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X bridge amide hilic column

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The X-bridge Amide HILIC column is a high-performance liquid chromatography (HPLC) column designed for the separation of polar and hydrophilic compounds. The column utilizes a silica-based stationary phase with an amide functionality, which provides effective retention and separation of a wide range of polar analytes. This column is suitable for use in hydrophilic interaction liquid chromatography (HILIC) applications.

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Lab products found in correlation

Rapamycin, by Merck Group (1 mentions) 6 aminonicotinamide, by Merck Group (1 mentions) Compound 968, by Merck Group (1 mentions) Lc ms grade water, by Thermo Fisher Scientific (1 mentions) High glucose dmem, by Thermo Fisher Scientific (1 mentions) Hplc grade isopropanol, by Thermo Fisher Scientific (1 mentions) Methyl tertiary butyl ether, by Merck Group (1 mentions) 2 deoxyglucose, by Merck Group (1 mentions) Lc ms grade acetonitrile, by Thermo Fisher Scientific (1 mentions) Cadenza cd c18 column, by Imtakt (1 mentions) Dionex ultimate 3000 uhplc system, by Thermo Fisher Scientific (1 mentions) Q exactive plus orbitrap mass spectrometer, by Thermo Fisher Scientific (1 mentions)

4 protocols using x bridge amide hilic column

1

Metabolite Extraction and Quantification Workflow

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Methyl tertiary-butyl ether (MTBE) used for lipid and metabolite extraction was purchased from Sigma-Aldrich. LC-MS grade water, LC-MS grade acetonitrile (ACN), and HPLC grade isopropanol (IPA) were purchased from Fisher Chemical. HPLC grade methanol (MeOH) was purchased from Pharmco-Aaper. Mobile phase buffer LC-MS grade formic acid and formic acetate were purchased from Sigma-Aldrich. Fully carbon labeled 13C6 glucose for isotopic labeling was purchased from Cambridge Isotope Laboratories. High glucose DMEM and glucose-free Dulbecco’s modified eagle medium (DMEM) were purchased from Gibco. For the drug treatments, 6-aminonicotinamide, 2-deoxyglucose, compound 968 and rapamycin were purchased from Sigma-Aldrich. A Cadenza CD-C18 column (150 × 2 mm) was purchased from Imtakt, and an XBridge Amide HILIC column (3.5 µm, 4.6 × 100 mm) was purchased from Waters.
Huang H., Yuan M., Seitzer P., Ludwigsen S, & Asara J.M. (2020). IsoSearch: An Untargeted and Unbiased Metabolite and Lipid Isotopomer Tracing Strategy from HR-LC-MS/MS Datasets. Methods and Protocols, 3(3), 54.
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2

Synthesis of Pyridoxal 5'-Phosphate Analog

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(4-(((3-hydroxyisoxazol-4-yl)ammonio)methyl)-6-methyl-5-oxidopyridin-3-yl)methyl phosphate 6 Pyridoxal 5’-phosphate 7 (211.6 mg, 0.79 mmol) and d-cycloserine 3 (80.5 mg, 0.79 mmol, 1 eq.) were suspended in methanol containing 5% H2O (8 mL). The bright yellow mixture was then stirred while heating to 50 °C for 16 h. The precipitate that formed was isolated by filtration to obtain a light yellow powder which was purified by reverse phase chromatography (gradient elution, 0-10% (NH4)HCO3 buffer/acetonitrile). The product was dried by lyophilisation, yielding the product 6 as a yellow powder (121.5 mg, 0.37 mmol, 47%).
1H NMR (400 MHz, D2O) • 7.75 (s, 1H, Pyr-H), 7.72 (s, 1H, N-O-CH-C), 4.83 (d, 3JP-H = 6.2 Hz, 2H, Pyr-CH2-O-P), 4.23 (s, 2H, Pyr-CH2-NH), 2.37 (s, 3H, Pyr-CH3); 13C NMR (101 MHz, D2O) • 171.07, 157.64, 144.07, 143.80, 136.92, 133.55, 133.47, 128.36, 121.71, 61.66 (d, 2JC-P = 4.2 Hz), 43.86, 15.38; HRMS (ESI+): m/z calculated for C11H15N3O7P (M+H+): 332.0642, found 332.0637, Δ -3.07 ppm; Rf = 7.743 min (85%-10% pH 9 NH4OAc/ACN, Waters X-bridge Amide HILIC column).
de Chiara C., Homšak M., Prosser G.A., Douglas H.L., Garza-Garcia A., Kelly G., Purkiss A.G., Tate E.W, & de Carvalho L.P. (2020). d-Cycloserine destruction by alanine racemase and the limit of irreversible inhibition. Nature chemical biology, 16(6), 686-694.
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3

