prep 1200 series, by Agilent Technologies - Product details

1

Analytical Characterization of Compounds

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HPLC spectra for all compounds were acquired using an Agilent 1200 series system with DAD detector. Chromatography was performed on a 2.1 mm × 150 mm Zorbax 300SB-C₁₈ 5 μm column with water containing 0.1% formic acid as solvent A and acetonitrile containing 0.1% formic acid as solvent B at a flow rate of 0.4 mL/min. The gradient program was as follows: 1% B (0–1 min), 1–99% B (1–4 min), and 99% B (4–8 min). High-resolution mass spectra (HRMS) data were acquired in positive ion mode using an Agilent G1969A API-TOF with an electrospray ionization (ESI) source. Nuclear magnetic resonance (NMR) spectra were acquired on a Bruker DRX-600 spectrometer (600 MHz ¹H, 150 MHz ¹³C) or a Varian Mercury spectrometer (400 MHz ¹H, 100 MHz ¹³C). Chemical shifts are reported in ppm (δ). Preparative HPLC was performed on Agilent Prep 1200 series with UV detector set to 254 nm. Samples were injected into a Phenomenex Luna 750 mm × 30 mm, 5 μm, C₁₈ column at room temperature. The flow rate was 40 mL/min. A linear gradient was used with 10% (or 50%) of MeOH (A) in H₂O (with 0.1% TFA) (B) to 100% of MeOH (A). HPLC was used to establish the purity of target compounds. All final compounds had >95% purity using the HPLC methods described above.

Xiong Y., Li F., Babault N., Dong A., Zeng H., Wu H., Chen X., Arrowsmith C.H., Brown P.J., Liu J., Vedadi M, & Jin J. (2017). Discovery of Potent and Selective Inhibitors for G9a-Like Protein (GLP) Lysine Methyltransferase. Journal of medicinal chemistry, 60(5), 1876-1891.

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2

Purification of Fmoc-Lysine Mimetics

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Reactions were carried out with commercially available reagents except Fmoc-lysine mimetics and room temperature was generally 22°C. Reverse phase column chromatography was performed with a Teledyne Isco CombiFlash®R_f 200 using C18 RediSep®R_f Gold columns with the UV detector set to 220 nm and 254 nm. Mobile phases of A (H₂O + 0.1% TFA) and B (methanol (MeOH) or acetonitrile (MeCN)) were used with default column gradients. Preparative HPLC was performed using an Agilent Prep 1200 series with the UV detector set to 220 nm and 254 nm. Samples were injected onto either a Phenomenex Luna 250 × 30 mm (5 μm) C18 column or a Phenomenex Luna 75 × 30 mm (5 μm) C18 column at room temperature. Mobile phases of A (H₂O + 0.1% TFA) and B (MeOH or MeCN) were used with a flow rate of 40 mL/min for the large column and 30 mL/min for the small column. A general gradient of 0–22 minutes increasing from 10 to 100% B, followed by a 100% B flush for another 8 minutes. Small variations in this purification method were made as needed to achieve ideal separation for each compound.

Suh J.L., Bsteh D., Hart B., Si Y., Weaver T.M., Pribitzer C., Lau R., Soni S., Ogana H., Rectenwald J.M., Norris J.L., Cholensky S.H., Sagum C., Umana J.D., Li D., Hardy B., Bedford M.T., Mumenthaler S.M., Lenz H.J., Kim Y.M., Wang G.G., Pearce K.H., James L.I., Kireev D.B., Musselman C.A., Frye S.V, & Bell O. (2021). Reprogramming CBX8-PRC1 function with a positive allosteric modulator. Cell chemical biology, 29(4), 555-571.e11.

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3

HPLC and Mass Spectrometry Analysis

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HPLC spectra for all compounds were acquired using an Agilent 1200 Series system with DAD detector. Chromatography was performed on a 2.1 × 150 mm Zorbax 300SB-C₁₈ 5 μm column with water containing 0.1% formic acid as solvent A and acetonitrile containing 0.1% formic acid as solvent B at a flow rate of 0.4 mL/min. The gradient program was as follows: 1% B (0–1 min), 1–99% B (1–4 min), and 99% B (4–8 min). High-resolution mass spectra (HRMS) data were acquired in positive-ion mode using an Agilent G1969A API-TOF with an electrospray ionization (ESI) source. Nuclear Magnetic Resonance (NMR) spectra were acquired on a Bruker DRX-600 spectrometer (600 MHz ¹H, 150 MHz ¹³C). Chemical shifts are reported in ppm (δ). Preparative HPLC was performed on Agilent Prep 1200 series with UV detector set to 254 nm. Samples were injected into a Phenomenex Luna 250 × 30 mm, 5 μm, C₁₈ column at room temperature. The flow rate was 40 mL/min. A linear gradient was used with 10% (or 50%) of MeOH (A) in H₂O (with 0.1% TFA) (B) to 100% of MeOH (A). HPLC was used to establish the purity of target compounds. All final compounds had >95% purity using the HPLC methods described above.

