Prep c18 column

Manufactured by Agilent Technologies

Sourced in United States

The Prep-C18 column is a preparative reversed-phase liquid chromatography column designed for the purification and separation of a wide range of organic compounds. It features a high-purity, spherical silica gel with chemically bonded C18 ligands, providing efficient and reliable separation performance.

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Lab products found in correlation

Drx 400 nmr spectrometer, by Bruker (2 mentions) 1290 infinity uhplc, by Agilent Technologies (2 mentions) 6540 accurate mass quadrupole time of flight mass spectrometer, by Agilent Technologies (2 mentions) Tc c18 column, by Agilent Technologies (1 mentions) Milli q gradient water system, by Merck Group (1 mentions) Waters 600 hplc system, by Waters Corporation (1 mentions) Waters 2996 pda, by Waters Corporation (1 mentions) 400 mhz nmr, by Bruker (1 mentions) 1290 uplc, by Agilent Technologies (1 mentions) Agilent 1260 infinity preparative scale lc ms purification system, by Agilent Technologies (1 mentions) Ultrospec 9000 spectrophotometer, by GE Healthcare (1 mentions) Jms sx 102, by JEOL (1 mentions) Jnm ex270, by JEOL (1 mentions) Jms t100 gcv, by JEOL (1 mentions) Steponeplus real time pcr thermal cycling block, by Thermo Fisher Scientific (1 mentions) Waters 600 hplc, by Waters Corporation (1 mentions) Phenylacetic acid paa, by Merck Group (1 mentions) Abi prism 310 genetic analyzer, by Thermo Fisher Scientific (1 mentions) Agilent 7890a gc, by Agilent Technologies (1 mentions) Agilent 1260 infinity lc, by Agilent Technologies (1 mentions)

Spelling variants of this product

C18 column (380 citations) Zorbax SB-C18 Prep HT column (3 citations) Agilent prep-C18 column (3 citations) Zorbax SB-C18 semi-prep column (2 citations) Agilent 5 Prep C18 column (2 citations)

12 protocols using prep c18 column

High-Performance Liquid Chromatography for Compound Identification and Purification

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HPLC was performed on YL-9100 (Young Lin Instrument,
Korea), equipped with a TC-C18 column (4.6 mm, 250 mm, and 5 μm,
Agilent, USA), in conjunction with a gradient system composed of solvent
A (0.2% formic acid) and solvent B (MeOH). The slope solvent ratio
was set to 0–5 min, 15% B; 5–10 min, 15–20% B;
10–15 min, 20–30% B; 15–30 min, 30–40%
B; 30–37 min, 40–60% B; 37–40 min, 60–100%
B; 40–45 min, 100% B; 45–50 min, 100–15% B; and
50–55 min, 15% B. To identify the ingredients in solvent fractions,
the mobile phase was delivered at a flow rate of 1 mL/min, and the
detection of elute was carried out at 330 nm. To collect the bioactive
ingredients in solvent fractions, the mobile phase was delivered at
a flow rate of 15.0 mL/min, and the detection of elute was carried
out at 330 nm using prep-HPLC (YL-9100 s, Young Lin Instrument, Korea),
equipped with a prep-C18 column (4.6 mm, 212 mm, 10 μm, Agilent,
USA), in conjunction with a gradient system composed of solvent A
(0.2% formic acid) and solvent B (MeOH). The slope solvent ratio was
set to 0–10 min, 10% B; 10–20 min, 10–15% B;
20–40 min, 15% B; 40–60 min, 15–20% B; and 60–70
min, 30% B.

Kim H.H., Kim J.K., Kim J., Jung S.H, & Lee K. (2020). Characterization of Caffeoylquinic Acids from Lepisorus thunbergianus and Their Melanogenesis Inhibitory Activity. ACS Omega, 5(48), 30946-30955.