Synthesis of Pyridoxal 5'-Phosphate Analog

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(4-(((3-hydroxyisoxazol-4-yl)ammonio)methyl)-6-methyl-5-oxidopyridin-3-yl)methyl phosphate 6 Pyridoxal 5’-phosphate 7 (211.6 mg, 0.79 mmol) and d-cycloserine 3 (80.5 mg, 0.79 mmol, 1 eq.) were suspended in methanol containing 5% H2O (8 mL). The bright yellow mixture was then stirred while heating to 50 °C for 16 h. The precipitate that formed was isolated by filtration to obtain a light yellow powder which was purified by reverse phase chromatography (gradient elution, 0-10% (NH4)HCO3 buffer/acetonitrile). The product was dried by lyophilisation, yielding the product 6 as a yellow powder (121.5 mg, 0.37 mmol, 47%).
1H NMR (400 MHz, D2O) • 7.75 (s, 1H, Pyr-H), 7.72 (s, 1H, N-O-CH-C), 4.83 (d, 3JP-H = 6.2 Hz, 2H, Pyr-CH2-O-P), 4.23 (s, 2H, Pyr-CH2-NH), 2.37 (s, 3H, Pyr-CH3); 13C NMR (101 MHz, D2O) • 171.07, 157.64, 144.07, 143.80, 136.92, 133.55, 133.47, 128.36, 121.71, 61.66 (d, 2JC-P = 4.2 Hz), 43.86, 15.38; HRMS (ESI+): m/z calculated for C11H15N3O7P (M+H+): 332.0642, found 332.0637, Δ -3.07 ppm; Rf = 7.743 min (85%-10% pH 9 NH4OAc/ACN, Waters X-bridge Amide HILIC column).
de Chiara C., Homšak M., Prosser G.A., Douglas H.L., Garza-Garcia A., Kelly G., Purkiss A.G., Tate E.W, & de Carvalho L.P. (2020). d-Cycloserine destruction by alanine racemase and the limit of irreversible inhibition. Nature chemical biology, 16(6), 686-694.
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4

Absolute Quantification of Metabolites in Mouse Plasma

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Isotope-labeled standards (CDN isotope) of lactate and α-hydroxybutyrate were used to generate a standard curve. This allowed for absolute quantification of metabolites in mouse plasma. For this, 30 μL of the mouse plasma sample was combined with 20 μL of isotope-labeled internal standard, and 70% acetonitrile was used for metabolite extraction. LC-MS was performed on a Q Exactive Plus Orbitrap mass spectrometer coupled to a Dionex UltiMate 3000 UHPLC system (Thermo Fisher Scientific). The Xbridge amide HILIC column (2.1 × 100 mm, 2.5 µM particle size; Waters, 186006091) was used for separate tests in the negative ionization mode. Mobile phase A was 20 mM ammonium acetate and 0.25% ammonium hydroxide (pH 9). Mobile phase B was 100% acetonitrile. Data acquisition was performed in full scan mode, selected for a range of 70–1,000 m/z, with resolution of 140,000, an automatic gain control target of 3e6, and a maximum injection time of 400 ms.
Ferrari M., Jain I.H., Goldberger O., Rezoagli E., Thoonen R., Cheng K.H., Sosnovik D.E., Scherrer-Crosbie M., Mootha V.K, & Zapol W.M. (2017). Hypoxia treatment reverses neurodegenerative disease in a mouse model of Leigh syndrome. Proceedings of the National Academy of Sciences of the United States of America, 114(21), E4241-E4250.
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