Babault N., Allali-Hassani A., Li F., Fan J., Yue A., Ju K., Liu F., Vedadi M., Liu J, & Jin J. (2018). Discovery of Bisubstrate Inhibitors of Nicotinamide N-Methyltransferase (NNMT). Journal of medicinal chemistry, 61(4), 1541-1551.

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4

Purification and Characterization of Organic Compounds

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HPLC spectra for all compounds were acquired using an Agilent 1200 Series system with DAD detector. Chromatography was performed on a 2.1×150 mm Zorbax 300SB-C₁₈ 5 μm column with water containing 0.1% formic acid as solvent A and acetonitrile containing 0.1% formic acid as solvent B at a flow rate of 0.4 mL/min. The gradient program was as follows: 1% B (0–1 min), 1–99% B (1–4 min), and 99% B (4–8 min). High-resolution mass spectra (HRMS) data were acquired in positive ion mode using an Agilent G1969A API-TOF with an electrospray ionization (ESI) source. Nuclear Magnetic Resonance (NMR) spectra were acquired on a Bruker DRX-600 spectrometer (600 MHz ¹H, 150 MHz ¹³C) or a Varian Mercury spectrometer (400 MHz ¹H, 100 MHz ¹³C). Chemical shifts are reported in ppm (δ). Preparative HPLC was performed on Agilent Prep 1200 series with UV detector set to 254 nm. Samples were injected into a Phenomenex Luna 75 x 30 mm, 5 μm, C₁₈ column at room temperature. The flow rate was 40 mL/min. A linear gradient was used with 10% (or 50%) of MeOH (A) in H₂O (with 0.1 % TFA) (B) to 100% of MeOH (A). HPLC was used to establish the purity of target compounds. All final compounds had > 95% purity using the HPLC methods described above.

Wu X., Yang X., Xiong Y., Li R., Ito T., Ahmed T.A., Karoulia Z., Adamopoulos C., Wang H., Wang L., Xie L., Liu J., Ueberheide B., Aaronson S.A., Chen X., Buchanan S.G., Sellers W.R., Jin J, & Poulikakos P.I. (2021). Distinct CDK6 complexes determine tumor cell response to CDK4/6 inhibitors and degraders. Nature cancer, 2(4), 429-443.

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5

Purification and Characterization of Organic Compounds

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HPLC spectra for all compounds were acquired using an Agilent 1200 Series system with DAD detector. Chromatography was performed on a 2.1×150 mm Zorbax 300SB-C₁₈ 5 μm column with water containing 0.1% formic acid as solvent A and acetonitrile containing 0.1% formic acid as solvent B at a flow rate of 0.4 mL/min. The gradient program was as follows: 1% B (0–1 min), 1–99% B (1–4 min), and 99% B (4–8 min). High-resolution mass spectra (HRMS) data were acquired in positive ion mode using an Agilent G1969A API-TOF with an electrospray ionization (ESI) source. Nuclear Magnetic Resonance (NMR) spectra were acquired on a Bruker DRX-600 spectrometer (600 MHz ¹H, 150 MHz ¹³C) or a Varian Mercury spectrometer (400 MHz ¹H, 100 MHz ¹³C). Chemical shifts are reported in ppm (δ). Preparative HPLC was performed on Agilent Prep 1200 series with UV detector set to 254 nm. Samples were injected into a Phenomenex Luna 75 x 30 mm, 5 μm, C₁₈ column at room temperature. The flow rate was 40 mL/min. A linear gradient was used with 10% (or 50%) of MeOH (A) in H₂O (with 0.1 % TFA) (B) to 100% of MeOH (A). HPLC was used to establish the purity of target compounds. All final compounds had > 95% purity using the HPLC methods described above.

Wu X., Yang X., Xiong Y., Li R., Ito T., Ahmed T.A., Karoulia Z., Adamopoulos C., Wang H., Wang L., Xie L., Liu J., Ueberheide B., Aaronson S.A., Chen X., Buchanan S.G., Sellers W.R., Jin J, & Poulikakos P.I. (2021). Distinct CDK6 complexes determine tumor cell response to CDK4/6 inhibitors and degraders. Nature cancer, 2(4), 429-443.