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Selective Methylation of α-Glycoside via Silver(I) Oxide

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Example 20

[Figure (not displayed)]

Silver(I) oxide (1 mg, 4 μmol, 2 equiv) and anhydrous calcium sulfate (1 mg, 7 μmol, 3 equiv) were added sequentially to a solution of α-glycoside (2 mg, 2 μmol, 1 equiv) in iodomethane (200 μmol). After 2 h, the mixture was concentrated. The residue was suspended in dichloromethane (5 mL) and filtered through a short pad of Celite. The filtrate was concentrated. The residue was purified by preparatory HPLC (Agilent Prep-C18 column, 10 μm, 30×150 mm, UV detection at 270 nm, gradient elution with 40→100% acetonitrile in water, flow rate: 15 mL/min) to provide after concentration the pure methylated hemiketal (1 mg, 49%). ¹H NMR (500 MHz, CDCl₃) δ: 14.92 (s, 1H), 7.49 (s, 1H), 6.69 (s, 2H), 5.38 (t, 1H, J=2.7 Hz), 5.27 (d, 1H, J=3.3 Hz), 5.22 (d, 1H, J=4.0 Hz), 4.83 (d, 1H, J=4.0 Hz), 4.75 (s, 1H), 4.74 (br, 1H), 4.49 (q, 1H, J=6.2 Hz), 4.1 (br, 1H), 3.85 (s, 3H), 3.76 (s, 3H), 3.64 (s, 3H), 3.52 (t, 2H, J=7.1 Hz), 3.45 (s, 3H), 3.03 (ddd, 1H, J=18.3, 14.3, 5.5 Hz), 2.90 (m, 2H), 2.68 (m, 1H), 2.61 (s, 3H), 2.45-2.34 (m, 3H), 2.22 (m, 1H), 1.92 (dd, 1H, J=14.5, 3.8 Hz), 1.71-1.40 (m, 5H), 1.29 (m, 2H), 1.20 (d, 3H, J=6.6 Hz), 1.05 (s, 3H); HRMS (ESI): Calcd for (C₄₃H₅₁NO₁₇+Na)⁺ 876.3049, found 876.3028.

US10639381B2. Trioxacarcins, trioxacarcin#antibody conjugates, and uses thereof (2020-05-05). President and Fellows of Harvard College [US]. Inventors: Andrew G. Myers [US], Daniel J. Smaltz [US], Andreas Schumacher [CH].

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Oxidation of O-Allyl Hemiketal to Aldehyde

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Example 16

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Sodium periodate (48 mg, 0.23 mmol, 8.0 equiv) was added to an ice-cooled suspension of O-allyl hemiketal (14.9 mg, 0.028 mmol, 1 equiv), 2,6-lutidine (6.6 μL, 0.057 mmol, 2.0 equiv), and potassium osmate dihydrate (0.5 mg, 0.001 mmol, 0.05 equiv) in a mixture of THF (2 mL) and water (1 mL). After 5 min, the cooling bath was removed and the reaction flask was allowed to warm to 23° C. After 21 h, the suspension was diluted with dichloromethane (20 mL) and the diluted suspension was filtered through a short pad of Celite. The filtrate was concentrated. The residue was purified by preparatory HPLC (Agilent Prep-C18 column, 10 μm, 30×150 mm, UV detection at 270 nm, gradient elution with 40→90% acetonitrile in water, flow rate: 15 mL/min) to provide after concentration the pure aldehyde (8.6 mg, 58%). ¹H NMR (500 MHz, CDCl₃) δ: 14.81 (s, 1H), 9.85 (s, 1H), 7.46 (s, 1H), 5.23 (d, 1H, J=4.4 Hz), 4.83 (d, 1H, J=4.4 Hz), 4.73 (s, 1H), 4.55 (m, 2H), 3.78 (s, 3H), 3.63 (s, 3H), 3.45 (s, 3H), 3.04 (m, 2H), 2.92 (d, 1H, J=5.2 Hz), 2.83 (d, 1H, J=5.2 Hz), 2.73 (t, 2H, J=6.3 Hz), 2.59 (s, 3H), 2.09 (m, 2H); HRMS (ESI): Calcd for (C₂₇H₂₈O₁₁+Na)⁺ 551.1529, found 551.1538.

