SN38-glucose conjugates were synthesized according to Scheme 1 . β-D-Glucopyranosyl azide, 2-azidoethyl β-D-glucopyranoside, and 2-(2-azidoethoxy)ethyl β-D-glucopyranoside were prepared as previously reported (Pintal et al., 2015 (link); Shiao et al., 2016 (link); Palmioli et al., 2017 (link)). 1H NMR and 13C NMR spectra were measured on a Bruker AM400 NMR spectrometer. Proton chemical shifts of NMR spectra were given in ppm relative to internals reference TMS (0.00ppm). High-resolution mass spectra were recorded on a Bruker MicroTOF spectrometer using positive (ESI+) or negative electrospray ionization (ESI−). HPLC analysis was measured on Waters 2695e equipped with a 2998 PDA detector.
Am400 nmr spectrometer
Manufactured by Bruker
Sourced in Germany
The AM400 NMR spectrometer is a compact and versatile nuclear magnetic resonance (NMR) instrument designed for routine analysis and research applications. It features a 9.4 Tesla superconducting magnet and operates at a frequency of 400 MHz. The AM400 is capable of performing high-resolution 1D and 2D NMR experiments, providing detailed information about the structure and composition of chemical samples.
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Lab products found in correlation
Vertex 70 ftir spectrophotometer, by Bruker (2 mentions)
Microtof spectrometer, by Bruker (1 mentions)
Bio tof mass spectrometer, by Bruker (1 mentions)
Fluoromax 4 spectrofluorophotometer, by Horiba (1 mentions)
1290 infinity system, by Agilent Technologies (1 mentions)
600 mhz spectrometer, by Bruker (1 mentions)
Unity 500 mhz spectrometer, by Agilent Technologies (1 mentions)
515 pump system, by Waters Corporation (1 mentions)
Agilent 6530 accurate mass q tof lc ms, by Agilent Technologies (1 mentions)
Silica gel gf254, by Qingdao Marine Chemical (1 mentions)
J 810 spectrometer, by Jasco (1 mentions)
Softmax pro software, by Molecular Devices (1 mentions)
Uv 2401a spectrophotometer, by Shimadzu (1 mentions)
Methyl thiazolyl tetrazolium (mtt), by MedChemExpress (1 mentions)
3 hydroxybenzaldehyde, by Merck Group (1 mentions)
Ammonium acetate, by Merck Group (1 mentions)
Acetyl chloride, by Merck Group (1 mentions)
Malonic acid, by Merck Group (1 mentions)
4 hydroxybenzaldehyde, by Merck Group (1 mentions)
4 nitrobenzaldehyde, by Merck Group (1 mentions)
12 protocols using am400 nmr spectrometer
1
Synthesis of SN38-Glucose Conjugates
2
Spectroscopic Characterization of Compounds
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1H-NMR and 13C-NMR spectra were measured on a Bruker AM400 NMR spectrometer (Fällanden, Switzerland). Proton chemical shifts of NMR spectra are given in ppm relative to the internal reference TMS (1H, 0.00 ppm). ESI-MS and HRMS spectral data were recorded on a Thermo Finnigan LCQDECA (San Jose, CA, USA) and a BrukerDaltonics Bio TOF mass spectrometer (Billerica, MA, USA), respectively. Fluorescence emission spectra were obtained using FluoroMax-4 Spectrofluorophotometer (HORIBA JobinYvon, Paris, France) at 298 K. Unless otherwise noted, materials were obtained from commercial suppliers and were used without further purification. All of the solvents were either HPLC or spectroscopic grade in the optical spectroscopic studies and they were dried according to the standard methods prior to use.
3
NMR and MS Characterization of Phormidolide
4
NMR Spectroscopic Characterization Protocol
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1H-NMR spectra were obtained by a Bruker AM400 NMR spectrometer (400 MHz). Unless otherwise stated, chemical shifts (ppm) were recorded with respect to TMS in CDCl3. Multiplicities were defined as: s (singlet), bs (broad singlet), d(doublet), t (triplet), dd (doublet, doublet), or m (multiplet). The number of protons (n) for a given resonance is indicated by nH. Coupling constants are reported as a J values in hertz.
5
Spectroscopic Analysis of Chemical Compounds
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UV spectra were measured on a Shimadzu UV-2401A spectrophotometer. IR spectra were determined on a Bruker Vertex 70 FT-IR spectrophotometer. ECD spectra were obtained with a JASCO J-810 spectrometer. HRESIMS was performed on an APIQSTAR Pulsar spectrometer mass spectrometer. NMR spectra were recorded on a Bruker AM–400 NMR spectrometer, and chemical shifts were referenced to the solvent peaks for CDCl3 (δH 7.26/δC 77.16). Semi-preparative HPLC was conducted on an Agilent 1100 liquid chromatography apparatus with a C18 column (5 μm, 10 × 250 mm, YMCTM Prep C18) and variable wavelength scanning ultraviolet detector (wavelength range: 190–600 nm). MPLC was conducted on a QuikSep-50 chromatography system (H&E Co., Ltd, Beijing, China). TLC was performed on silica gel GF254 (Qingdao Marine Chemical, Inc., Qingdao, China). Column chromatography were performed using silica gel (100–200 mesh and 200–300 mesh, Qingdao Marine Chemical Inc., Qingdao, China), ODS (50 μm, YMC, Kyoto, Japan), and Sephadex LH–20 (Pharmacia Biotech AB, Uppsala, Sweden). The ELISA reader used SOFTmax PRO software (Molecular Devices, California, USA).