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6

Purification of Fmoc-Lysine Mimetics

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Reactions were carried out with commercially available reagents except Fmoc-lysine mimetics and room temperature was generally 22°C. Reverse phase column chromatography was performed with a Teledyne Isco CombiFlash®R_f 200 using C18 RediSep®R_f Gold columns with the UV detector set to 220 nm and 254 nm. Mobile phases of A (H₂O + 0.1% TFA) and B (methanol (MeOH) or acetonitrile (MeCN)) were used with default column gradients. Preparative HPLC was performed using an Agilent Prep 1200 series with the UV detector set to 220 nm and 254 nm. Samples were injected onto either a Phenomenex Luna 250 × 30 mm (5 μm) C18 column or a Phenomenex Luna 75 × 30 mm (5 μm) C18 column at room temperature. Mobile phases of A (H₂O + 0.1% TFA) and B (MeOH or MeCN) were used with a flow rate of 40 mL/min for the large column and 30 mL/min for the small column. A general gradient of 0–22 minutes increasing from 10 to 100% B, followed by a 100% B flush for another 8 minutes. Small variations in this purification method were made as needed to achieve ideal separation for each compound.

Suh J.L., Bsteh D., Hart B., Si Y., Weaver T.M., Pribitzer C., Lau R., Soni S., Ogana H., Rectenwald J.M., Norris J.L., Cholensky S.H., Sagum C., Umana J.D., Li D., Hardy B., Bedford M.T., Mumenthaler S.M., Lenz H.J., Kim Y.M., Wang G.G., Pearce K.H., James L.I., Kireev D.B., Musselman C.A., Frye S.V, & Bell O. (2021). Reprogramming CBX8-PRC1 function with a positive allosteric modulator. Cell chemical biology, 29(4), 555-571.e11.

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7

Analytical Characterization of Organic Compounds

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HPLC spectra for all compounds were acquired using an Agilent 1200 Series system with DAD detector. Chromatography was performed on a 2.1 × 150 mm Zorbax 300 SB-C18 5 μm column with water containing 0.1% formic acid as solvent A and acetonitrile containing 0.1% formic acid as solvent B at a flow rate of 0.4 mL/min. The gradient program was as follows: 1% B (0–1 min), 1–99% B (1–4 min), and 99% B (4–8 min). High resolution mass spectra (HRMS) data were acquired in positive ion mode using an Agilent G1969A API-TOF with an electrospray ionization (ESI) source. Nuclear Magnetic Resonance (NMR) spectra were acquired on a Bruker DRX-600 spectrometer with 600 MHz for proton (¹H-NMR) and 150 MHz for carbon (¹³C-NMR); chemical shifts are reported in ppm (δ). Preparative HPLC was performed on Agilent Prep 1200 series with UV detector set to 254 nm. Samples were injected onto a Phenomenex Luna 75 × 30 mm, 5 μm, C18 column at room temperature. The flow rate was 30 mL/min. A linear gradient was used with 10% (or 50%) of MeOH (A) in H₂O (with 0.1% TFA) (B) to 100% of MeOH (A). HPLC was used to establish the purity of target compounds. All final compounds had >95% purity using the HPLC methods described above.

Chen S., Wiewiora R.P., Meng F., Babault N., Ma A., Yu W., Qian K., Hu H., Zou H., Wang J., Fan S., Blum G., Pittella-Silva F., Beauchamp K.A., Tempel W., Jiang H., Chen K., Skene R.J., Zheng Y.G., Brown P.J., Jin J., Luo C., Chodera J.D, & Luo M. (2019). The dynamic conformational landscape of the protein methyltransferase SETD8. eLife, 8, e45403.

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8

Purification and Analysis by Chromatography

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Chemicals were purchased from commercial suppliers and used without further purification. Thin-layer chromatography was performed on glass plates coated with 60 F₂₅₄ silica. Flash chromatography was carried out using a Teledyne Isco Combiflash Rf200, Rf200i or NextGen 300+ automated flash system with RediSep Rf normal phase or C18 RediSep Rf Gold reverse phase silica gel pre-packed columns. Fractions were collected at 220 and/or 254 nm. Preparative HPLC was performed using an Agilent Prep 1200 series with the UV detector set to 220 and 254 nm. Samples were injected onto either a Phenomenex Luna 250 × 30 mm (5 μm) C18 column or a Phenomenex Luna 75 × 30 mm (5 μm) C18 column at room temperature.

Kandori H., Kinoshita N., Yamazaki Y., Maeda A., Shichida Y., Needleman R., Lanyi J.K., Bizounok M., Herzfeld J., Raap J, & Lugtenburg J. (2000). Local and distant protein structural changes on photoisomerization of the retinal in bacteriorhodopsin. Proceedings of the National Academy of Sciences of the United States of America, 97(9), 4643-4648.