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Characterization of Radiolabeled Compounds

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All chemical reagents and solvents were purchased from commercial sources (Sigma-Aldrich, St. Louis, MO, USA; BroadPharm, San Diego, CA, USA; Fisher Scientific, Hampton, NH, USA) and used as received unless otherwise stated. For aqueous buffer solution preparation, Milli-Q water was obtained from a Millipore Gradient Milli-Q water system (Burlington, MA, USA). Nuclear magnetic resonance (NMR) spectra were recorded on a Bruker 400 MHz NMR (Billerica, MA, USA). Liquid Chromatography-Mass Spectrometry (LC-MS) of compounds were performed by an Agilent 6540 Accurate-Mass Quadrupole Time-of-Flight LC/MS system equipped with 1290 UPLC (Santa Clara, CA, USA). HPLC purifications were performed in an Agilent 1260 Infinity Preparative HPLC system equipped with 1260 photodiode array detector (PDA) and an Agilent Prep-C18 column (150 × 21.2 mm, 5 μm) (Santa Clara, CA, USA). The radiolabeled compounds were characterized by a Waters 600 HPLC system equipped with a Waters 2996 PDA (Milford, MA, USA) and an in-line Shell Jr. 2000 radio detector (Spotsylvania, VA, USA).

Debnath S., Hao G., Guan B., Thapa P., Hao J., Hammers H, & Sun X. (2022). Theranostic Small-Molecule Prodrug Conjugates for Targeted Delivery and Controlled Release of Toll-like Receptor 7 Agonists. International Journal of Molecular Sciences, 23(13), 7160.

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Synthesis of 13C-labeled L-cysteine

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[1-¹³C] l-cysteine 2 (0.50 g, 4.1 mmol) and sodium acetate trihydrate (1.11 g, 8.2 mmol) was dissolved in a degassed THF: water (90:10 v/v, 10 mL) solution and was stirred at room temperature for 20 min under nitrogen. The reaction was cooled to 0 °C and acetic anhydride (0.44 g, 4.3 mmol) was added dropwise. The reaction was stirred for 16 h at room temperature under nitrogen. The clear solution was cooled and acidified to pH 1 with concentrated HCl. The solvent was evaporated in vacuo and the product purified by RP-HPLC. Purification was performed using an Agilent Prep C18 column (5 µm, 50 × 100 mm) with a flow rate of 50 mL/min. A linear gradient of 5–35% acetonitrile with 0.1% TFA was used to elute the product 1 as a white, hygroscopic powder after lyophilization (0.41 g, 64%). ¹H-NMR (400 MHz, D₂O): δ 2.08 (3H, s, CH₃), 2.99 (2H, m, CH₂SH), 4.63 (1H, m, NHCH). ¹³C-NMR (400 MHz, D₂O): δ 23.45 (CH₃), 27.41 (CH₂SH), 57.51 (d, ¹J_C-C = 232 Hz, NHCH), 173.66 (CH₃C = O), 176.89 (COOH). m/z (ESI–MS +): 165.0 [M+H]⁺.

Yamamoto K., Opina A., Sail D., Blackman B., Saito K., Brender J.R., Malinowski R.M., Seki T., Oshima N., Crooks D.R., Kishimoto S., Saida Y., Otowa Y., Choyke P.L., Ardenkjær-Larsen J.H., Mitchell J.B., Linehan W.M., Swenson R.E, & Krishna M.C. (2021). Real-Time insight into in vivo redox status utilizing hyperpolarized [1-13C] N-acetyl cysteine. Scientific Reports, 11, 12155.

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Spectroscopic and Chromatographic Characterization

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Optical rotations were recorded on a JASCO P-2000 digital polarimeter. UV spectra were obtained on a GE Healthcare Ultrospec 9000 spectrophotometer. NMR spectra were collected on a Bruker DRX-400 NMR spectrometer with Cryoprobe, using 5-mm BBI (¹H, G-COSY, multiplicity-edited G-HSQC, and G-HMBC spectra) or BBO (¹³C spectra) probe heads equipped with z-gradients. Spectra were calibrated to residual protonated solvent signals (CD₃OD δ_H 3.30 and CD₃OD δ_C 49.0; DMSO-d₆ δ_H 2.49 and DMSO-d₆ δ_C 39.5). Preparative HPLC analysis was performed on the Agilent 1260 Infinity Preparative-Scale LC/MS Purification System, completed with Agilent 6130B single quadrupole mass spectrometer for LC and LC/MS Systems. The samples were separated on an Agilent Prep C18 column (100 × 30 mm) by gradient elution with a mixture of 0.1% formic acid in water (solvent A) and 0.1% formic acid in acetonitrile (solvent B). The HR-ESI-MS spectra were acquired on Agilent UHPLC 1290 Infinity coupled to Agilent 6540 accurate-mass quadrupole time-of-flight (QTOF) mass spectrometer equipped with a splitter and an ESI source. The analysis was performed with a C18 4.6 × 75 mm, 2.7 µm column at flowrate of 2 mL/min, under standard gradient condition of 0.1% formic acid in water and 0.1% formic acid in acetonitrile over 15 min.

