) mass spectrometer. IR spectra were measured on ATR (attenuated total reflection) on a JASCO FT-IR 230 spectrophotometer. UV spectra were measured on a Shimadzu UV mini-1240 spectrometer.
9
Spectroscopic Characterization of AP-H2O2 Reaction
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1H NMR spectra were obtained on a Bruker Fourier transform spectrometer (500 MHz) at 25 oC. 13C NMR spectra were recorded on a Bruker Fourier transform spectrometer (125 MHz) spectrometer. All NMR spectra were calibrated using the residual solvent (CDCl3) as internal reference (1H NMR = 7.26, 13C NMR = 77.16). All chemical shifts were reported in parts per million (ppm) and coupling constants (J) in Hz. The following abbreviations were used to explain the multiplicities: d = doublet, t = triplet, m = multiplet. IR spectra were taken on a Bruker Vector 22 spectrophotometer as KBr pellets. High resolution mass spectra (HRMS) were measured on an Agilent 6224 TOF LC/MS spectrometer using ESI-TOF (electrospray ionization-time of flight). The reaction process between AP and H2O2 was monitored on a SHIMADZU LCMS-2020 spectrometer. UV-Vis spectra were taken on a HITACHI U-3010 Spectrophotometer. Fluorescence measurements were conducted on an Agilent Cary Eclipse Fluorescence Spectrophotometer with slit widths to be 10 and 10 nm for excitation and emission respectively, and the photomultiplier (PMT) detector voltage was set at medium.
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