Unless noted otherwise, materials were purchased from commercial suppliers and used without further purification. Air or moisture-sensitive reactions were carried out under argon atmosphere. The reaction progress was monitored by thin layer-chromatography (TLC) using silica gel F254 plates. Products were purified by flash column chromatography using silica gel 60 (70–230 mesh) or by using the Biotage ‘Isolera One’ system with indicated solvents. Melting points were determined using a Fisher–Johns melting point apparatus and were not corrected. Low-resolution mass spectra (LRMS) were obtained using a JMS-700 (JEOL) and recorded either in molecular ion peak mode with an electron ionisation (EI) source or in positive ion mode with fast electron bombardment (FAB) source or using a Waters ZQ 2000 and recorded in a positive ion mode with an electrospray (ESI) source. High-resolution mass spectra (HRMS) were obtained using a JMS-700 (JEOL) and recorded either in molecular ion peak mode with an electron ionisation (EI) source or in positive ion mode with fast electron bombardment (FAB) source. NMR spectra were obtained using a Bruker-250 spectrometer (250 MHz for 1H NMR and 62.5 MHz for 13C NMR) and a Bruker Avance Neo 400 spectrometer (400 MHz for 1H NMR). Chemical shifts (δ) were expressed in ppm using a solvent as an internal standard and the coupling constant (J) in hertz.
Avance neo 400 spectrometer
Manufactured by Bruker
Sourced in United States
The Avance Neo 400 spectrometer is a nuclear magnetic resonance (NMR) instrument designed for high-performance spectroscopic analysis. It features a 400 MHz superconducting magnet and advanced electronics for precise signal detection and processing.
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Lab products found in correlation
Cary 60 uv vis spectrometer, by Agilent Technologies (2 mentions)
Zq2000, by Waters Corporation (1 mentions)
250 spectrometer, by Bruker (1 mentions)
Jms 700, by JEOL (1 mentions)
Topspin 4, by Bruker (1 mentions)
2400ii chn analyzer, by PerkinElmer (1 mentions)
Ft ir 4200 spectrometer, by Jasco (1 mentions)
Acquity uplc 1 class, by Waters Corporation (1 mentions)
Acquity uplc hss t3, by Waters Corporation (1 mentions)
Vanguard cartridge, by Waters Corporation (1 mentions)
Masslynxtmv4, by Waters Corporation (1 mentions)
Synapt g2 si q tof, by Waters Corporation (1 mentions)
Microplate reader, by Agilent Technologies (1 mentions)
Talos f200s tem, by Thermo Fisher Scientific (1 mentions)
Cytoflex lx flow cytometry, by Beckman Coulter (1 mentions)
Nicolet is50 ftir spectrometer, by Thermo Fisher Scientific (1 mentions)
K alpha photoelectron spectrometer, by Thermo Fisher Scientific (1 mentions)
Ix71 inverted fluorescence microscope, by Olympus (1 mentions)
Avance neo 500 spectrometer, by Bruker (1 mentions)
Methyllithium, by Merck Group (1 mentions)
17 protocols using avance neo 400 spectrometer
1
Synthetic Protocol for Characterization
2
Structural Characterization of MEL by NMR
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For NMR spectroscopy, approximately 5 mg of pure MEL compounds, which were obtained by preparative HPLC, were dissolved in 0.6 ml methanol-d4. H-NMR, HSQC, HMBC, and HH-COSY spectra were measured on a Bruker AVANCE NEO 400 spectrometer (400 MHz) and the spectra were processed with Topspin 4.0 software (Bruker).
3
Cyclic Voltammetry and Spectroscopic Analysis of TrTPFB
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For Cyclic voltammogram (CV) of TrTPFB solution in dichloromethane (1.0 mm ), redox potentials were determined by using 0.10 m n‐Bu4N+PF6− as a supporting electrolyte, and the electrode potential was externally calibrated by the ferrocene/ferrocenium redox couple. 1H NMR and heteronuclear mutiple bond correlation (HMBC) spectra were recorded on a Bruker AVANCE Neo 400 spectrometer. Typically, the OT4 CDCl3 solutions and TrTPFB CDCl3 solutions were mixed at 100 mol% and stored in the glovebox for 24 h before 1H NMR and HMBC measurement at room temperature. The precipitate produced by TrTPFB doped P3HT was dissolved in THF‐d8 and recorded at 60 °C. High resolution ESI‐MS characterization were carried out with a Bruker compact quadrupole time‐of‐flight mass spectrometry system (QTOF‐MS). The doped OT4 solutions were dispersed in methanol and filtered before the measurement.