Goh F., Zhang M.M., Lim T.R., Low K.N., Nge C.E., Heng E., Yeo W.L., Sirota F.L., Crasta S., Tan Z., Ng V., Leong C.Y., Zhang H., Lezhava A., Chen S.L., Hoon S.S., Eisenhaber F., Eisenhaber B., Kanagasundaram Y., Wong F.T, & Ng S.B. (2020). Identification and engineering of 32 membered antifungal macrolactone notonesomycins. Microbial Cell Factories, 19, 71.

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Synthesis of N-Acyl Hydrazone Conjugate

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Example 17

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6-(2,5-Dioxo-2,5-dihydro-1H-pyrrol-1-yl)hexanehydrazide hydrochloride (9.9 mg, 38 μmol, 5.0 equiv) was added to a solution of aldehyde (4.0 mg, 7.6 μmol, 1 equiv) in methanol (0.5 mL) at 23° C. After 90 min, ether (30 mL) was added, and the diluted solution was filtered through a short pad of Celite. The filtrate was concentrated. The residue was purified by preparatory HPLC (Agilent Prep-C18 column, 10 μm, 30×150 mm, UV detection at 270 nm, gradient elution with 40→90% acetonitrile in water, flow rate: 15 mL/min) to provide after concentration the pure N-acyl hydrazone (1.7 mg, 30%). ¹H NMR (500 MHz, CDCl₃) δ: 14.88 (s, 1H), 8.33 (s, 1H), 7.46 (s, 1H), 7.31 (t, 1H, J=5.2 Hz), 6.67 (s, 2H), 5.22 (d, 1H, J=4.0 Hz), 4.80 (d, 1H, J=4.0 Hz), 4.74 (s, 1H), 4.65 (m, 2H), 3.78 (s, 3H), 3.63 (s, 3H), 3.51 (m, 2H), 3.45 (s, 3H), 3.05 (m, 2H), 2.92 (d, 1H, J=5.6 Hz), 2.86 (d, 1H, J=5.2 Hz), 2.74 (m, 2H), 2.59 (m, 2H), 2.59 (s, 3H), 2.10 (m, 2H), 1.70-1.58 (m, 4H), 1.34 (m, 2H).

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Analytical Instrumentation and Chemicals

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Primary analytical instruments and chemicals used were as follows: Waters 600 HPLC (Waters, MA, USA) with an L-column2 ODS column (250 mm × i.d. 4.6 mm; particle size 5 μm); Agilent 218 Purification Systems (Agilent, Santa Clara, CA, USA) with a Prep-C18 column (50 mm × i.d. 30 mm; particle size 5 μm); Agilent 7890A GC (Agilent, CA, USA) with an HP-5 capillary column (30 m × i.d. 0.25 mm); MS spectrometers JEOL JMS-T100GCV, JMS-SX-102 (JEOL, Tokyo, Japan) and Agilent 7000C GC-MS/MS (Santa Clara, CA, USA) with an Agilent HP-5 glass capillary column (Agilent Technologies, 30 m × i.d. 0.32 mm) under the conditions of initial temperature of 100 °C for 1.5 min and heating at a rate of 60 °C min⁻¹ until 300 °C with a carrier gas of He; NMR spectrometers JEOL JNM-EX270 (JEOL, Tokyo, Japan) and Bruker AM 500 (Bruker, Bremen, Germany); ABI Prism 310 Genetic Analyzer (Applied Biosystems, CA, USA); StepOnePlus Real-Time PCR thermal cycling block (Applied Biosystems, CA, USA); trifluoromethanesulfonic acid-d (TfOD, Energy Chemical, Shanghai, China); L-phenylalanine (TCI, Tokyo, Japan); L-phenylalanine-[ring-²H₅] (Sigma-Aldrich, MO, USA); phenylacetic acid (PAA, Sigma-Aldrich, St. Luis, MO, USA). Other chemicals used for preliminary screenings in the present study were purchased from TCI and Wako (Osaka, Japan).

