Microtof instrument

Manufactured by Bruker

Sourced in United States, Germany

The MicrOTOF is a compact time-of-flight mass spectrometer designed for accurate mass determination of small molecules and biomolecules. It features a high-resolution orthogonal acceleration design with an electrostatic ion guide for efficient ion transfer and detection.

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Lab products found in correlation

Avance neo 500 nmr spectrometer, by Bruker (1 mentions) Spectrum one spectrometer, by PerkinElmer (1 mentions) Avance 3 400 mhz spectrometer, by Bruker (1 mentions) Siliaplate tlc, by Silicycle (1 mentions) Tlc silica gel 60 f254, by Merck Group (1 mentions) Kiesel gel 60 f254, by BD (1 mentions) System 2000 ft ir, by PerkinElmer (1 mentions) 400 mhz spectrometer, by Bruker (1 mentions) Avance 3 300 mhz spectrometer, by Bruker (1 mentions) Dpx 400 spectrometer, by Bruker (1 mentions) Ft ir 8400s spectrophotometer, by Bruker (1 mentions) Esquire 6000, by Bruker (1 mentions) Gct premier, by Waters Corporation (1 mentions) Mbptrap hp column, by GE Healthcare (1 mentions) His select ni affinity gel, by Merck Group (1 mentions)

13 protocols using microtof instrument

Chromatography and Spectroscopic Analysis

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Column chromatography was carried out using
silica gel 60 (70–230 mesh ASTM). Analytical thin-layer chromatography
(TLC) was performed on silica gel 60 F₂₅₄ aluminum sheets. ¹H- and ¹³C NMR spectra were recorded on a Bruker
AVANCE 300 NMR spectrometer or a Bruker AVANCE NEO 500 NMR spectrometer.
Fourier-transform infrared spectra were obtained using universal attenuated
total reflectance attached on a PerkinElmer Spectrum One spectrometer.
HRMS data were recorded on a Bruker Daltonics (microTOF) instrument.
Melting points were determined using a Griffin melting point apparatus
and were uncorrected.

Mahalapbutr P., Leechaisit R., Thongnum A., Todsaporn D., Prachayasittikul V., Rungrotmongkol T., Prachayasittikul S., Ruchirawat S., Prachayasittikul V, & Pingaew R. (2022). Discovery of Anilino-1,4-naphthoquinones as Potent EGFR Tyrosine Kinase Inhibitors: Synthesis, Biological Evaluation, and Comprehensive Molecular Modeling. ACS Omega, 7(21), 17881-17893.

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Silica Gel Chromatography Purification

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All chemicals used were purchased from Aldrich (CA) and used without further purification. Purification of compounds was carried out by silica gel circular chromatography (Chromatotron model 7924, Harrison Research) or by flash chromatography. TLC was run on silica gel coated aluminium sheets (SiliaPlate TLC, Silicycle) with detection by UV light (254 nm, UVS-11, Mineralight shortwave UV lamp). Melting points were obtained using a MELTEMP (model 1001D) melting point apparatus. FTIR spectra were recorded on a Nicolet Impact 400 spectrometer. NMR spectra were recorded on a Bruker Avance III 400 MHz spectrometer using TMS as an internal standard. High-resolution mass measurements were performed on a Bruker Daltonics' micrOTOF instrument in positive or negative electrospray.

Doiron J.A., Métayer B., Richard R.R., Desjardins D., Boudreau L.H., Levesque N.A., Jean-François J., Poirier S.J., Surette M.E, & Touaibia M. (2014). Clicked Cinnamic/Caffeic Esters and Amides as Radical Scavengers and 5-Lipoxygenase Inhibitors. International Journal of Medicinal Chemistry, 2014, 931756.

