Xbridge beh c18 obd prep column

Manufactured by Waters Corporation

Sourced in Ireland, United States

The XBridge BEH C18 OBD Prep Column is a high-performance liquid chromatography (HPLC) column designed for preparative-scale separation and purification applications. It utilizes bridged ethylene hybrid (BEH) technology, providing high efficiency and resolution. The column is packed with 5 μm C18-modified silica particles, suitable for a wide range of polar and non-polar analytes.

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Lab products found in correlation

Lc 20at pump, by Shimadzu (1 mentions) Hplc system, by Shimadzu (1 mentions) Sil 20ac autosampler, by Shimadzu (1 mentions) Reversed phase high performance liquid chromatography rp hplc, by Shimadzu (1 mentions) Photodiode array detector, by Waters Corporation (1 mentions) Acquity h class, by Waters Corporation (1 mentions) Acquity uplc beh c18, by Waters Corporation (1 mentions) Q exactive plus, by Thermo Fisher Scientific (1 mentions) 1260 infinity 2 hplc system, by Agilent Technologies (1 mentions) Prep hplc system, by Waters Corporation (1 mentions) Avance 3 600, by Bruker (1 mentions)

9 protocols using xbridge beh c18 obd prep column

Synthesis of Isothiazolopyrimidine Derivative

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Example 12

[Figure (not displayed)]

3-Phenylisothiazolo[4,5-d]pyrimidin-7(6H)-one (Intermediate 2-7, 50 mg, 0.22 mmol), cesium carbonate (215 mg, 0.66 mmol), DMF (10 mL), and (4-methoxyphenyl)(1-oxa-6-azaspiro[2.5]octan-6-yl)methanone (Intermediate 2-1, 65 mg, 0.26 mmol) were added to a 100-mL round-bottom flask fitted with magnetic stir bar, condenser, and thermometer. The resulting mixture was stirred for 2.5 h at 80° C. The reaction was quenched by the addition of water (20 mL) and extracted with ethyl acetate (4×20 mL). The organic layers were combined, dried with sodium sulfate, filtered, and concentrated under reduced pressure. The residue was purified by preparative HPLC to afford 6-((4-hydroxy-1-(4-methoxybenzoyl)piperidin-4-yl)methyl)-3-phenylisothiazolo[4,5-d]pyrimidin-7(6H)-one (I-2). LCMS: (ESI) m/z 477.27 [M+H]. ¹H NMR (300 MHz, DMSO-d₆) δ 8.47-8.42 (m, 3H), 7.58-7.56 (m, 3H), 7.36 (d, J=8.7 Hz, 2H), 6.98 (d, J=8.4 Hz, 2H), 5.05 (s, 1H), 4.13 (s, 2H), 3.79 (s, 3H), 3.30-3.21 (m, 4H), 1.69-1.49 (m, 4H) ppm. HPLC Column: Waters XBridge BEH C18 OBD Prep Column, 130 Å, 5 μm, 19 mm×150 mm. Mobile phase A: 0.05% aqueous ammonium bicarbonate/Mobile phase B: acetonitrile. Gradient: 10% B to 22% B over 7 min. Detector: 220 and 254 nm.

Method C

US10377773B2. Isothiazolopyrimidinones, pyrazolopyrimidinones, and pyrrolopyrimidinones as ubiquitin-specific protease 7 inhibitors (2019-08-13). FORMA Therapeutics, Inc. [US]. Inventors: Stephanos Ioannidis [US], Adam Charles Talbot [US], Bruce Follows [US], Alexandre Joseph Buckmelter [US], Minghua Wang [US], Ann-Marie Campbell [US].

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Purifying Synthesized Ac-IPG-PNP Esters

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For LC purification,
the HPLC system
(Shimadzu, Kyoto, Japan) was equipped with a SIL-20AC autosampler,
two LC-20AT pumps, and an SPD-20A absorbance detector. The synthesized
Ac-IPG-PNP esters were separated on an XBridge BEH C18 OBD Prep Column
(250 mm × 10 mm, 5 μm particles, 130 Å pore size,
Waters, Ireland) with a 30 min gradient of 2–90% acetonitrile
in water/0.1% formic acid at a flow rate of 2 mL min^–1.

Tian X., de Vries M.P., Permentier H.P, & Bischoff R. (2020). A Collision-Induced Dissociation Cleavable Isobaric Tag for Peptide Fragment Ion-Based Quantification in Proteomics. Journal of Proteome Research, 19(9), 3817-3824.

