UV spectra were obtained using a polarimeter (Horiba SEPA-300) (Horiba, Tokyo, Japan). An FT-IR spectrometer (Tensor 27 with KBr pellets) (BioRad, Hercules, CA, United States) was used to record IR spectra of compounds. NMR spectra were recorded with an instrument (Bruker Avance AV-400) (Switzerland, Bruker A.G.) at room temperature. HRESIMS data were obtained with a spectrometer (a Bruker Daltonics Inc. micro-TOF-Q). Reverse-phase medium-pressure liquid chromatography (RP-MPLC) was performed on a Buchi RP-MPLC instrument (Buchi Labortechnik AG, Flawil, Switzerland) with a YMC gel ODS column (50 μm, YMC Co., Ltd., Kyoto, Japan). Semipreparative high-performance Liquid Chromatography (HPLC) was performed on an Agilent 1260 instrument (Agilent, Palo Alto, CA, United States) with a UV detection and a column (Agilent Eclipse, XDB-C18, 5 μm, 9.4 × 250 mm). Column chromatography (CC) was carried out on silica gel (100–200 mesh, 200–300 mesh) (Qingdao Marine Chemical, Inc., Qingdao, China) and Sephadex LH-20 (GE Healthcare Bio-Sciences AB, Uppsala, Sweden). TLC was performed with glass-precoated silica gel GF254 plates (Qingdao Marine Chemical Factory, China). The organic solvents were purchased from Sinopharm Chemical Reagent Co., Ltd. (Shanghai, China).
Sepa 300
Manufactured by Horiba
Sourced in Japan
The SEPA-300 is a particle size analyzer that measures the size distribution of particles in a sample. It utilizes the principle of laser diffraction to determine the particle size. The instrument can analyze a wide range of particle sizes from 0.1 to 3000 microns.
Automatically generated - may contain errors
Lab products found in correlation
Avance av400, by Bruker (1 mentions)
Microtof q, by Bruker (1 mentions)
Agilent 1260, by Agilent Technologies (1 mentions)
Sephadex lh 20, by Cytiva (1 mentions)
Sepa 500, by Horiba (1 mentions)
Avance 3 800, by Bruker (1 mentions)
Avance 3 500, by Bruker (1 mentions)
Avance 3 hd 600, by Bruker (1 mentions)
P 1020 polarimeter, by Jasco (1 mentions)
Agilent 1100 liquid chromatograph, by Agilent Technologies (1 mentions)
Reverse phase c18 silica gel, by Merck Group (1 mentions)
Avance 3 hd 800, by Bruker (1 mentions)
Zorbax sb c18 column, by Agilent Technologies (1 mentions)
Silica gel, by Qingdao Haiyang Chemical (1 mentions)
Q tof premier, by Waters Corporation (1 mentions)
Ecz600, by JEOL (1 mentions)
8 protocols using sepa 300
1
Comprehensive Analytical Techniques for Compound Characterization
2
Structural Characterization of Glycan Moieties
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1H and 13C NMR spectra were recorded on Avance III 500 and Avance III 800 spectrometers (Bruker, Billerica, MA, USA). Chemical shifts are expressed in ppm (δ) relative to Me4Si signal (0.00 ppm), MeCN in CD3CN (1.96 ppm) or MeNO2 in CD3NO2 (4.34 ppm). Chemical shifts in the 13C NMR spectra are expressed in ppm (δ) relative to the Me4Si signal (0.00 ppm), CDCl3 (77.36 ppm), CD3OD (49.86 ppm), CD3CN (1.79 ppm) or CD3NO2 (62.9 ppm). The sugar units are numbered using letters from a to e; Glc (a), reducing terminal Gal (b), GlcN (c), non-reducing terminal Gal (d) and Neu (e) (See the ESI† ). Structural assignments were made with additional information from 2D NMR (1H–1H COSY, HMBC, and HMQC).
High-resolution mass spectrometry (ESI-TOF MS) data were obtained with a mass spectrometer (micrOTOF, Bruker). Optical rotations were measured with a high-sensitivity polarimeter (SEPA-300 and SEPA-500, Horiba (Kyoto, Japan)). [α]D values are given in 10−1 deg cm2 g−1.
