Structured Review

Phenomenex preparative reverse phase hplc
Preparative Reverse Phase Hplc, supplied by Phenomenex, used in various techniques. Bioz Stars score: 91/100, based on 28 PubMed citations. ZERO BIAS - scores, article reviews, protocol conditions and more
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Average 91 stars, based on 28 article reviews
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preparative reverse phase hplc - by Bioz Stars, 2020-11
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High Performance Liquid Chromatography:

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (10% MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 20 mL/min with a gradient of 10–40% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 9.90 minutes ( k ′ = 2.3) and the appropriate fractions were pooled and lyophilized to afford the title compound (145 mg, 38% yield over 2 steps) as a white powder: 1 H NMR (600 MHz, CD3 OD) δ 1.29 (t, J = 7.3 Hz, 9H), 3.14 (q, J = 7.3 Hz, 6H), 3.37–3.39 (m, 1H), 3.44 (dd, J = 13.6, 3.2 Hz, 1H), 4.25–4.29 (m, 1H), 4.66 (dt, J = 14.6, 5.3, Hz, 1H), 5.52 (dt, J = 52.6, 4.0 Hz, 1H), 6.21 (dd, J = 16.1, 3.5, 1H), 6.80 (t, J = 7.5 Hz, 1H), 6.82 (d, J = 8.2 Hz, 1H), 7.25–7.33 (m, 1H), 7.91 (dd, J = 7.9, 1.7, Hz, 1H), 8.29 (s, 1H), 8.24 (s, 1H); 13 C NMR (150 MHz, CD3 OD) δ 8.3, 44.3, 46.7, 70.1 (d, 2 J C-F = 15.9 Hz), 82.6, 87.1 (d, 2 J C-F = 33.0 Hz), 92.7 (d, 1 J C-F = 190 Hz), 116.6, 118.1, 119.4, 129.7, 132.9, 139.9, 148.8, 152.9, 155.8, 160.2, 173.0 (missing 1 aryl C); HRMS (ESI–) calcd for C17 H17 FN7 O6 S [M – Et3 NH]− 466.0951, found 466.0988 (7.9 ppm error).

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (10% MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 25 mL/min with 30% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 12.0 minutes ( k ′ = 3.1) and the appropriate fractions were pooled and lyophilized to afford the title compound (95 mg, 45% over 2 steps) as a white powder: 1 H NMR (400 MHz, CD3 OD) δ 1.21 (t, J = 7.3 Hz, 14H, excess Et3 N), 2.98 (q, J = 7.3 Hz, 10H, excess Et3 N), 3.35–3.30 (ovlp m, 1H), 3.47 (dd, J = 13.5, 3.5 Hz, 1H), 4.19–4.25 (m, 1H), 4.80–4.86 (ovlp m, 1H), 5.57 (ddd, J = 53.2, 4.9, 2.2 Hz, 1H), 6.28 (dd, J = 19.1, 2.1 Hz, 1H), 6.71–6.78 (m, 2H), 7.22–7.27 (m, 1H), 7.37–7.45 (m, 3H), 7.83 (dd, J = 7.8, 1.7 Hz, 1H), 8.27 (s, 1H), 8.31–8.37 (m, 2H); 13 C NMR (100 MHz, CD3 OD) δ 9.9, 46.0, 47.7, 71.8 (d, 2 J C-F = 16.2 Hz), 82.9, 88.6 (d, 2 J C-F = 34.3 Hz), 95.0 (d, 1 J C-F = 187 Hz), 117.9, 119.2, 121.0, 129.32, 129.37, 129.39, 130.94, 130.97, 134.0, 139.7, 141.7, 151.6, 157.3, 161.3, 161.9, 174.6; HRMS (ESI+) calcd for C23 H22 FN7 O6 SNa [M – Et3 N + Na]+ 566.1229, found 566.1250 (3.7 ppm error).

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (1:9 MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 25 mL/min with 25% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 13.3 minutes ( k ′ = 3.5) and the appropriate fractions were pooled and lyophilized to afford the title compound (0.044 g, 34% yield over 2 steps) as a white powder: 1 H NMR (400 MHz, CD3 OD) δ 1.22 (t, J = 7.3 Hz, 9H), 2.30–2.47 (m, 1H), 2.59 (dddd, J = 39.0, 14.9, 10.2, 5.0 Hz, 1H), 2.99 (q, J = 7.2 Hz, 6H), 3.26 (dd, J = 13.6, 5.5 Hz, 1H), 3.39 (dd, J = 13.5, 3.8 Hz, 1H), 4.57–4.65 (m, 1H), 5.60 (dd, J = 52.1, 4.8 Hz, 1H), 6.24 (d, J = 18.3 Hz, 1H), 6.74–6.80 (m, 2H), 7.24–7.29 (m, 1H), 7.87 (dd, J = 7.8, 1.8 Hz, 1H), 8.21 (s, 1H), 8.31 (s, 1H); 13 C NMR (100 MHz, CD3 OD) δ 9.4, 35.3 (d, 2 J C-F = 20.6 Hz) 47.4, 48.0, 81.1, 91.3 (d, 2 J C-F = 36.7 Hz), 97.9 (d, 1 J C-F = 180 Hz), 117.9, 119.2, 121.0, 131.0, 134.1, 141.0, 150.2, 154.1, 157.4, 162.0, 174.4 (missing 1 aryl C); HRMS (ESI–) calcd for C17 H17 FN7 O5 S [M – Et3 NH]− 450.1001, found 450.1007 (1.3 ppm error).

