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Water 18o

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Water-18O is a stable isotope of water, in which the hydrogen atoms have been replaced with the oxygen-18 isotope. It is a colorless, odorless, and tasteless liquid that is used as a starting material for the production of other isotopically labeled compounds.

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Lab products found in correlation

Gold 3 chloride, by Thermo Fisher Scientific (2 mentions) Titanium 4 oxide, by Merck Group (2 mentions) Hydrochloric acid (hcl), by Kanto Chemical (1 mentions) Ammonium formate, by Kanto Chemical (1 mentions) Ammonium acetate, by Kanto Chemical (1 mentions) Caffeine, by Merck Group (1 mentions) Conductivity meter, by Mettler Toledo (1 mentions) Lithium aluminum hydride solution, by Merck Group (1 mentions) Thionyl chloride, by Merck Group (1 mentions) Hplc grade acetonitrile, by Honeywell (1 mentions) Hydroxybenzotriazole, by Merck Group (1 mentions) Dimethyl sulfoxide (dmso), by Thermo Fisher Scientific (1 mentions) Acetic acid, by Thermo Fisher Scientific (1 mentions) Acetonitrile, by Thermo Fisher Scientific (1 mentions) Formic acid, by Thermo Fisher Scientific (1 mentions) Methanol, by Thermo Fisher Scientific (1 mentions) Dicyclohexylcarbodiimide, by Merck Group (1 mentions) Lys c, by Promega (1 mentions) Fused silica capillary tubing, by Molex (1 mentions) 13c formaldehyde, by Merck Group (1 mentions)

7 protocols using water 18o

1

Titanium Oxide Synthesis with 18O

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Titanium (IV) oxide and water-18O (97 atom % 18O) were brought from Sigma-Aldrich (The Netherlands) and used as received. Gold(III) chloride (64.4% minimum) was brought from Alfa-Aesar. All other chemicals were purchased commercially and used without further treatments.
Zhang W., Fernández-Fueyo E., Ni Y., van Schie M., Gacs J., Renirie R., Wever R., Mutti F.G., Rother D., Alcalde M, & Hollmann F. (2017). Selective aerobic oxidation reactions using a combination of photocatalytic water oxidation and enzymatic oxyfunctionalisations. Nature catalysis, 1(1), 55-62.
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2

Isotope-Labeled Biomolecule Analysis

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Proteins, peptides, caffeine, and water-18O (97% atom) were purchased from Sigma Aldrich. Phosphatidylcholine was purchased from Fujifilm. 10-Acetyl-3,7-dihydroxyphenoxazine (ADHP) was purchased from Cayman Chemical. Hydrochloric acid, ammonium formate, ammonium acetate, and tetraethylammonium bicarbonate were from Kanto Chemical (Tokyo, Japan). All chemicals were used without further purification. The electrical conductivity of the solution was measured using a conductivity meter (Mettler Toledo). The 18O content for the isotope-labeled samples was greater than 87% atom.
Han Z., Omata N., Matsuda T., Hishida S., Takiguchi S., Komori R., Suzuki R, & Chen L.C. (2023). Tuning oxidative modification by a strong electric field using nanoESI of highly conductive solutions near the minimum flow rate. Chemical Science, 14(17), 4506-4515.
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3

Titanium Oxide Synthesis with 18O

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Titanium (IV) oxide and water-18O (97 atom % 18O) were brought from Sigma-Aldrich (The Netherlands) and used as received. Gold(III) chloride (64.4% minimum) was brought from Alfa-Aesar. All other chemicals were purchased commercially and used without further treatments.
Zhang W., Fernández-Fueyo E., Ni Y., van Schie M., Gacs J., Renirie R., Wever R., Mutti F.G., Rother D., Alcalde M, & Hollmann F. (2017). Selective aerobic oxidation reactions using a combination of photocatalytic water oxidation and enzymatic oxyfunctionalisations. Nature catalysis, 1(1), 55-62.
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4

Oxygen Exchange in Saccharide Pentamers

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Three pentasaccharides, 1,4-β-D-cellopentaose, maltopentaose, and α1–3,α1–3,α1–6 mannopentaose, were purchased from Dextra Laboratories Ltd. (Reading, UK). Water-18O was purchased from Sigma-Aldrich (Poole, UK). The pentasaccharides were dissolved in Water-18O to a concentration of 50 μM. Samples were incubated for 7 days in the dark to allow for oxygen exchange at the reducing end of the saccharide and diluted to 5 μM in 49.5:49.5:1 water, methanol, formic acid solution (WMA) just before MS analysis. Non-labeled samples were dissolved in H2O to a concentration of 50 μM and diluted further to 5 μM in WMA solution. The mixture of cellopentaose, maltopentaose, and branched mannopentaose was prepared in the ratio of 1.5:1.5:1 to account for different ionization efficiencies of the three saccharides.
Ujma J., Ropartz D., Giles K., Richardson K., Langridge D., Wildgoose J., Green M, & Pringle S. (2019). Cyclic Ion Mobility Mass Spectrometry Distinguishes Anomers and Open-Ring Forms of Pentasaccharides. Journal of the American Society for Mass Spectrometry, 30(6), 1028-1037.
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5