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Synthesis and Characterization of Resveralogues

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The starting materials and solvent, reagents were obtained commercially and used directly without purification. The NMR spectra of compounds were recorded on Brüker FT-NMR 400Hz spectrometer in CDCl₃ using tetramethylsilane (TMS) as an internal standard. The δ values represent chemical shifts reported in parts per million (ppm) and coupling constant (J) values are in Hz. Assignments correspond to R and R’ as per Table 1, numbering each ring from the carbon closest to the central double bond. ¹³C NMR spectra were definitively assigned with reference to HSQC correlation spectra (not presented). ESI-MS and ESI-HRMS were recorded on a Brüker MicroTOF instrument. Melting points were recorded on an Electrothermal melting point apparatus and are uncorrected. Flash chromatography was conducted by using Silica size (100–200 mesh). Thin layer chromatography was performed on TLC Silica Gel 60 F254 (Merck).Table 1

Preparation of resveralogues

	R’^†	R^†	Yield (%)
1	2-CN	3,5-dimethoxy	71
2	3-Cl	4-N(Me)₂	79
3	2-NO₂	3,5-dimethoxy	80
4	2-F	3,5-dimethoxy	74
5	2-NO₂	4-OMe	79
6	3-Cl	3,5-dimethoxy	68
7	3-CF₃	4-N(Me)₂	74
8	3,5-dimethyl	3,5-dimethoxy	81
9	2,4-difluoro	3,5-dimethoxy	74
10	4-Me	3,5-dimethoxy	84
11	4-CN	3,5-dimethoxy	80
12	4-OMe	3,5-dimethoxy	60
13	4-COOMe	3,5-dimethoxy	59
14	4-NO₂	3,5-dimethoxy	90
15	2,6-difluoro	3,5-dimethoxy	78
16	2,6-dichloro	3,5-dimethoxy	79

^†R’ being the substituent(s) of the benzyl bromide starting material and R, the aldehyde

Birar V.C., Sheerin A.N., Milkovicova J., Faragher R.G, & Ostler E.L. (2015). A facile, stereoselective, one-pot synthesis of resveratrol derivatives. Chemistry Central Journal, 9, 26.

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Mass Spectrometry Analysis of Oligosaccharides and Lipid A

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Core oligosaccharides were analyzed by ESI HR MS (electrospray ionization high-resolution mass spectrometry) in the negative mode using a micrOTOF instrument (Bruker Daltonics). Capillary entrance voltage was set to 3200 V, and the drying nitrogen temperature was 180 °C. The samples were dissolved in a 1:1 (v/v) H₂O/MeCN mixture (∼ 50 ng µl⁻¹) and sprayed at a flow rate of 3 µl min⁻¹.
Lipid A samples were analyzed by mass spectrometry in the negative reflectron mode using a BRUKER UltrafleXtreme MALDI-TOF MS (matrix-assisted laser desorption/-ionization time-of-flight mass spectrometry) instrument. 9H-Pyrido[3,4-b]indole [10 mg ml⁻¹ in a 1:1 acetonitrile/water mixture (v/v)] was used as a matrix. The samples were desalted by extraction with a water/chloroform mixture (1:1, v/v, 1 mg ml⁻¹) and dissolved in a methanol/chloroform solution (1:1, v/v, 1 mg ml⁻¹). The sample/matrix mixture (1:1 v/v) was deposited (1 µl) onto a stainless steel plate, and left to air dry.

Zabłotni A., Matusiak D., Arbatsky N.P., Moryl M., Maciejewska A., Kondakova A.N., Shashkov A.S., Ługowski C., Knirel Y.A, & Różalski A. (2018). Changes in the lipopolysaccharide of Proteus mirabilis 9B-m (O11a) clinical strain in response to planktonic or biofilm type of growth. Medical Microbiology and Immunology, 207(2), 129-139.

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Characterization of d-Mannose and l-Mannose

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d-Mannose was obtained from
Danisco and l-mannose from Carbosynth. All other chemicals
and solvents were purchased from Sigma-Aldrich and were used without
further purification. HRMS were recorded with a Bruker Daltonics micro-ToF
instrument in positive mode using ESI-ionization. Optical rotations
were recorded with a PerkinElmer 241 polarimeter equipped with a Na-lamp
(598 nm).