Article Title: ?-Hairpin Peptide That Targets Vascular Endothelial Growth Factor (VEGF) Receptors
Article Snippet: .. All crude products were purified by preparative reverse phase HPLC using a C12 column (Jupiter Proteo, 25 × 2.2 cm, 90 Å, 10 μm; Phenomenex). .. Peptide analysis was performed on an LC-MS instrument (LCQ DECA XP, ThermoFinnigan) equipped with diode array detector combined with an electrospray ion source and an ion trap mass analyzer using a C18 column (Jupiter, 50 × 2 mm, 5 μm, 300 Å; Phenomenex) and a linear gradient of H2 O (0.1% TFA) and CH3 CN (0.1% TFA) from 5 to 70% CH3 CN in 30 min. All peptides showed a purity above 95% based on the chromatographic peak area revealed at 210 nm: HPLW MS m / z calcd, 2168.5 atomic mass units; found, 2167.9; scHPLW MS m / z calcd, 2168.5 atomic mass units; found, 2168.4; fluorescein-HPLW MS m / z calcd, 2640.0 atomic mass units; found, 2638.9; fluorescein-scHPLW MS m / z calcd, 2640.0 atomic mass units; found, 2639.2 atomic mass units.

Article Title: Stereocontrolled enantioselective total synthesis of the [2+2] quadrigemine alkaloids
Article Snippet: .. The three diastereomers could be further purified by preparative reverse-phase HPLC (Phenomenex Gemini-NX, 250 × 21.2 mm), 80:20 MeCN-H2 O (1% NH4 OH), 25 mL/min, UV detection at 254 nm; to afford 74 mg (62%) of 12 (rt = 30.9 min), 17 mg (14%) of 13 (rt = 37.6 min), and 8 mg (7%) of 14 (rt = 23.7 min) as colorless foams. ..

Article Title: Optimization of fluorophores for chemical tagging and immunohistochemistry of Drosophila neurons
Article Snippet: .. Reaction products were purified by preparative reverse phase HPLC (Phenomenex Gemini–NX 30 mm × 150 mm 5 μm C18 column). .. Analytical HPLC analysis was performed with an Agilent Eclipse XDB 4.6 mm × 150 mm 5 μm C18 column under the indicated conditions.

Article Title: Molecular Recognition of Lipid II by Lantibiotics: Synthesis and Conformational Studies of Analogues of Nisin and Mutacin Rings A and B
Article Snippet: .. The crude peptide was purified by preparative reverse-phase HPLC using a semi-prep Phenomenex Onyx C18 100 × 10 mm column. .. A linear solvent gradient of 5–50% MeCN (0.1% TFA) in H2 O (0.1% TFA) over 20 min at a flow rate of 2 mL min–1 was used.

Flow Cytometry:

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (10% MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 20 mL/min with a gradient of 10–40% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 9.90 minutes ( k ′ = 2.3) and the appropriate fractions were pooled and lyophilized to afford the title compound (145 mg, 38% yield over 2 steps) as a white powder: 1 H NMR (600 MHz, CD3 OD) δ 1.29 (t, J = 7.3 Hz, 9H), 3.14 (q, J = 7.3 Hz, 6H), 3.37–3.39 (m, 1H), 3.44 (dd, J = 13.6, 3.2 Hz, 1H), 4.25–4.29 (m, 1H), 4.66 (dt, J = 14.6, 5.3, Hz, 1H), 5.52 (dt, J = 52.6, 4.0 Hz, 1H), 6.21 (dd, J = 16.1, 3.5, 1H), 6.80 (t, J = 7.5 Hz, 1H), 6.82 (d, J = 8.2 Hz, 1H), 7.25–7.33 (m, 1H), 7.91 (dd, J = 7.9, 1.7, Hz, 1H), 8.29 (s, 1H), 8.24 (s, 1H); 13 C NMR (150 MHz, CD3 OD) δ 8.3, 44.3, 46.7, 70.1 (d, 2 J C-F = 15.9 Hz), 82.6, 87.1 (d, 2 J C-F = 33.0 Hz), 92.7 (d, 1 J C-F = 190 Hz), 116.6, 118.1, 119.4, 129.7, 132.9, 139.9, 148.8, 152.9, 155.8, 160.2, 173.0 (missing 1 aryl C); HRMS (ESI–) calcd for C17 H17 FN7 O6 S [M – Et3 NH]− 466.0951, found 466.0988 (7.9 ppm error).