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9

Analytical characterization of compounds

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HPLC spectra for all compounds
were acquired using an Agilent 6110 series system with UV detector
set to 254 nm. Samples were injected (5 μL) onto an Agilent
Eclipse Plus 4.6 mm × 50 mm, 1.8 μm C18 column at room
temperature. A linear gradient from 10% to 100% B (MeOH + 0.1% acetic
acid) in 5.0 min was followed by pumping 100% B for another 2 min
with A being H₂O + 0.1% acetic acid. The flow rate was
1.0 mL/min. Mass spectra data were acquired in positive ion mode using
an Agilent 6110 single quadrupole mass spectrometer with an electrospray
ionization (ESI) source. Nuclear magnetic resonance (NMR) spectra
were recorded at Varian Mercury spectrometer with 400 MHz for proton
(¹H NMR) and 100 MHz for carbon (¹³C NMR). Chemical
shifts are reported in ppm (δ). Preparative HPLC was performed
on Agilent Prep 1200 series with UV detector set to 254 nm. Samples
were injected onto a Phenomenex Luna 75 mm × 30 mm, 5 μm
C₁₈ column at room temperature. The flow rate was 30 mL/min.
A linear gradient was used with 10% (or 50%) of MeOH (A) in 0.1% TFA
in H₂O (B) to 100% of MeOH (A). HPLC was used to establish
the purity of target compounds. All compounds had >95% purity using
the HPLC methods described above. High-resolution (positive ion) mass
spectrometry (HRMS) for compound 1 was performed using
a Thermo LTqFT mass spectrometer under FT control at 100 000
resolution.

Ma A., Yu W., Li F., Bleich R.M., Herold J.M., Butler K.V., Norris J.L., Korboukh V., Tripathy A., Janzen W.P., Arrowsmith C.H., Frye S.V., Vedadi M., Brown P.J, & Jin J. (2014). Discovery of a Selective, Substrate-Competitive Inhibitor of the Lysine Methyltransferase SETD8. Journal of Medicinal Chemistry, 57(15), 6822-6833.

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10

Quantitative Analysis of Synthetic Compounds

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HPLC spectra for all compounds were acquired using an Agilent 1200 Series system with DAD detector. Chromatography was performed on a 2.1×150 mm Zorbax 300SB-C₁₈ 5 μm column with water containing 0.1% formic acid as solvent A and acetonitrile containing 0.1% formic acid as solvent B at a flow rate of 0.4 mL/min. The gradient program was as follows: 1% B (0−1 min), 1−99% B (1−4 min), and 99% B (4−8 min). High-resolution mass spectra (HRMS) data were acquired in positive ion mode using an Agilent G1969A API-TOF with an electrospray ionization (ESI) source. Nuclear Magnetic Resonance (NMR) spectra were acquired on a Bruker DRX-600 spectrometer (600 MHz ¹H, 150 MHz ¹³C) or a Varian Mercury spectrometer (400 MHz ¹H, 100 MHz ¹³C). Chemical shifts are reported in ppm (δ). Preparative HPLC was performed on Agilent Prep 1200 series with UV detector set to 254 nm. Samples were injected into a Phenomenex Luna 75 × 30 mm, 5 μm, C₁₈ column at room temperature. The flow rate was 40 mL/min. A linear gradient was used with 10% (or 50%) of MeOH (A) in H₂O (with 0.1 % TFA) (B) to 100% of MeOH (A). HPLC was used to establish the purity of target compounds. All final compounds had > 95% purity using the HPLC methods described above. Synthesis schemes and compound purification details can be found in Supplementary Note 1.

McCorvy J.D., Wacker D., Wang S., Agegnehu B., Liu J., Lansu K., Tribo A.R., Olsen R.H., Che T., Jin J, & Roth B.L. (2018). Structural Determinants of 5-HT2B Receptor Activation and Biased Agonism. Nature structural & molecular biology, 25(9), 787-796.

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Prep 1200 series

Lab products found in correlation

11 protocols using prep 1200 series

Analytical Characterization of Compounds

Purification of Fmoc-Lysine Mimetics

HPLC and Mass Spectrometry Analysis

Purification and Characterization of Organic Compounds

Purification and Characterization of Organic Compounds

Purification of Fmoc-Lysine Mimetics

Analytical Characterization of Organic Compounds

Purification and Analysis by Chromatography

Analytical characterization of compounds

Quantitative Analysis of Synthetic Compounds

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