Mattsson I., Lahtinen M., Peuronen A., Sau A., Gunell A., Saloranta-Simell T, & Leino R. (2018). Thermal, Spectroscopic, and Crystallographic Analysis of Mannose-Derived Linear Polyols. Crystal Growth & Design, 18(5), 3151-3160.

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Analytical Characterization of Synthetic Compounds

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Chemicals and solvents employed in chemical synthesis were of analytical grade and, when necessary, were purified and dried by standard methods. Reactions were monitored by thin-layer chromatography (TLC) using pre-coated silica gel plates (Kieselgel 60 F254, BDH), and spots were visualized under UV light (254 nm). Melting points were determined using a Gallenkamp melting point apparatus and are uncorrected. Column chromatography was performed with Merck silica gel 60 (40–60 μM). Both 1H NMR and 13C NMR spectra were recorded on a Bruker Avance 500 MHz spectrometer. Chemical shifts were expressed in parts per million (ppm) relative to tetramethylsilane. Coupling constant (J) values were represented in hertz (Hz), and the signals were designated as follows: s, singlet; d, doublet; t, triplet; m, multiplet. Mass spectroscopic data were obtained through electrospray ionization (ESI) mass spectrum (Bruker MicroTOF instrument). Elemental analysis (% CHN) was run by combustion analysis through an outsourced service (Medac Ltd., Surrey, UK).

Hamdy R., Jones A.T., El-Sadek M., Hamoda A.M., Shakartalla S.B., AL Shareef Z.M., Soliman S.S, & Westwell A.D. (2021). New Bioactive Fused Triazolothiadiazoles as Bcl-2-Targeted Anticancer Agents. International Journal of Molecular Sciences, 22(22), 12272.

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Oxyresveratrol Isolation and Characterization

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All chemical reagents were purchased from commercial suppliers. Melting points (uncorrected) were determined on a Fisher-Johns hot stage melting point apparatus. IR spectra were performed using Universal Attenuated Total Reflectance (UATR) on a 2000 FT-IR system (Perkin Elmer, Boston, MA, USA) or an A-30 spectrophotometer (Jasco, Easton, MD, USA). High resolution mass spectra were taken on a MicroTOF instrument (Bruker, Billerica, MA, USA) using atmospheric pressure chemical ionization (APCI) or electrospray ionization (ESI) in positive or negative mode. ¹H- and ¹³C-NMR were recorded on an Avance III 300 MHz spectrometer or 400 MHz spectrometer (Bruker, Billerica, MA, USA). All chemical shift values were reported as δ (ppm) and coupling constant values J were measured in Hz. Oxyresveratrol (1) was isolated and purified from the heartwood of Artocarpus lacucha Buch.-Ham. (A. lakoocha Roxb.) as previously described [11 (link),29 ,30 (link)].

Chatsumpun N., Chuanasa T., Sritularak B., Lipipun V., Jongbunprasert V., Ruchirawat S., Ploypradith P, & Likhitwitayawuid K. (2016). Oxyresveratrol: Structural Modification and Evaluation of Biological Activities. Molecules, 21(4), 489.

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Elemental and Spectroscopic Analysis of Compounds