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (10% MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 25 mL/min with 30% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 12.0 minutes ( k ′ = 3.1) and the appropriate fractions were pooled and lyophilized to afford the title compound (95 mg, 45% over 2 steps) as a white powder: 1 H NMR (400 MHz, CD3 OD) δ 1.21 (t, J = 7.3 Hz, 14H, excess Et3 N), 2.98 (q, J = 7.3 Hz, 10H, excess Et3 N), 3.35–3.30 (ovlp m, 1H), 3.47 (dd, J = 13.5, 3.5 Hz, 1H), 4.19–4.25 (m, 1H), 4.80–4.86 (ovlp m, 1H), 5.57 (ddd, J = 53.2, 4.9, 2.2 Hz, 1H), 6.28 (dd, J = 19.1, 2.1 Hz, 1H), 6.71–6.78 (m, 2H), 7.22–7.27 (m, 1H), 7.37–7.45 (m, 3H), 7.83 (dd, J = 7.8, 1.7 Hz, 1H), 8.27 (s, 1H), 8.31–8.37 (m, 2H); 13 C NMR (100 MHz, CD3 OD) δ 9.9, 46.0, 47.7, 71.8 (d, 2 J C-F = 16.2 Hz), 82.9, 88.6 (d, 2 J C-F = 34.3 Hz), 95.0 (d, 1 J C-F = 187 Hz), 117.9, 119.2, 121.0, 129.32, 129.37, 129.39, 130.94, 130.97, 134.0, 139.7, 141.7, 151.6, 157.3, 161.3, 161.9, 174.6; HRMS (ESI+) calcd for C23 H22 FN7 O6 SNa [M – Et3 N + Na]+ 566.1229, found 566.1250 (3.7 ppm error).

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (1:9 MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 25 mL/min with 25% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 13.3 minutes ( k ′ = 3.5) and the appropriate fractions were pooled and lyophilized to afford the title compound (0.044 g, 34% yield over 2 steps) as a white powder: 1 H NMR (400 MHz, CD3 OD) δ 1.22 (t, J = 7.3 Hz, 9H), 2.30–2.47 (m, 1H), 2.59 (dddd, J = 39.0, 14.9, 10.2, 5.0 Hz, 1H), 2.99 (q, J = 7.2 Hz, 6H), 3.26 (dd, J = 13.6, 5.5 Hz, 1H), 3.39 (dd, J = 13.5, 3.8 Hz, 1H), 4.57–4.65 (m, 1H), 5.60 (dd, J = 52.1, 4.8 Hz, 1H), 6.24 (d, J = 18.3 Hz, 1H), 6.74–6.80 (m, 2H), 7.24–7.29 (m, 1H), 7.87 (dd, J = 7.8, 1.8 Hz, 1H), 8.21 (s, 1H), 8.31 (s, 1H); 13 C NMR (100 MHz, CD3 OD) δ 9.4, 35.3 (d, 2 J C-F = 20.6 Hz) 47.4, 48.0, 81.1, 91.3 (d, 2 J C-F = 36.7 Hz), 97.9 (d, 1 J C-F = 180 Hz), 117.9, 119.2, 121.0, 131.0, 134.1, 141.0, 150.2, 154.1, 157.4, 162.0, 174.4 (missing 1 aryl C); HRMS (ESI–) calcd for C17 H17 FN7 O5 S [M – Et3 NH]− 450.1001, found 450.1007 (1.3 ppm error).

Chromatography:

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (10% MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 20 mL/min with a gradient of 10–40% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 9.90 minutes ( k ′ = 2.3) and the appropriate fractions were pooled and lyophilized to afford the title compound (145 mg, 38% yield over 2 steps) as a white powder: 1 H NMR (600 MHz, CD3 OD) δ 1.29 (t, J = 7.3 Hz, 9H), 3.14 (q, J = 7.3 Hz, 6H), 3.37–3.39 (m, 1H), 3.44 (dd, J = 13.6, 3.2 Hz, 1H), 4.25–4.29 (m, 1H), 4.66 (dt, J = 14.6, 5.3, Hz, 1H), 5.52 (dt, J = 52.6, 4.0 Hz, 1H), 6.21 (dd, J = 16.1, 3.5, 1H), 6.80 (t, J = 7.5 Hz, 1H), 6.82 (d, J = 8.2 Hz, 1H), 7.25–7.33 (m, 1H), 7.91 (dd, J = 7.9, 1.7, Hz, 1H), 8.29 (s, 1H), 8.24 (s, 1H); 13 C NMR (150 MHz, CD3 OD) δ 8.3, 44.3, 46.7, 70.1 (d, 2 J C-F = 15.9 Hz), 82.6, 87.1 (d, 2 J C-F = 33.0 Hz), 92.7 (d, 1 J C-F = 190 Hz), 116.6, 118.1, 119.4, 129.7, 132.9, 139.9, 148.8, 152.9, 155.8, 160.2, 173.0 (missing 1 aryl C); HRMS (ESI–) calcd for C17 H17 FN7 O6 S [M – Et3 NH]− 466.0951, found 466.0988 (7.9 ppm error).

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (10% MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 25 mL/min with 30% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 12.0 minutes ( k ′ = 3.1) and the appropriate fractions were pooled and lyophilized to afford the title compound (95 mg, 45% over 2 steps) as a white powder: 1 H NMR (400 MHz, CD3 OD) δ 1.21 (t, J = 7.3 Hz, 14H, excess Et3 N), 2.98 (q, J = 7.3 Hz, 10H, excess Et3 N), 3.35–3.30 (ovlp m, 1H), 3.47 (dd, J = 13.5, 3.5 Hz, 1H), 4.19–4.25 (m, 1H), 4.80–4.86 (ovlp m, 1H), 5.57 (ddd, J = 53.2, 4.9, 2.2 Hz, 1H), 6.28 (dd, J = 19.1, 2.1 Hz, 1H), 6.71–6.78 (m, 2H), 7.22–7.27 (m, 1H), 7.37–7.45 (m, 3H), 7.83 (dd, J = 7.8, 1.7 Hz, 1H), 8.27 (s, 1H), 8.31–8.37 (m, 2H); 13 C NMR (100 MHz, CD3 OD) δ 9.9, 46.0, 47.7, 71.8 (d, 2 J C-F = 16.2 Hz), 82.9, 88.6 (d, 2 J C-F = 34.3 Hz), 95.0 (d, 1 J C-F = 187 Hz), 117.9, 119.2, 121.0, 129.32, 129.37, 129.39, 130.94, 130.97, 134.0, 139.7, 141.7, 151.6, 157.3, 161.3, 161.9, 174.6; HRMS (ESI+) calcd for C23 H22 FN7 O6 SNa [M – Et3 N + Na]+ 566.1229, found 566.1250 (3.7 ppm error).