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Characterization of Synthetic Peptides

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All amino acids and resins were purchased from AAPPTec, LLC (Louisville, KY, USA). All organic solvents and reagents were purchased from Millipore Sigma Corporation (St. Louis, MO, USA) and Fisher Scientific (Pittsburgh, PA, USA). Molecular weights of intermediate and final products were confirmed by high-resolution matrix-assisted laser desorption ionization time-of-flight (MALDI-TOF) mass spectrometer from Bruker Inc. (GT 0264, Billerica, MA, USA). Intermediate and final compounds were purified by reversed-phase high-performance liquid chromatography (RP-HPLC) from Shimadzu (Prominence, Columbia, MD, USA) using a gradient system of acetonitrile and water with 0.1% trifluoroacetic acid (TFA) using a reverse-phase column (XBridge BEH C18 OBD Prep Column), from Waters Corporation (Milford, MA, USA).

Shirazi A.N., Park S.E., Rad S., Baloyan L., Mandal D., Sajid M.I., Hall R., Lohan S., Zoghebi K., Parang K, & Tiwari R.K. (2020). Cyclic Peptide-Gadolinium Nanoparticles for Enhanced Intracellular Delivery. Pharmaceutics, 12(9), 792.

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Preparative HPLC Purification and NMR Analysis

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Products were purified on a preparative HPLC Quaternary Gradient 2545 equipped with a Photodiode Array detector (Waters) fitted with a reverse phase column (XBridge BEH C18 OBD Prep column 5 μm 30×150 mm). NMR Spectra were run in DMSO-d₆, methylene chloride-d₂ or methanol-d₄ at 298 K unless stated otherwise. ¹H NMR spectra were recorded on Bruker spectrometers at 400 or 500 MHz. Chemical shifts δ are expressed in ppm using residual non-deuterated solvent signals as internal standard. The following abbreviations are used: ex, exchangeable; s, singlet; d, doublet; t, triplet; td, triplet of doublets; m, multiplet. The ¹³C NMR spectra were recorded at 100.6 or 125.8 MHz, and chemical shifts δ are expressed in ppm using deuterated solvent signal as internal standard. The purity of final compounds, determined to be >98% by UPLC-MS, and low-resolution mass spectra (LRMS) were recorded on a Waters Acquity H-class equipped with a Photodiode Array detector and SQ Detector 2 (UPLC-MS) fitted with a reverse phase column (Acquity UPLC BEH C18 1.7 μm, 2.1x50 mm). HRMS were recorded on a Thermo Scientific Q-Exactive Plus equipped with a Robotic TriVersa NanoMate Advion.

Solier S., Müller S., Cañeque T., Versini A., Mansart A., Sindikubwabo F., Baron L., Emam L., Gestraud P., Pantoș G.D., Gandon V., Gaillet C., Wu T.D., Dingli F., Loew D., Baulande S., Durand S., Sencio V., Robil C., Trottein F., Péricat D., Näser E., Cougoule C., Meunier E., Bègue A.L., Salmon H., Manel N., Puisieux A., Watson S., Dawson M.A., Servant N., Kroemer G., Annane D, & Rodriguez R. (2023). A druggable copper-signalling pathway that drives inflammation. Nature, 617(7960), 386-394.

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HPLC Purification of Crude Sterols

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The crude sterol sample was dried under a vacuum using a rotary evaporator and redissolved in 1:1 (v/v) DMSO: tetrahydrofuran. Sterol purification was performed using an Agilent 1260 Infinity II HPLC system with a G7157A Agilent prep autosampler, a G7161A Agilent binary pump, a G7115A Agilent diode array detector, and a G1364E Agilent fraction collector. The sterols were separated on a Waters XBridge BEH C18 OBD prep column (19 mm × 250 mm, 5 μm). LC mobile phases consisted of (A) water containing 0.05% (v/v) difluoroacetic acid and (B) acetonitrile containing 0.05% (v/v) difluoroacetic acid. A gradient elution was used for purification, which began from 75% to 100% B over 10 min and held at 100% B for 35 min with a flow rate of 20 mL/min. The detection wavelength was set at 214 nm and 254 nm.

Jin Y., Basu S., Feng M., Ning Y., Munasinghe I., Joachim A.M., Li J., Madden R., Burks H., Gao P., Perera C., Werbovetz K.A., Zhang K, & Wang M.Z. (2023). CYP5122A1 encodes an essential sterol C4-methyl oxidase in Leishmania donovani and determines the antileishmanial activity of antifungal azoles. Research Square.

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Synthesis of 6-((4-hydroxy-1-(4-methoxybenzoyl)piperidin-4-yl)methyl)-3-phenylisothiazolo[4,5-d]pyrimidin-7(6H)-one

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Example 12

[Figure (not displayed)]

US10927130B2. Isothiazolopyrimidinones, pyrazolopyrimidinones, and pyrrolopyrimidinones as ubiquitin-specific protease 7 inhibitors (2021-02-23). Valo Early Discovery, Inc. [US]. Inventors: Stephanos Ioannidis [US], Adam Charles Talbot [US], Bruce Follows [US], Alexandre Joseph Buckmelter [US], Minghua Wang [US], Ann-Marie Campbell [US].