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Elemental analyses were carried out at the Department of Organic Chemistry, Saint Petersburg State University on a 185 V Hewlett Packard Carbon Hydrogen Nitrogen Analyzer. Infrared spectra (4000–400 cm^− 1) were recorded on a Shimadzu FTIR-8400S spectrophotometer in KBr pellets.
¹H and ¹³C{¹H} NMR spectra were measured on a Bruker DPX 400 spectrometer at ambient temperature. Chemical shifts were measured relatively to the signals of the solvent CDCl₃ (7.27 in the ¹H NMR spectra and 77.4 in ¹³C{¹H} NMR spectra).
Electrospray mass spectra were recorded on a Bruker micrOTOF instrument, equipped with an electrospray ion source type (ESI⁻ or ESI⁺). For the mass spectrometric studies samples were dissolved in MeCN with an upper boundary of the concentration of 5–15 mg/mL. The resulting solution was supplied to the electrospray capillary by using a KDScientific syringe pump. The voltage generated at an electrode and the voltages on the capillary were − 500 V and − 4500 V (ESI⁺-MS) or 3500 V (ESI⁻-MS), respectively. The sample solution flow through the electrospray capillary was 3 mL/min. The output voltage of the capillary was ± 70 or ± 150 V. ESI⁺ and ESI⁻ mass spectra were recorded in the range of 50 to 3000 m/z. Drying gas pressure in the spray was 0.4 bar, flow rate and temperature of the drying gas were 4.0 L/min and 180 °C, respectively.

Legin A.A., Jakupec M.A., Bokach N.A., Tyan M.R., Kukushkin V.Y, & Keppler B.K. (2014). Guanidine platinum(II) complexes: synthesis, in vitro antitumor activity, and DNA interactions. Journal of Inorganic Biochemistry, 133, 33-39.

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Optimization and Characterization of Gold Nanoclusters

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The gold clusters (Au₁₀₂-pMBA₄₄ and Au₁₄₄(SCH₂CH₂Ph)₆₀) were produced by the two-phase transfer method [19 (link), 20 (link)], their expected structures are shown in Fig. 1, both nanoparticles have been optimized by first-principles density functional theory (DFT) calculations [19 (link), 21 (link)]. Quality and size distribution of Au clusters were confirmed by polyacrylamide gel electrophoresis and electrospray ionization mass spectrometry (ESI–MS) using a Bruker micro-TOF instrument. The stock Au clusters were diluted 100-fold with ddH₂O, then 3–4 drops (20 µl) were loaded on a holey carbon film-coated grids and air dried at room temperature for at least 2 h.Fig. 1

Theoretical structures used for simulation. a Au₁₄₄(SR)₆₀ [21 (link)] and b Au₁₀₂(MBA)₄₄ [20 (link)] oriented along the fivefold direction

Ortega E., Ponce A., Santiago U., Alducin D., Benitez-Lara A., Plascencia-Villa G, & José-Yacamán M. (2016). Structural damage reduction in protected gold clusters by electron diffraction methods. Advanced Structural and Chemical Imaging, 2(1), 12.

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Mass Spectrometry Characterization Protocol

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ESI mass spectra were recorded on a Bruker micrOTOF instrument with a sample flow rate of 0.2 mL min^–1, nebuliser gas pressure of 1.5 bar, dry gas flow of 8 L min^–1 and a dry gas temperature of 180 °C. EI mass spectra were run on a Waters GCT premier with a source temperature of 180 °C, electron energy of 70 eV and a trap current of 200 μA. Some compounds and the reaction mixture ESI mass spectra were run on a Bruker Esquire 6000 via direct infusion using a syringe pump at 240 μL min^–1. Nebuliser gas and dry gas flows and temperatures were optimised for each individual sample along with the spray voltage. m/z values are quoted for ⁶⁴Zn, ¹⁸⁵Re and ⁷⁹Br.

Windle C.D., George M.W., Perutz R.N., Summers P.A., Sun X.Z, & Whitwood A.C. (2015). Comparison of rhenium–porphyrin dyads for CO2 photoreduction: photocatalytic studies and charge separation dynamics studied by time-resolved IR spectroscopy †Electronic supplementary information (ESI) available: NMR spectra, cyclic voltammograms, crystallographic data, fluorescence data, spectra from photoreactions and photocatalytic data. CCDC 1406000 and 1406001. For ESI and crystallographic data in CIF or other electronic format see DOI: 10.1039/c5sc02099a. Chemical Science, 6(12), 6847-6864.

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