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (1:9 MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 25 mL/min with 25% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 13.3 minutes ( k ′ = 3.5) and the appropriate fractions were pooled and lyophilized to afford the title compound (0.044 g, 34% yield over 2 steps) as a white powder: 1 H NMR (400 MHz, CD3 OD) δ 1.22 (t, J = 7.3 Hz, 9H), 2.30–2.47 (m, 1H), 2.59 (dddd, J = 39.0, 14.9, 10.2, 5.0 Hz, 1H), 2.99 (q, J = 7.2 Hz, 6H), 3.26 (dd, J = 13.6, 5.5 Hz, 1H), 3.39 (dd, J = 13.5, 3.8 Hz, 1H), 4.57–4.65 (m, 1H), 5.60 (dd, J = 52.1, 4.8 Hz, 1H), 6.24 (d, J = 18.3 Hz, 1H), 6.74–6.80 (m, 2H), 7.24–7.29 (m, 1H), 7.87 (dd, J = 7.8, 1.8 Hz, 1H), 8.21 (s, 1H), 8.31 (s, 1H); 13 C NMR (100 MHz, CD3 OD) δ 9.4, 35.3 (d, 2 J C-F = 20.6 Hz) 47.4, 48.0, 81.1, 91.3 (d, 2 J C-F = 36.7 Hz), 97.9 (d, 1 J C-F = 180 Hz), 117.9, 119.2, 121.0, 131.0, 134.1, 141.0, 150.2, 154.1, 157.4, 162.0, 174.4 (missing 1 aryl C); HRMS (ESI–) calcd for C17 H17 FN7 O5 S [M – Et3 NH]− 450.1001, found 450.1007 (1.3 ppm error).

Purification:

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (10% MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 20 mL/min with a gradient of 10–40% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 9.90 minutes ( k ′ = 2.3) and the appropriate fractions were pooled and lyophilized to afford the title compound (145 mg, 38% yield over 2 steps) as a white powder: 1 H NMR (600 MHz, CD3 OD) δ 1.29 (t, J = 7.3 Hz, 9H), 3.14 (q, J = 7.3 Hz, 6H), 3.37–3.39 (m, 1H), 3.44 (dd, J = 13.6, 3.2 Hz, 1H), 4.25–4.29 (m, 1H), 4.66 (dt, J = 14.6, 5.3, Hz, 1H), 5.52 (dt, J = 52.6, 4.0 Hz, 1H), 6.21 (dd, J = 16.1, 3.5, 1H), 6.80 (t, J = 7.5 Hz, 1H), 6.82 (d, J = 8.2 Hz, 1H), 7.25–7.33 (m, 1H), 7.91 (dd, J = 7.9, 1.7, Hz, 1H), 8.29 (s, 1H), 8.24 (s, 1H); 13 C NMR (150 MHz, CD3 OD) δ 8.3, 44.3, 46.7, 70.1 (d, 2 J C-F = 15.9 Hz), 82.6, 87.1 (d, 2 J C-F = 33.0 Hz), 92.7 (d, 1 J C-F = 190 Hz), 116.6, 118.1, 119.4, 129.7, 132.9, 139.9, 148.8, 152.9, 155.8, 160.2, 173.0 (missing 1 aryl C); HRMS (ESI–) calcd for C17 H17 FN7 O6 S [M – Et3 NH]− 466.0951, found 466.0988 (7.9 ppm error).

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (10% MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 25 mL/min with 30% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 12.0 minutes ( k ′ = 3.1) and the appropriate fractions were pooled and lyophilized to afford the title compound (95 mg, 45% over 2 steps) as a white powder: 1 H NMR (400 MHz, CD3 OD) δ 1.21 (t, J = 7.3 Hz, 14H, excess Et3 N), 2.98 (q, J = 7.3 Hz, 10H, excess Et3 N), 3.35–3.30 (ovlp m, 1H), 3.47 (dd, J = 13.5, 3.5 Hz, 1H), 4.19–4.25 (m, 1H), 4.80–4.86 (ovlp m, 1H), 5.57 (ddd, J = 53.2, 4.9, 2.2 Hz, 1H), 6.28 (dd, J = 19.1, 2.1 Hz, 1H), 6.71–6.78 (m, 2H), 7.22–7.27 (m, 1H), 7.37–7.45 (m, 3H), 7.83 (dd, J = 7.8, 1.7 Hz, 1H), 8.27 (s, 1H), 8.31–8.37 (m, 2H); 13 C NMR (100 MHz, CD3 OD) δ 9.9, 46.0, 47.7, 71.8 (d, 2 J C-F = 16.2 Hz), 82.9, 88.6 (d, 2 J C-F = 34.3 Hz), 95.0 (d, 1 J C-F = 187 Hz), 117.9, 119.2, 121.0, 129.32, 129.37, 129.39, 130.94, 130.97, 134.0, 139.7, 141.7, 151.6, 157.3, 161.3, 161.9, 174.6; HRMS (ESI+) calcd for C23 H22 FN7 O6 SNa [M – Et3 N + Na]+ 566.1229, found 566.1250 (3.7 ppm error).