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Automated Radiosynthesis of [18F]1

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No-carrier added fluorine-18 is prepared by standard proton irradiation of [¹⁸O]H₂O (≥ 98% enrichment, Rotem Industries, Israel or ABX advanced biochemical compounds, Radeberg, Germany) on an IBA Cyclone 18/18 cyclotron equipped with niobium target bodies. [¹⁸F]1 is synthesized using the Trasis AllinOne (AiO) automated radiochemistry module, and the single-use cassettes and reagents are supplied by Trasis (Ans, Belgium). The Xbridge BEH C18 OBD Prep Column (130 Å, 5 μm, 10 mm × 250 mm) used for the semi-preparative HPLC-purification is obtained from Waters. An overview of the AiO layout within the synthesis unit control software and the setup for production of [¹⁸F]1 can be found in Supplemental Fig. 7 and 8. Although the exact amounts of reagents are copyright of Trasis, the contents of the different reagent vials are summarized in Supplemental Fig. 8. Following completed deprotection of [¹⁸F]11 (see Scheme 1), the crude product is purified by semi-preparative radio-HPLC using sterile sodium acetate buffer as eluent at a flow rate of 5 ml/min. The reagents needed for preparing the eluent are also included in the reagent kit. [¹⁸F]1 elutes at 6–8 min and is collected and formulated directly into the final sterile product vial via a Millipore-GS 0.22 μm sterilizing filter.

Andersen V.L., Soerensen M.A., Dam J.H., Langkjaer N., Petersen H., Bender D.A., Fugloe D, & Huynh T.H. (2021). GMP production of 6-[18F]Fluoro-l-DOPA for PET/CT imaging by different synthetic routes: a three center experience. EJNMMI Radiopharmacy and Chemistry, 6, 21.

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Synthesis of Functionalized Heterocyclic Compounds

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Unless otherwise mentioned, all reactions were carried out under an argon atmosphere with dry solvents under anhydrous conditions. Dichloromethane (CH₂Cl₂), tetrahydrofuran (THF), acetonitrile, diethyl ether, were purchased from Fisher and purified by passage through two packed columns of neutral alumina under an argon atmosphere. All other reagents were purchased from Sigma-Aldrich and used without further purification, unless otherwise noted. Yields refer to chromatographically and spectroscopically (¹H NMR) homogeneous materials. Reactions were monitored by thin-layer chromatography (TLC) carried out on silica gel plates (EMD Silica gel 60 F254) or LC-MS (Waters Autoprep HPLC-MS system). Visualization was achieved using UV light, phosphomolybdic acid in ethanol or potassium permanganate in water, each followed by heating. Sigma (high-purity grade, Merck Grade 9385, pore size 60 Å, 230–400 mesh particle size) silica gel was used for flash column chromatography. HPLC purification used Waters prep HPLC system (XBridge BEH C18 OBD Prep Column, 130Å, 5 μm, and 19 mm × 250 mm). NMR spectra were recorded on Bruker Avance III 600 (¹H 600 MHz, ¹³C 150 MHz) spectrometers. Mass spectrometric data were obtained using Waters LCT Premiere XT. The following abbreviations were used to explain the multiplicities: s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet, br = broad.

Paresi C.J., Liu Q, & Li Y.M. (2016). Benzimidazole covalent probes and the gastric H+/K+-ATPase as a model system for protein labeling in a copper-free setting. Molecular bioSystems, 12(6), 1772-1780.

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Chiral Analysis of Compounds 6 and 11

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Compounds 6 and 11 (1 mg) were individually dissolved in pyridine (0.5 mL) in a 4 mL vial, and (R)-(−)-α-methoxy-α-(trifluoromethyl)-phenylacetyl chloride [(R)-MTPA-Cl] was added to the reaction vial. After 16 h at room temperature, the reaction mixture was dried under N₂ and then redissolved in MeOH for the purification of (S)-MTPA ester using semi-preparative HPLC (Waters XBridge BEH C18 OBD Prep column, 150 × 10 mm, 5 μm, 130 Å, 3.5 mL/min isocratic elution at 31% H₂O/MeOH over 30 min with constant 0.1% formic acid). Tris-(R)-MTPA esters of 6 and 11 were obtained by the entirely analogous method described above, using (S)-(+)-α-methoxy-α-(trifluoromethyl)-phenylacetyl chloride [(S)-MTPA-Cl]. The purified (S)- or (R)-MTPA esters of 6 and 11 were analyzed by ¹H NMR, ¹H/¹H COSY and ¹H/¹³C HSQC experiments in deuterated methanol.

Hou L., Li Y., Wu Q., Li M., Older E.A., Tang X., Nagarkatti P., Nagarkatti M., Liu Y., Li L., Fan D., Bugni T.S., Shang Z, & Li J. (2021). Discovery of anti-infective adipostatins through bioactivity-guided isolation and heterologous expression of a type III polyketide synthase. Bioorganic Chemistry, 112, 104925.

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