Chiralpak ic column

Manufactured by Agilent Technologies

The CHIRALPAK IC column is a high-performance liquid chromatography (HPLC) column designed for the separation and analysis of chiral compounds. It utilizes a cellulose-based stationary phase to provide efficient separation of enantiomers.

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Lab products found in correlation

Gf254, by Qingdao Haiyang Chemical (3 mentions) P 1020 polarimeter, by Jasco (1 mentions) Ft ir tensor 27 spectrometer, by Bruker (1 mentions) 1290 uplc 6540 q tof mass spectrometer, by Agilent Technologies (1 mentions) Silica gel, by Qingdao Marine Chemical (1 mentions) Uv 2401 pc spectrophotometer, by Shimadzu (1 mentions) Rp 18 f254, by Merck Group (1 mentions) Ft ir tensor 27 infrared spectrophotometer, by Bruker (1 mentions) Spectropolarimeter, by Applied Photophysics (1 mentions) Sunfire c18 column, by Waters Corporation (1 mentions)

3 protocols using chiralpak ic column

Spectroscopic Analysis of Natural Compounds

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Optical rotations were measured with a Jasco P-1020 polarimeter. UV spectra were obtained using a Shimadzu UV-2401 PC spectrophotometer. IR spectra were obtained with a Bruker FT-IR Tensor 27 spectrometer using KBr pellets. 1D and 2D NMR spectra in CDCl₃ were recorded on an AVANCE III 500 and 600 MHz spectrometers. HREIMS spectra were recorded on an Agilent 1290 UPLC/6540 Q-TOF mass spectrometer. ECD spectra were recorded on an Applied Photophysics spectropolarimeter. Column chromatography (CC) was performed on silica gel (200–300 mesh, Qingdao Marine Chemical Ltd., Qingdao, China) and RP-18 gel (20–45 µm, Fuji Silysia Chemical Ltd., Tokyo, Japan). Semi-preparative HPLC were performed on an Agilent 1260 instrument with a ZORBAX SB-C18 column (9.4 × 250 mm, 5 μm) or an Agilent 1100 instrument with a CHIRALPAK IC column (10 × 250 mm, 5 μm). TLC (GF₂₅₄, Qingdao Haiyang Chemical Co., Ltd. Qingdao, China or RP-18 F₂₅₄, Merck, Darmstadt, Germany) was used to monitor the fractions. Spots were detected by a UV light (254 nm) and followed by dipping in 10% H₂SO₄ in EtOH and heating at 110 °C.

Zhi Y.E., Qi X.J., Liu H., Zeng Y., Ni W., He L., Wang Z.D, & Liu H.Y. (2018). Structurally Diverse Polymethylated Phloroglucinol Meroterpenoids from Baeckea frutescens. Natural Products and Bioprospecting, 8(6), 431-439.

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Analytical Techniques for Structural Elucidation

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Optical rotation and UV spectra were measured on a AUTOPOL VI automatic and a SHIMADZU UV-2700 UV–VIS instruments, respectively. CD data were recorded on an Applied Photophysics spectro-polarimeter. A Bruker FT-IR Tensor-27 infrared spectrophotometer was utilized for measuring the IR spectra (KBr disks). NMR spectra were collected on Bruker Ascend 500, 600, and 800 MHz instruments with various solvent (including CDCl₃, methanol-d₄, acetone-d₆, and pyridine-d₅) signals as referenced internal standards. An Agilent 1290 UPLC/6540 Q-TOF system was used for HRESIMS data. Crystallographic data of 1 and a mixture of 10 and 11 were obtained using a Bruker D8 QUEST diffractometer (λ = 1.54178 Å) with Cu Kα radiation. Silica gel, Sephadex LH-20, and MCI were applied as the packing materials for CC (column chromatography). Chiral analysis was performed on an Agilent 1100 instrument with a CHIRALPAK IC column (4.6 × 250 mm, 5 μm). A Hanbon Newstyle preparative HPLC instrument equipped with a SunFire Prep C₁₈ column (10 × 250 mm, 5 μm) was used to purify compounds.

Liu H., He X.Z., Feng M.Y., Zeng Y., Rauwolf T.J., Shao L.D., Ni W., Yan H., Porco JA J.r., Hao X.J., Qin X.J, & Liu H.Y. (2020). Acylphloroglucinols with acetylcholinesterase inhibitory effects from the fruits of Eucalyptus robusta. Bioorganic chemistry, 103, 104127.

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Characterization of Synthetic Compounds

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Automated flash chromatography was performed on a Biotage FlashMaster II system with peak detection at 254 nm. 1 H NMR spectra were recorded at 400 MHz on a Bruker Ultrashield DPX 400 spectrometer. Chemical shifts (δ) are given in ppm relative to the solvent reference as an internal standard (DMSO-d 6 , δ = 2.50 ppm; CDCl 3 , δ = 7.27 ppm). Data are reported as follows: chemical shift (multiplicity (s for singlet, d for doublet, t for triplet, q for quartet, m for multiplet, br for broad), integration, coupling constant(s) in Hz). HPLC-MS analyses were conducted on an Agilent 1100 instrument equipped with a Sunfire C18 column (30 × 2.1 mm i.d., 3.5 mm packing diameter) at 40ºC coupled with a Waters ZMD2000 mass spectrometer; the method of ionization was alternate-scan positive and negative electrospray. Semipreparative chiral HPLC was conducted on an Agilent 1100 instrument equipped with a Chiralpak IC column (250 mm x 20 mm). Preparative chiral HPLC was conducted on a Varian SD-2 prep HPLC instrument equipped with a Chiralpak IC column (250 mm x 50 mm i.d, 20 µm packing diameter). Compounds had a purity of >95 %, as determined by HPLC and 1 H NMR analysis.

Cox J.A., Abrahams K.A., Alemparte C., Ghidelli-Disse S., Rullas J., Angulo-Barturen I., Singh A., Gurcha S.S., Nataraj V., Bethell S., Remuiñán M.J., Encinas L., Jervis P.J., Cammack N.C., Bhatt A., Kruse U., Bantscheff M., Fütterer K., Barros D., Ballell L., Drewes G, & Besra G.S. (2016). THPP target assignment reveals EchA6 as an essential fatty acid shuttle in mycobacteria. Nature microbiology, 1.

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