Article Title: Synthesis and Pharmacokinetic Evaluation of Siderophore Biosynthesis Inhibitors for Mycobacterium tuberculosis
Article Snippet: .. The crude product was purified by silica gel flash chromatography (1:9 MeOH–CH2 Cl2 with 1% Et3 N) followed by preparative reverse-phase HPLC on a Phenomenex Gemini 10 µm C18 (250 × 21.2 mm) column at a flow rate of 25 mL/min with 25% MeCN in 50 mM aqueous triethylammonium bicarbonate pH 7.5 over 20 min. .. The retention time of the product was 13.3 minutes ( k ′ = 3.5) and the appropriate fractions were pooled and lyophilized to afford the title compound (0.044 g, 34% yield over 2 steps) as a white powder: 1 H NMR (400 MHz, CD3 OD) δ 1.22 (t, J = 7.3 Hz, 9H), 2.30–2.47 (m, 1H), 2.59 (dddd, J = 39.0, 14.9, 10.2, 5.0 Hz, 1H), 2.99 (q, J = 7.2 Hz, 6H), 3.26 (dd, J = 13.6, 5.5 Hz, 1H), 3.39 (dd, J = 13.5, 3.8 Hz, 1H), 4.57–4.65 (m, 1H), 5.60 (dd, J = 52.1, 4.8 Hz, 1H), 6.24 (d, J = 18.3 Hz, 1H), 6.74–6.80 (m, 2H), 7.24–7.29 (m, 1H), 7.87 (dd, J = 7.8, 1.8 Hz, 1H), 8.21 (s, 1H), 8.31 (s, 1H); 13 C NMR (100 MHz, CD3 OD) δ 9.4, 35.3 (d, 2 J C-F = 20.6 Hz) 47.4, 48.0, 81.1, 91.3 (d, 2 J C-F = 36.7 Hz), 97.9 (d, 1 J C-F = 180 Hz), 117.9, 119.2, 121.0, 131.0, 134.1, 141.0, 150.2, 154.1, 157.4, 162.0, 174.4 (missing 1 aryl C); HRMS (ESI–) calcd for C17 H17 FN7 O5 S [M – Et3 NH]− 450.1001, found 450.1007 (1.3 ppm error).

Article Title: ?-Hairpin Peptide That Targets Vascular Endothelial Growth Factor (VEGF) Receptors
Article Snippet: .. All crude products were purified by preparative reverse phase HPLC using a C12 column (Jupiter Proteo, 25 × 2.2 cm, 90 Å, 10 μm; Phenomenex). .. Peptide analysis was performed on an LC-MS instrument (LCQ DECA XP, ThermoFinnigan) equipped with diode array detector combined with an electrospray ion source and an ion trap mass analyzer using a C18 column (Jupiter, 50 × 2 mm, 5 μm, 300 Å; Phenomenex) and a linear gradient of H2 O (0.1% TFA) and CH3 CN (0.1% TFA) from 5 to 70% CH3 CN in 30 min. All peptides showed a purity above 95% based on the chromatographic peak area revealed at 210 nm: HPLW MS m / z calcd, 2168.5 atomic mass units; found, 2167.9; scHPLW MS m / z calcd, 2168.5 atomic mass units; found, 2168.4; fluorescein-HPLW MS m / z calcd, 2640.0 atomic mass units; found, 2638.9; fluorescein-scHPLW MS m / z calcd, 2640.0 atomic mass units; found, 2639.2 atomic mass units.

Article Title: Stereocontrolled enantioselective total synthesis of the [2+2] quadrigemine alkaloids
Article Snippet: .. The three diastereomers could be further purified by preparative reverse-phase HPLC (Phenomenex Gemini-NX, 250 × 21.2 mm), 80:20 MeCN-H2 O (1% NH4 OH), 25 mL/min, UV detection at 254 nm; to afford 74 mg (62%) of 12 (rt = 30.9 min), 17 mg (14%) of 13 (rt = 37.6 min), and 8 mg (7%) of 14 (rt = 23.7 min) as colorless foams. ..

Article Title: Optimization of fluorophores for chemical tagging and immunohistochemistry of Drosophila neurons
Article Snippet: .. Reaction products were purified by preparative reverse phase HPLC (Phenomenex Gemini–NX 30 mm × 150 mm 5 μm C18 column). .. Analytical HPLC analysis was performed with an Agilent Eclipse XDB 4.6 mm × 150 mm 5 μm C18 column under the indicated conditions.

Article Title: Molecular Recognition of Lipid II by Lantibiotics: Synthesis and Conformational Studies of Analogues of Nisin and Mutacin Rings A and B
Article Snippet: .. The crude peptide was purified by preparative reverse-phase HPLC using a semi-prep Phenomenex Onyx C18 100 × 10 mm column. .. A linear solvent gradient of 5–50% MeCN (0.1% TFA) in H2 O (0.1% TFA) over 20 min at a flow rate of 2 mL min–1 was used.