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1H and 13C NMR spectra were recorded on Avance III 500 and Avance III 800 spectrometers (Bruker, Billerica, MA, USA). Chemical shifts are expressed in ppm (δ) relative to Me4Si signal (0.00 ppm), MeCN in CD3CN (1.96 ppm) or MeNO2 in CD3NO2 (4.34 ppm). Chemical shifts in the 13C NMR spectra are expressed in ppm (δ) relative to the Me4Si signal (0.00 ppm), CDCl3 (77.36 ppm), CD3OD (49.86 ppm), CD3CN (1.79 ppm) or CD3NO2 (62.9 ppm). The sugar units are numbered using letters from a to e; Glc (a), reducing terminal Gal (b), GlcN (c), non-reducing terminal Gal (d) and Neu (e) (See the ESI
High-resolution mass spectrometry (ESI-TOF MS) data were obtained with a mass spectrometer (micrOTOF, Bruker). Optical rotations were measured with a high-sensitivity polarimeter (SEPA-300 and SEPA-500, Horiba (Kyoto, Japan)). [α]D values are given in 10−1 deg cm2 g−1.
3
Optical Rotation Analysis of Compounds
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4
Analytical Techniques for Compound Characterization
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Optical rotations were measured in MeOH with Horiba SEPA-300 (Horiba, Kyoto, Japan) and JASCO P-1020 polarimeters (Jasco, Tokyo, Japan). 1D and 2D NMR spectra were taken on Avance III HD 600, and Avance III HD 800 (Bruker, Karlsruhe, Germany) instruments, using TMS as the internal standard. Mass spectrometry was performed on an API QSTAR TOF spectrometer (Waters, Manchester, America) equipped with an ESI source in the positive-ion mode. Column chromatography was performed with silica gel (100–200 or 200–300 mesh, Qingdao Haiyang Chemical Co., Ltd., Qingdao, China), and reverse-phase C18 silica gel (40–63 μm, Merck, Darmstadt, Germany). Precoated TLC sheets of silica gel 60 GF254 (Qingdao Haiyang Chemical Plant, Qingdao, China) were used, and compounds were visualized either by UV light (254 nm) or by spraying heated silica gel plates with 10% H2SO4 in EtOH. A Shimadzu LC-8A preparative liquid chromatograph with a Shimadzu PRC-ODS (K) column (Shimadzu, Kyoto, Japan) was used for preparative HPLC. An Agilent 1100 liquid chromatograph (Agilent, Walter Bloem, America) equipped with a Zorbax SB-C18 column (4.6 mm × 250 mm, 5 μm) was used for HPLC analysis, and a semi-preparative Zorbax SB-C18 column (9.4 mm × 250 mm, 5 μm, Agilent, Walter Bloem, America) was used for sample preparation.
5
Comprehensive Oil Characterization Protocol
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The oil content determined through Hydrodistillation on Clevenger apparatus, refractive index on refractometer (Atago RX-7000α model), specific gravity on specific gravity meter (KEM, DA-500), optical rotation on polarimeter (Horiba sepa-300). The acid value, saponification value, and peroxide value hydrodistilate analyzed according to the standard methods [22 ].
6
Evaluating Optical Properties of Oils
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Refractive index and optical rotation of fresh oil and oil from different treatments were evaluated with the help of the color chart, ATAGO Rx 7000 Refractometer and Horiba Sepa 300 high sensitive Polarimeter, respectively. To minimize the risk of oxidation during the sampling, inert gas (nitrogen) was blown every time and cap should be fitted.
7
Spectroscopic Analysis of Paraherquamide A
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) of paraherquamide A was determined using a SEPA-300 polarimeter (Horiba, Japan) to be = -17.3 (c = 0.2, methanol). Electrospray Ionization-mass of the compound was measured using a Q-Tof Premier (Waters, USA) with a 2-propanol/50 mM aqueous NaOH solution containing 0.5% formic acid = 9/1).
The observed mass (M+1) was 494.2660 (calculated to be 494.2665 for C 28 H 36 O 5 N 3 ).