4
Elemental and Spectroscopic Analysis
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A PerkinElmer 2400II CHN analyzer was used to perform elemental analysis (C, H, N). The nuclear magnetic resonance (NMR) spectra were recorded on a Bruker AVANCE NEO 400 spectrometer. A JASCO FT/IR-4200 spectrometer was used to acquire the Infrared (IR) spectra.
5
Characterization of Inclusion Complex by NMR
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The geometry of the inclusion complex was finally characterized by NMR in deuterium oxide (D2O) at 300 K. NMR spectra were recorded on a Bruker AVANCE NEO 400 spectrometer operating at 400.33 MHz. Chemical shifts were measured relative to the residual D2O signal at 4.79 ppm. 1D spectra were collected recording 8 scans. The 2D Rotating-frame Overhauser Effect Spectroscopy (ROESY) spectrum was acquired in the phase-sensitive mode with the same spectrometer and Bruker standard parameters (pulse program roesyadjsphpr) using a TBI probe. Each spectrum consisted of a matrix of 2048 (F2) by 256 (F1) points covering a width of 4000 Hz.
6
UPLC-PDA-HR-MS Analysis of Compounds
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The UPLC-PDA-HR-MS analyses were performed on an Acquity UPLC I Class (Waters, Milford, MA, USA). The column was an Acquity UPLC HSS T3 (100 × 2.1 mm, 1.8 μm) fitted with a VanGuard cartridge (Waters). The column temperature was 30 °C and the eluents were: A, water + 0.1% formic acid and B, acetonitrile + 0.1% formic acid. Isocratic separation: 10% of eluent B at 0.350 mL/min. Injection volume: 2 µL of 250 μM solution. The detector was an Acquity UPLC PDA Detector and the wavelength selected for the analysis was 254 nm. A Synapt G2-Si QTof (Waters) High Resolution mass spectrometer equipped with a Zspray ESI-probe was used in ESI negative ionization mode. Optimized source parameters: capillary −2.0 kV, cone 40, source temperature 120 °C, desolvatation temperature 150 °C, desolvatation gas flow rate 600 L/h, and full scan range 50–800 m/z. The lock mass compound was leucine enkephalin. The software was MassLynxTM v4.2 software (Waters).
NMR spectra were performed using an Avance NEO 400 spectrometer (Bruker, Billerica, MA, USA) equipped with a “BBI 400 MHz S1” probe with Z gradient.
NMR spectra were performed using an Avance NEO 400 spectrometer (Bruker, Billerica, MA, USA) equipped with a “BBI 400 MHz S1” probe with Z gradient.
7
Multi-Technique Characterization of Nanoparticles
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The morphologies of the samples were observed by a Talos F200S TEM (ThermoFisher, Czech Rep). The hydrodynamic diameters and zeta potentials were measured on a Zetasizer Nano ZS 90 unit (Malvern, UK). X‐ray photoelectron spectroscopy (XPS) was performed on a K‐Alpha photoelectron spectrometer (ThermoScientific, UK). FT‐IR spectra were obtained from a Nicolet iS50 FT‐IR spectrometer (ThermoFisher, UK). 1H NMR spectra were recorded on an AVANCE NEO 400 spectrometer (Bruker, Switzerland, DMSO‐d6 as solvent). UV–Vis absorption spectra were measured using a UV‐6100 ultraviolet spectrometer (Metash, China). FL spectra were acquired from a RF‐6000 fluorospectrophotometer (Shimadzu, Japan). The purity of the material was determined by a HPLC‐MS/MS method (Agilent, UK). In vitro and in vivo PA images and data were collected by a VEVO LAZR‐X small animal photoacoustic imaging system (Fujifilm VisualSonics, UK). In vitro and in vivo FL images and data were obtained by an IVIS Lumina III small animal optical imaging system (PerkinElmer, UK). MTS results were acquired from a microplate reader (BioTek, UK). Cell uptake was observed by a CytoFLEX LX flow cytometry (Beckman Coulter, UK). Cell FL images were captured on a TCS SP8 DIVE CLSM (Leica, Germany). Cell staining images were obtained from a IX71 inverted fluorescence microscope (Olympus, Japan).
