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5 protocols using tetramethylsilane

1

Synthesis and Characterization of Chemical Standards

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Deuterated methanol-d4 (99.8%) lot no. 10C-522, Tetramethylsilane (99.9%) lot no. 81–140 and deuterated chloroform-d with added 0.05% v/v Tetramethylsilane lot no. 9F-330 were purchased from Cambridge Isotope Laboratories, Inc., Andover, MA, USA.
Reference standards: Caproic acid ethyl ester, lot no. S28172-020; oleic acid, lot no. 098 K5216, and stigmasterol, lot no. 53F0322 were purchased from Sigma-Aldrich Chemicals, St Louis, MO, USA.
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2

Antioxidant Capacity Determination

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Tetramethylsilane was obtained from Cambridge Isotope Laboratories (Tewksbury, MA, USA). copper sulfate (CuSO4), 1,1,3,3-tetramethoxypropane, dialysis tubing cellulose membrane, bovine serum albumin (BSA), folin phenol reagent, dichlorofluorescein diacetate (DCFH-DA), and dimethyl sulfoxide were purchased from Sigma Aldrich (St. Louis, MO, USA). Coomassie brilliant blue R-250 and trichloroacetic acid (TCA) were purchased from Tokyo Chemical Industry (Tokyo, Japan). Sodium chloride, sodium bromide, and acetic acid were obtained Merck (Darmsstadt, Germany).
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3

NMR Analysis of Organic Compounds

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Dried compound 2 (10 mg) was exchanged into methanol-d4, 99.8 atom% D, containing 0.05% (v/v) Tetramethylsilane (TMS) (Cambridge Isotope Laboratories Inc., Andover, MA, USA). Dried compounds 5 and 6 (10 mg each) were exchanged into pyridine-d5, 99.5 atom% D (Cambridge Isotope Laboratories Inc.). Spectra were determined by one-dimensional (1H NMR, 13C NMR and dept-135) and two-dimensional COrrelated SpectroscopY (COSY), Heteronuclear Multiple Bond Correlation (HMBC) and Heteronuclear Multiple Quantum Coherence (HMQC) NMR using a Bruker 500 MHz NMR (Bruker Daltonics SPR, Hamburg, Germany).
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4

Characterization of Phytochemicals

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Deuterium oxide (D2O), methanol-d4 (99.8% D, MeOD), dimethyl sulfoxide-d6 (DMSO-d6), and tetramethylsilane (TMS) were obtained from Cambridge Isotope Laboratories Inc. (Andover, MA). Salidroside, gallic acid, rosarin, and rosavin were purchased from Sigma-Aldrich Chemicals (St Luis, USA). Tyrosol was purchased from Acros organics (New Jersey, US). Water used in this study was purified by using ULTRAPURE water system (Millipore, Germany). All other chemicals were of analytical grade.
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5

Enzymatic Production of D-Glyceric Acid

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D-Glyceric acid was prepared by the oxidative fermentation of glycerol by Acetobacter tropicalis NBRC14670, according to the method reported by Habe et al. 4) Sucrose phosphorylase was obtained from Oriental Yeast (Osaka, Japan) . N-Dodecylamine, 4-(4,6-dimethoxy-1,3,5-triazin-2-yl) -4-methylmorpholinium chloride n -hydrate (DMT-MM) was purchased from Wako Pure Chemicals (Osaka, Japan) . Sucrose monolaurate was obtained from Sigma-Aldrich (St. Louis, MO, USA) . 2-(N-Morpholino) ethanesulfonic acid and MEGA-10 (n-decanoyl-N-methyl-Dglucamine) were obtained from Dojindo Laboratories (Kumamoto, Japan) . Methanol-d 4 (d 99.8%) plus 0.05% (v/v) tetramethylsilane was obtained from Cambridge Isotope Laboratories (Tewksbury, MA, USA) . Other reagents and solvents were of analytical grade and were obtained from Wako Pure Chemicals and Tokyo Chemical Industries (Tokyo, Japan) .
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