6
Synthesis and Evaluation of Chlorambucil-Honokiol Conjugate
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Chlorambucil (CBL, HPLC pure >95%), Honokiol (HN, HPLC pure
>95%), N-ethyl-N′-(3-dimethylaminopropyl)
carbodiimide hydrochloride (EDCI), N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), ethyl acetate,
and sodium sulfate were purchased from Energy Chemical (Shanghai,
China). Chromatographic purity acetonitrile (ACN) was from Thermo
fisher. MTT (98%) was from MedChemExpress (Shanghai, China). A cell
apoptosis assay kit of Annexin V-FITC and the other cell experimental
regents were come from Life Gibco Technologies in Thermo Fisher (Grand
Island, USA). The antibody of p-STAT3 (#9134S), STAT3 (9139S), and
Actin were purchased from Cell Signaling Technology (Danvers, MA).
1H NMR spectra were recorded on a Bruker AM-400 NMR
spectrometer in deuterated chloroform (CDCl3). The chemical
shifts are reported in δ (ppm) relative to tetramethylsilane
(TMS) as an internal reference. High-resolution mass spectra (HRMS)
were recorded on an Agilent 1260 UPLC-Waters Q-TOF micro mass spectrometer.
Agilent 1260 ultra-high-performance liquid chromatography with a C18
column and UV–vis detector were used to determine the HN–CBL
release following the molecular ion mass charge ratio.
>95%), N-ethyl-N′-(3-dimethylaminopropyl)
carbodiimide hydrochloride (EDCI), N,N-dimethylformamide (DMF), dimethyl sulfoxide (DMSO), ethyl acetate,
and sodium sulfate were purchased from Energy Chemical (Shanghai,
China). Chromatographic purity acetonitrile (ACN) was from Thermo
fisher. MTT (98%) was from MedChemExpress (Shanghai, China). A cell
apoptosis assay kit of Annexin V-FITC and the other cell experimental
regents were come from Life Gibco Technologies in Thermo Fisher (Grand
Island, USA). The antibody of p-STAT3 (#9134S), STAT3 (9139S), and
Actin were purchased from Cell Signaling Technology (Danvers, MA).
1H NMR spectra were recorded on a Bruker AM-400 NMR
spectrometer in deuterated chloroform (CDCl3). The chemical
shifts are reported in δ (ppm) relative to tetramethylsilane
(TMS) as an internal reference. High-resolution mass spectra (HRMS)
were recorded on an Agilent 1260 UPLC-Waters Q-TOF micro mass spectrometer.
Agilent 1260 ultra-high-performance liquid chromatography with a C18
column and UV–vis detector were used to determine the HN–CBL
release following the molecular ion mass charge ratio.
7
Synthesis of Organotin(IV) Complexes
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2-Hydroxy benzaldehyde, 3-hydroxy benzaldehyde, 4-hydroxy benzaldehyde, 2-nitro benzaldehyde, 3-nitro benzaldehyde, 4-nitro benzaldehyde, 2-hydroxy, 3-methoxy benzaldehyde, 4-hydroxy, 3-methoxy benzaldehyde, malonic acid, ammonium acetate, acetyl chloride, dibutyltin(iv ) oxide, dibutyltin(iv ) dichloride, tributyltin(iv ) chloride, triphenyltin(iv ) chloride and tricyclohexyltin(iv ) chloride were purchased from Merck Company (Germany). Melting points were determined by Fisher-Johns melting point apparatus (USA) and were found uncorrected. An Eager 300 mass analyzer (USA) was used for elemental analyses. A Bruker FTIR (USA) spectrophotometer TENSOR27 (ZnSe) was used to record the FTIR spectra of the pure solid samples covering 4000–400 cm−1. EI-MS spectra were observed in terms of % m/z on a Finnigan MAT 312 spectrometer (USA). 1H, 13C and 119Sn NMR spectra were calculated with a Bruker AM 400 NMR spectrometer (USA).
8
NMR Spectroscopy of Encapsulation Complex
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The 1H NMR spectra were recorded at 25 °C with a Bruker AM-400 NMR spectrometer (Karlsruhe, Germany) at 500 MHz. SAEO, the encapsulation complex, and HPCD were dissolved in the DMSO solution, placed in NMR tubes with 5 mm inner diameters, and respectively tested.
9
Spectroscopic Analysis of Natural Compounds
10
Characterizing CCD/RBD-HR Nanoparticles
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The 1H-NMR spectra of PEI 1.8 kDa, CD-1.8k, linker, and CCD were measured on a Bruker AM400 NMR spectrometer with D2O as the solvent. The surface chemical stages of CCD were explored by electron spectroscopy on an AXIS Supra (Kratos Analytical, UK). The FI-IR spectra of PEI 1.8 kDa, CD-1.8k, and CCD were obtained by an IRTracer-100 (Shimadzu, Japan). CCD was mixed with RBD-HR for 30 min at 25 °C in a certain proportion with ultrapure water as the soluble substance to obtain CCD/RBD-HR nanoparticles. The suspension of the CD-1.8k, CCDs, or CCD/RBD-HR nanoparticles was dropped on a copper grid and then dried in the air, and their morphologies were observed with transmission electron microscopy (TEM, Tecnai G2 F20 S-TWIN, Thermo Fisher, USA). The zeta potentials and average hydrodynamic diameters of RBD-HR, CCD, or CCD/RBD-HR nanoparticles were measured by a Zetasizer analyzer (Malvern Instruments Ltd., UK).
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