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  • 90
    Phenomenex semi preparative reversed phase hplc
    Chromatography elution profiles and calcium binding capacities of calcium-binding peptides. ( A ) <t>Sephadex</t> G-25 gel filtration chromatography of SPH; ( B ) Semi-preparative C18 <t>RP-HPLC</t> of fraction III; ( C ) RP-HPLC of fraction 17 from semi-preparative HPLC.
    Semi Preparative Reversed Phase Hplc, supplied by Phenomenex, used in various techniques. Bioz Stars score: 90/100, based on 36 PubMed citations. ZERO BIAS - scores, article reviews, protocol conditions and more
    https://www.bioz.com/result/semi preparative reversed phase hplc/product/Phenomenex
    Average 90 stars, based on 36 article reviews
    Price from $9.99 to $1999.99
    semi preparative reversed phase hplc - by Bioz Stars, 2020-11
    90/100 stars
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    89
    Phenomenex semi preparative reverse phase hplc
    LC-DAD-MS Analysis of wild-Type A. nidulans and alcA (p)- micA mutant metabolites. ( a ) <t>HPLC</t> profiles of extracts as detected by UV absorption. ( b ) UV-Vis and ESIMS spectra (positive mode) of <t>microperfuranone.</t>
    Semi Preparative Reverse Phase Hplc, supplied by Phenomenex, used in various techniques. Bioz Stars score: 89/100, based on 18 PubMed citations. ZERO BIAS - scores, article reviews, protocol conditions and more
    https://www.bioz.com/result/semi preparative reverse phase hplc/product/Phenomenex
    Average 89 stars, based on 18 article reviews
    Price from $9.99 to $1999.99
    semi preparative reverse phase hplc - by Bioz Stars, 2020-11
    89/100 stars
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    90
    Phenomenex semi preparation reversed phase hplc
    Elution profiles and calcium-binding capacities of calcium-binding peptides. ( a ) <t>Sephadex</t> G-25 gel filtration chromatography of SPH; ( b ) semi-preparative C18 <t>RP-HPLC</t> of fraction F3; and ( c ) analytic RP-HPLC of fraction 17 from semi-preparative HPLC.
    Semi Preparation Reversed Phase Hplc, supplied by Phenomenex, used in various techniques. Bioz Stars score: 90/100, based on 1 PubMed citations. ZERO BIAS - scores, article reviews, protocol conditions and more
    https://www.bioz.com/result/semi preparation reversed phase hplc/product/Phenomenex
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    Price from $9.99 to $1999.99
    semi preparation reversed phase hplc - by Bioz Stars, 2020-11
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    90
    Phenomenex α elapitoxin ot1a
    Effect of <t>α-elapitoxin-Ot1a</t> (0.1 µM or 1 µM) alone and in the presence of taipan antivenom (AV; 10 U/mL) on contractile responses of the chick biventer cervicis nerve-muscle preparation to acetylcholine (ACh; 1 mM), carbachol (CCh; 20 µM) and potassium chloride (KCl; 40 mM).
    α Elapitoxin Ot1a, supplied by Phenomenex, used in various techniques. Bioz Stars score: 90/100, based on 1 PubMed citations. ZERO BIAS - scores, article reviews, protocol conditions and more
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    Average 90 stars, based on 1 article reviews
    Price from $9.99 to $1999.99
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    Chromatography elution profiles and calcium binding capacities of calcium-binding peptides. ( A ) Sephadex G-25 gel filtration chromatography of SPH; ( B ) Semi-preparative C18 RP-HPLC of fraction III; ( C ) RP-HPLC of fraction 17 from semi-preparative HPLC.

    Journal: Molecules : A Journal of Synthetic Chemistry and Natural Product Chemistry

    Article Title: A Specific Peptide with Calcium-Binding Capacity from Defatted Schizochytrium sp. Protein Hydrolysates and the Molecular Properties

    doi: 10.3390/molecules22040544

    Figure Lengend Snippet: Chromatography elution profiles and calcium binding capacities of calcium-binding peptides. ( A ) Sephadex G-25 gel filtration chromatography of SPH; ( B ) Semi-preparative C18 RP-HPLC of fraction III; ( C ) RP-HPLC of fraction 17 from semi-preparative HPLC.

    Article Snippet: The fraction with the highest calcium-binding activity from Sephadex G-25 chromatography was pooled and further purified by semi-preparative reversed phase HPLC on a C18 reversed-silica gel column (Gemini 5 μ C18, 250 × 10 mm; Phenomenex Inc., Torrance, CA, USA).

    Techniques: Chromatography, Binding Assay, Filtration, High Performance Liquid Chromatography

    LC-DAD-MS Analysis of wild-Type A. nidulans and alcA (p)- micA mutant metabolites. ( a ) HPLC profiles of extracts as detected by UV absorption. ( b ) UV-Vis and ESIMS spectra (positive mode) of microperfuranone.

    Journal: Applied microbiology and biotechnology

    Article Title: Molecular genetic analysis reveals that a nonribosomal peptide synthetase-like (NRPS-like) gene in Aspergillus nidulans is responsible for microperfuranone biosynthesis

    doi: 10.1007/s00253-012-4098-9

    Figure Lengend Snippet: LC-DAD-MS Analysis of wild-Type A. nidulans and alcA (p)- micA mutant metabolites. ( a ) HPLC profiles of extracts as detected by UV absorption. ( b ) UV-Vis and ESIMS spectra (positive mode) of microperfuranone.