Wang M., Tachibana S., Murai Y., Li L., Lau S.Y., Cao M., Zhu G., Hashimoto M, & Hashidoko Y. (2016). Indole-3-Acetic Acid Produced by Burkholderia heleia Acts as a Phenylacetic Acid Antagonist to Disrupt Tropolone Biosynthesis in Burkholderia plantarii. Scientific Reports, 6, 22596.

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Synthesis and Characterization of O-Allyl Ketal

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Example 15

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Silver(I) oxide (29 mg, 0.12 mmol, 2.0 equiv) was added to a suspension of dideoxy-DC-45-A2 (30 mg, 0.062 mmol, 1 equiv) and anhydrous calcium sulfate (34 mg, 0.25 mmol, 4.0 equiv) in allyl bromide (2 mL) at 23° C. After 21 h, the mixture was diluted with ethyl acetate (20 mL) and the diluted suspension was filtered through a short pad of Celite. The filtrate was concentrated. The residue was purified by preparatory HPLC (Agilent Prep-C18 column, 10 μm, 30×150 mm, UV detection at 270 nm, gradient elution with 40→90% acetonitrile in water, flow rate: 15 mL/min) to provide after concentration the pure O-allyl ketal (14.9 mg, 46%). ¹H NMR (500 MHz, CDCl₃) δ: 14.79 (s, 1H), 7.43 (s, 1H), 6.1 (m, 1H), 5.39 (dd, 1H, J=17.7, 1.4 Hz), 5.21 (m, 2H), 4.81 (d, 1H, J=4.4 Hz), 4.76 (s, 1H), 4.55 (m, 2H), 3.78 (s, 3H), 3.63 (s, 3H), 3.44 (s, 3H), 3.06 (m, 2H), 2.89 (d, 1H, J=5.6 Hz), 2.86 (d, 1H, J=6.0 Hz), 2.73 (t, 2H, J=6.5 Hz), 2.59 (s, 3H), 2.10 (m, 2H).

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Metabolomic Profiling of Bioactive Compounds

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All nuclear magnetic resonance (NMR) spectra were recorded using Bruker DRX-400 NMR spectrometer with Cryoprobe. The HR-ESI-MS spectra were acquired on Agilent UHPLC 1290 Infinity coupled to Agilent 6540 accurate-mass quadrupole time-of-flight (QTOF) mass spectrometer equipped with a splitter and an ESI source. The small-scale crude extracts fractionation for assay testing were prepared at a concentration of 20 mg/mL and were fractionated on an Agilent Poroshell SB-C18 4.6 × 75 mm, 2.7 μm column at a flow rate of 2 mL/min, under a standard gradient condition of 0.1% formic acid (HCOOH) in water (solvent A) and 0.1% HCOOH in acetonitrile (solvent B) over 14 min using Agilent UHPLC 1290 Infinity coupled to Agilent 6540 accurate-mass quadrupole time-of-flight (QTOF) mass spectrometer system. The fractions were collected and dried in a 96-well microtiter plate using centrifugal evaporator. The dried fractions were tested against S. aureus, MRSA, and C. albicans and the active fractions were analysed by LCMS.
The large-scale compounds isolation of F4335 and F7180 were separated on an Agilent Prep C18 column (100 × 30 mm) by gradient elution with a mixture of 0.1% HCOOH in water (solvent A) and 0.1% HCOOH in acetonitrile (solvent B).

Munusamy M., Tan K., Nge C.E., Gakuubi M.M., Crasta S., Kanagasundaram Y, & Ng S.B. (2023). Diversity and Biosynthetic Potential of Fungi Isolated from St. John’s Island, Singapore. International Journal of Molecular Sciences, 24(2), 1033.

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