8
Investigating Drug-Polymer Interactions via NMR
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To investigate the molecular mechanism of the drug–polymer interaction, the flavonoid drugs, P188, and the different drug-loaded SDs were dissolved in dimethyl sulfoxide-d6+TMS (0.03) (TMS is tetramethylsilane, and TMS is commonly used as an internal standard for chemical shifts), and their 1H-NMR spectra were recorded at room temperature using an AVANCE NEO 400 spectrometer (Bruker BioSpin GmbH, Rheinstetten, Germany). Dimethyl sulfoxide-d6+TMS (0.03) (DMSO-d6) was employed as a reference for solvent signals. Spectral assignments for flavonoid drugs and P188 were carried out based on previous studies. In the experimental design, the mass of the pure drug was consistently kept at 10 mg throughout the experiment in order to avoid multiple variables in the measurements, which would ultimately lead to errors caused by other factors.
9
Proton NMR Spectroscopy of Organic Compounds
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Proton nuclear magnetic resonance (1H NMR) spectra were recorded at room temperature on a Bruker® AVANCE NEO-400 spectrometer (Bruker Corp., Billerica, MA, USA) operating at 400 MHz using a liquid-N2-cooled double-resonance broadband ProdigyTM cryoprobe. 1H NMR data are reported as follows: chemical shift (δ, ppm), multiplicity (d = doublet, dd = doublet of doublets, ddd = doublet of doublet of doublets, app td = apparent triplet of doublets, m = multiplet), coupling constant(s) (J, Hz), and integration. Chemical shift values were calibrated relative to residual solvent resonance (central peak of DMSO: δH = 2.50 ppm) as the internal standard. All 1H NMR data were collected and plotted within the Bruker® TopSpinTM v3.6.1 software suite.
10
Characterization of Organic Compounds
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All chemicals were from commercial sources and were used without further purification. NMR spectra were acquired with a Avance Neo 400 spectrometer or Avance Neo 500 spectrometer from Bruker (Billerica, MA, USA) and are shown in the Supplementary Materials . Mass spectra were acquired by using positive ionization with an AccuTOF-DART 4G instrument from JEOL (Tokyo, Japan). UV–vis experiments were carried out with an Cary 60 UV–vis spectrometer from Agilent Technologies (Santa Clara, CA, USA) with measurements every 0.1 s for kinetic experiments and absorbance scans for stability studies.
Column chromatography was performed with a Isolera automated purification system from Biotage (Uppsala, Sweden) using prepacked SNAP KP silica gel columns.
The phrase “concentrated under reduced pressure” refers to the removal of solvents and other volatile materials using a rotary evaporator at water aspirator pressure (<20 Torr) while maintaining the water-bath temperature of 40 °C. Residual solvent was removed from samples by the vacuum (<0.1 Torr) achieved by a mechanical belt-drive oil pump.
All procedures were performed in air at ambient temperature (~22 °C) and pressure (1.0 atm) unless indicated otherwise.
Column chromatography was performed with a Isolera automated purification system from Biotage (Uppsala, Sweden) using prepacked SNAP KP silica gel columns.
The phrase “concentrated under reduced pressure” refers to the removal of solvents and other volatile materials using a rotary evaporator at water aspirator pressure (<20 Torr) while maintaining the water-bath temperature of 40 °C. Residual solvent was removed from samples by the vacuum (<0.1 Torr) achieved by a mechanical belt-drive oil pump.
All procedures were performed in air at ambient temperature (~22 °C) and pressure (1.0 atm) unless indicated otherwise.
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