    Article Snippet: Fraction C containing microperfuranone was further subjected to semi-preparative reverse phase HPLC (Phenomenex Luna 5 μm C18 , 250 × 21.2 mm) with a flow rate of 5.0 ml/min and measured by a UV detector at 254 nm.

    Techniques: Mass Spectrometry, Mutagenesis, High Performance Liquid Chromatography

    Elution profiles and calcium-binding capacities of calcium-binding peptides. ( a ) Sephadex G-25 gel filtration chromatography of SPH; ( b ) semi-preparative C18 RP-HPLC of fraction F3; and ( c ) analytic RP-HPLC of fraction 17 from semi-preparative HPLC.

    Journal: Marine Drugs

    Article Title: Novel Peptide with Specific Calcium-Binding Capacity from Schizochytrium sp. Protein Hydrolysates and Calcium Bioavailability in Caco-2 Cells

    doi: 10.3390/md15010003

    Figure Lengend Snippet: Elution profiles and calcium-binding capacities of calcium-binding peptides. ( a ) Sephadex G-25 gel filtration chromatography of SPH; ( b ) semi-preparative C18 RP-HPLC of fraction F3; and ( c ) analytic RP-HPLC of fraction 17 from semi-preparative HPLC.

    Article Snippet: The fraction with the highest calcium-binding activity from Sephadex G-25 chromatography was pooled and further purified by semi-preparation reversed phase HPLC on a C18 reversed-silica gel chromatograph (Gemini 5 μ C18, 250 × 10 mm; Phenomenex Inc.; Torrance, CA, USA).

    Techniques: Binding Assay, Filtration, Chromatography, High Performance Liquid Chromatography

    Effect of α-elapitoxin-Ot1a (0.1 µM or 1 µM) alone and in the presence of taipan antivenom (AV; 10 U/mL) on contractile responses of the chick biventer cervicis nerve-muscle preparation to acetylcholine (ACh; 1 mM), carbachol (CCh; 20 µM) and potassium chloride (KCl; 40 mM).

    Journal: Toxins

    Article Title: Isolation and Pharmacological Characterization of α-Elapitoxin-Ot1a, a Short-Chain Postsynaptic Neurotoxin from the Venom of the Western Desert Taipan, Oxyuranus temporalis

    doi: 10.3390/toxins8030058

    Figure Lengend Snippet: Effect of α-elapitoxin-Ot1a (0.1 µM or 1 µM) alone and in the presence of taipan antivenom (AV; 10 U/mL) on contractile responses of the chick biventer cervicis nerve-muscle preparation to acetylcholine (ACh; 1 mM), carbachol (CCh; 20 µM) and potassium chloride (KCl; 40 mM).

    Article Snippet: Individual peaks were collected manually, frozen at −80 °C and then subsequently freeze-dried. α-Elapitoxin-Ot1a (i.e. , the peak at 15 min from the semi preparative reverse-phase HPLC) was further purified on a Phenomenex Jupiter analytical (150 mm × 2 mm, 5 µm, 300 Å) C18 after equilibrating with solvent A (0.1% TFA).

    Techniques:

    Effect of increasing concentrations of α-elapitoxin-Ot1a (10–30 nM; n = 3–4) on cumulative concentration-response curves to carbachol (CCh) in the chick biventer cervicis nerve-muscle preparation. * p

    Journal: Toxins

    Article Title: Isolation and Pharmacological Characterization of α-Elapitoxin-Ot1a, a Short-Chain Postsynaptic Neurotoxin from the Venom of the Western Desert Taipan, Oxyuranus temporalis

    doi: 10.3390/toxins8030058

    Figure Lengend Snippet: Effect of increasing concentrations of α-elapitoxin-Ot1a (10–30 nM; n = 3–4) on cumulative concentration-response curves to carbachol (CCh) in the chick biventer cervicis nerve-muscle preparation. * p

    Article Snippet: Individual peaks were collected manually, frozen at −80 °C and then subsequently freeze-dried. α-Elapitoxin-Ot1a (i.e. , the peak at 15 min from the semi preparative reverse-phase HPLC) was further purified on a Phenomenex Jupiter analytical (150 mm × 2 mm, 5 µm, 300 Å) C18 after equilibrating with solvent A (0.1% TFA).

    Techniques: Concentration Assay

    RP-HPLC chromatograph of ( a ) O. temporalis venom run on a Jupiter semi preparative C18 column and ( b ) α-elapitoxin-Ot1a run on a Jupiter analytical C18 column.

    Journal: Toxins

    Article Title: Isolation and Pharmacological Characterization of α-Elapitoxin-Ot1a, a Short-Chain Postsynaptic Neurotoxin from the Venom of the Western Desert Taipan, Oxyuranus temporalis

    doi: 10.3390/toxins8030058

    Figure Lengend Snippet: RP-HPLC chromatograph of ( a ) O. temporalis venom run on a Jupiter semi preparative C18 column and ( b ) α-elapitoxin-Ot1a run on a Jupiter analytical C18 column.