Synthesis and Characterization of Aniline Derivatives

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Water and acetonitrile (HPLC grade) were purchased from Honeywell - Burdick & Jackson (Muskegon, MI, USA). Formic acid solution (50 % in water, v/v) was purchased from Fluka (Charlotte, NC, USA). Thionyl chloride, lithium aluminum hydride solution (1.0 mol/L in tetrahydrofuran), water-18O, 2-(methyl(phenyl)amino)acetic acid hydrochloride, 2-anilinoethanol, 2-(N-methylanilino)ethanol, 2-(N-ethylanilino)ethanol, 3-[methyl(phenyl)amino]propan-1-ol, 4-[methyl(phenyl)amino]butan-1-ol, 4-[(2-hydroxyethyl)(methyl)amino]benzoic acid, 4-(4-morpholinyl)benzoic acid, 3-bromo-4-(4-morpholinyl)benzoic acid and 2-fluoro-4-(4-morpholinyl)benzoic acid were purchased from Sigma-Aldrich (St. Louis, MO, USA). 2-(N-Methylanilino)ethanol-18O was synthesized from 2-(N-methylanilino)acetic acid (Scheme 3).
Vanacker H., Carver T.L, & Foyer C.H. (2000). Early H2O2 Accumulation in Mesophyll Cells Leads to Induction of Glutathione during the Hyper-Sensitive Response in the Barley-Powdery Mildew Interaction. Plant Physiology, 123(4), 1289-1300.
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6

Isotopically-Labeled Amino Acid Standards

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Acetic acid (AA), acetonitrile (ACN), acetone, dimethyl sulfoxide (DMSO), formic acid (FA), methanol (MeOH), and water were purchased from Fisher Scientific (Pittsburgh, PA). Beta-alanine, 15N-Beta-alanine, 3-13C-15N-Beta-alanine, 1,2-13C2-15N-Beta-alanine, 13C3-Beta-alanine, L-leucine, 1-13C-leucine, 1-13C, 15N-leucine, formaldehyde, 13C-formaldehyde, sodium cyanoborohydride, 18O water, 1-Ethyl-3-(3-dimethylaminopropyl)-carbodiimide (EDCI), Dicyclohexylcarbodiimide (DCC), hydroxybenzotriazole (HOBt), N-hydroxysuccinimide (NHS), were purchased from Sigma-Aldrich (St. Louis, MO). Trypsin, LysC, LysN and yeast digests were purchased from Promega (Madison, WI). Peptide standards were customer synthesized by GenScript Biotech (Piscataway, NJ). Ethylene bridged hybrid C18 was purchased from PolyLC Inc. (Columbia, MD). Fused silica capillary tubing (i.d., 75 μm, o.d., 375 μm) was purchased from Polymicro Technologies (Phoenix, AZ). All reagents were used without additional purification.
Pertea M., Lin X, & Salzberg S.L. (2001). GeneSplicer: a new computational method for splice site prediction. Nucleic Acids Research, 29(5), 1185-1190.
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7

Oxygen-18 Labeling in Enzyme Kinetics

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18O-water and 18O-hydrogen peroxide were purchased from Sigma-Aldrich. For 18O-H2O2 experiments, the reaction setup is as described above. H2182O2 (300 μM) was titrated into a solution of CYP121 (50 μM) and cYF-4-OMe (700 μM) in 50 mM Tris-HCl (pH 7.4) over a period of 15 min. The enzyme was then removed via a 10 kDa concentrator (Millipore). Analytes were separated on HPLC, and the product was collected and analyzed via HRMS.
For the 18O water experiments, a 1 M buffer solution (50 mM Tris-HCl, pH 7.4) and stock solution of peracetic acid were made by diluting with isotopically labeled water where the 18O water did not make up less than 85% of the total solution. From this, the reaction was conducted and analyzed as previously described.
Nguyen R.C., Yang Y., Wang Y., Davis I, & Liu A. (2019). Substrate-Assisted Hydroxylation and O-Demethylation in the Peroxidase-like Cytochrome P450 Enzyme CYP121. ACS catalysis, 10(2), 1628-1639.
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