The 1 H-and 13 C-NMR spectra were measured in CDCl 3 using an Avance System, UltraShield 400 Plus (Bruker BioSpin, USA) (Figures S2,S3). Chemical shifts δ (ppm) (splitting patterns and coupling constants (Hz)) of the 1 H-NMR spectrum (Figure S2) were 0.83 (3H, s, H-23), 1.07 (3H, s, 1.41 (3H, s, 1.42 (3H, s, 1.62 (3H, s, 1.73~1.91 (4H, m, 2.23 (1H, ddd, J= 4.7, 9.1, 10.8 Hz, 2.35 (1H, ddd, J= 4.5, 10.8, 13.3 Hz, 2.55 (1H, dd, J= 1.4, 11.2 Hz, 2.63 (1H, br s, 2.68 (1H, d, J= 15.3 Hz, 3.00 (1H, dd, J=1.5, 11.1 Hz, 3.03 (3H, s, 3.21 (1H, ddd, J= 4.5, 9.0, 9.1 Hz, 3.60 (1H, d, J=11.2, 4.87 (1H, d, J=7.7 Hz, 6.30 (1H, d, J=7.6 Hz, 6.67 (1H, d, J=8.0 Hz, 6.79 (1H, d, J=8.1 Hz, 135.2 (C-7), 138.9 (C-24), 146.0 (C-6), 171.3 (C-18), 182.6 (C-2). These NMR spectral data were in agreement with those reported previously (Blanchflower et al., 1991) .
ACh chloride, levamisole and (-)-nicotine were purchased from MilliporeSigma (USA). Derquantel was purchased from Santa Cruz Biotechnology (USA). These compounds were >95% pure.
The observed mass (M+1) was 494.2660 (calculated to be 494.2665 for C 28 H 36 O 5 N 3 ).
The 1 H-and 13 C-NMR spectra were measured in CDCl 3 using an Avance System, UltraShield 400 Plus (Bruker BioSpin, USA) (Figures S2,S3). Chemical shifts δ (ppm) (splitting patterns and coupling constants (Hz)) of the 1 H-NMR spectrum (Figure S2) were 0.83 (3H, s, H-23), 1.07 (3H, s, 1.41 (3H, s, 1.42 (3H, s, 1.62 (3H, s, 1.73~1.91 (4H, m, 2.23 (1H, ddd, J= 4.7, 9.1, 10.8 Hz, 2.35 (1H, ddd, J= 4.5, 10.8, 13.3 Hz, 2.55 (1H, dd, J= 1.4, 11.2 Hz, 2.63 (1H, br s, 2.68 (1H, d, J= 15.3 Hz, 3.00 (1H, dd, J=1.5, 11.1 Hz, 3.03 (3H, s, 3.21 (1H, ddd, J= 4.5, 9.0, 9.1 Hz, 3.60 (1H, d, J=11.2, 4.87 (1H, d, J=7.7 Hz, 6.30 (1H, d, J=7.6 Hz, 6.67 (1H, d, J=8.0 Hz, 6.79 (1H, d, J=8.1 Hz, 135.2 (C-7), 138.9 (C-24), 146.0 (C-6), 171.3 (C-18), 182.6 (C-2). These NMR spectral data were in agreement with those reported previously (Blanchflower et al., 1991) .
ACh chloride, levamisole and (-)-nicotine were purchased from MilliporeSigma (USA). Derquantel was purchased from Santa Cruz Biotechnology (USA). These compounds were >95% pure.
8
Spectroscopic Characterization of Compounds
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Optical rotations were measured with a Horiba SEPA-300 polarimeter, and UV and IR spectra were recorded with Shimadzu UV-1800 and Jasco J-20A (JASCO Co., Tokyo, Japan) spectrophotometers, respectively. Mass spectra were obtained with a Synapt G2.
NMR spectra were recorded on a JEOL ECZ-600 at 600 MHz for 1 H and 150 MHz for 13 C. Chemical shifts are given on a (ppm) scale with TMS as an internal standard. 1 H, 13 C, COSY, HMQC and HMBC spectra were recorded using JEOL standard pulse sequences. Column chromatography was conducted on silica gel 60. TLC was carried out on Merck precoated silica gel 60 F 254 plates.
NMR spectra were recorded on a JEOL ECZ-600 at 600 MHz for 1 H and 150 MHz for 13 C. Chemical shifts are given on a (ppm) scale with TMS as an internal standard. 1 H, 13 C, COSY, HMQC and HMBC spectra were recorded using JEOL standard pulse sequences. Column chromatography was conducted on silica gel 60. TLC was carried out on Merck precoated silica gel 60 F 254 plates.
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