    Article Snippet: Individual peaks were collected manually, frozen at −80 °C and then subsequently freeze-dried. α-Elapitoxin-Ot1a (i.e. , the peak at 15 min from the semi preparative reverse-phase HPLC) was further purified on a Phenomenex Jupiter analytical (150 mm × 2 mm, 5 µm, 300 Å) C18 after equilibrating with solvent A (0.1% TFA).

    Techniques: High Performance Liquid Chromatography

    Effect of ( a ) α-elapitoxin-Ot1a (0.1 µM) alone and in the presence of taipan antivenom (AV; 10 U/mL) or ( b ) α-elapitoxin-Ot1a (1 µM) alone and in the presence of taipan antivenom (AV; 10 U/mL) on indirect twitches of the chick biventer cervicis nerve-muscle preparation. * p

    Journal: Toxins

    Article Title: Isolation and Pharmacological Characterization of α-Elapitoxin-Ot1a, a Short-Chain Postsynaptic Neurotoxin from the Venom of the Western Desert Taipan, Oxyuranus temporalis

    doi: 10.3390/toxins8030058

    Figure Lengend Snippet: Effect of ( a ) α-elapitoxin-Ot1a (0.1 µM) alone and in the presence of taipan antivenom (AV; 10 U/mL) or ( b ) α-elapitoxin-Ot1a (1 µM) alone and in the presence of taipan antivenom (AV; 10 U/mL) on indirect twitches of the chick biventer cervicis nerve-muscle preparation. * p

    Article Snippet: Individual peaks were collected manually, frozen at −80 °C and then subsequently freeze-dried. α-Elapitoxin-Ot1a (i.e. , the peak at 15 min from the semi preparative reverse-phase HPLC) was further purified on a Phenomenex Jupiter analytical (150 mm × 2 mm, 5 µm, 300 Å) C18 after equilibrating with solvent A (0.1% TFA).

    Techniques:

    Sequence alignment (from BLAST search) of α-elapitoxin-Ot1a with short-chain postsynaptic neurotoxins from Oxyuranus spp. Shaded amino acids are similar to α-elapitoxin-Ot1a. Amino acids with (*) are fully conserved in all toxins, conserved amino acids with (.) are weakly similar properties group and amino acids with (:) are strongly similar properties group.

    Journal: Toxins

    Article Title: Isolation and Pharmacological Characterization of α-Elapitoxin-Ot1a, a Short-Chain Postsynaptic Neurotoxin from the Venom of the Western Desert Taipan, Oxyuranus temporalis

    doi: 10.3390/toxins8030058

    Figure Lengend Snippet: Sequence alignment (from BLAST search) of α-elapitoxin-Ot1a with short-chain postsynaptic neurotoxins from Oxyuranus spp. Shaded amino acids are similar to α-elapitoxin-Ot1a. Amino acids with (*) are fully conserved in all toxins, conserved amino acids with (.) are weakly similar properties group and amino acids with (:) are strongly similar properties group.

    Article Snippet: Individual peaks were collected manually, frozen at −80 °C and then subsequently freeze-dried. α-Elapitoxin-Ot1a (i.e. , the peak at 15 min from the semi preparative reverse-phase HPLC) was further purified on a Phenomenex Jupiter analytical (150 mm × 2 mm, 5 µm, 300 Å) C18 after equilibrating with solvent A (0.1% TFA).

    Techniques: Sequencing

    MALDI-TOF of α-elapitoxin-Ot1a indicating a molecular weight of 6712 Da. Proteins were analysed in Linear mode with a mass range of 5 kDa to 120 kDa.

    Journal: Toxins

    Article Title: Isolation and Pharmacological Characterization of α-Elapitoxin-Ot1a, a Short-Chain Postsynaptic Neurotoxin from the Venom of the Western Desert Taipan, Oxyuranus temporalis

    doi: 10.3390/toxins8030058

    Figure Lengend Snippet: MALDI-TOF of α-elapitoxin-Ot1a indicating a molecular weight of 6712 Da. Proteins were analysed in Linear mode with a mass range of 5 kDa to 120 kDa.

    Article Snippet: Individual peaks were collected manually, frozen at −80 °C and then subsequently freeze-dried. α-Elapitoxin-Ot1a (i.e. , the peak at 15 min from the semi preparative reverse-phase HPLC) was further purified on a Phenomenex Jupiter analytical (150 mm × 2 mm, 5 µm, 300 Å) C18 after equilibrating with solvent A (0.1% TFA).

    Techniques: Molecular Weight

    Structure of α-elapitoxin Ot1a based on the structure of erabutoxin B [ 24 ].

    Journal: Toxins

    Article Title: Isolation and Pharmacological Characterization of α-Elapitoxin-Ot1a, a Short-Chain Postsynaptic Neurotoxin from the Venom of the Western Desert Taipan, Oxyuranus temporalis

    doi: 10.3390/toxins8030058

    Figure Lengend Snippet: Structure of α-elapitoxin Ot1a based on the structure of erabutoxin B [ 24 ].

    Article Snippet: Individual peaks were collected manually, frozen at −80 °C and then subsequently freeze-dried. α-Elapitoxin-Ot1a (i.e. , the peak at 15 min from the semi preparative reverse-phase HPLC) was further purified on a Phenomenex Jupiter analytical (150 mm × 2 mm, 5 µm, 300 Å) C18 after equilibrating with solvent A (0.1% TFA).

    Techniques: