Electrochemical experiments were carried out anaerobically in a MBraun Labmaster glovebox using a PGSTAT12 potentiostat. A three-electrode configuration was used in a water-jacketed glass cell. A platinum wire was used as the counter electrode and a standard calomel electrode was used as the reference electrode. Reported potentials are relative to the standard hydrogen electrode. Baseline measurements were collected using an edge-plane graphite (EPG) electrode that was modified with a 100mM neomycin trisulfate solution, rinsed, and placed into a glass cell containing a 23.5 ºC mixed buffer solution (5mM acetate/MES/MOPS/TAPS/CHES/CAPS) pH 7.0, with 100 mM NaCl. A 5 μL aliquot of 720μM Ml-Fd or 5mM sFd-35-ER was applied directly to the electrode surface with or without 1 μL of 50mM 4-HT, the protein was allowed to reduce in size for approximately one minute at room temperature before being placed into the buffer cell solution. Square wave voltammograms were collected at 23.5 ºC with a frequency of 10Hz and electrochemical signals were analyzed using QSoas. Experiments performed twice using two distinct protein preparations yielded the same result.
Labmaster glovebox
Manufactured by MBraun
The Labmaster glovebox is a self-contained, isolated work environment designed for sensitive laboratory procedures. It provides a controlled atmosphere to perform various operations while protecting the contents from external contamination. The Labmaster glovebox features gas-tight construction, glove ports, and access doors to allow for manipulation of materials inside the enclosed workspace.
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Lab products found in correlation
Propylene carbonate, by BASF (1 mentions)
Li foil, by MTI Corporation (1 mentions)
Cu foil, by MTI Corporation (1 mentions)
Inova 500 mhz spectrometer, by Agilent Technologies (1 mentions)
Unity 400 mhz, by Agilent Technologies (1 mentions)
Lipoic acid, by Merck Group (1 mentions)
Dicyclohexylcarbodiimide dcc, by Merck Group (1 mentions)
Histamine, by Merck Group (1 mentions)
Deuterated solvent, by Cambridge Isotopes (1 mentions)
1 3 propanesultone, by Merck Group (1 mentions)
Dbco acid, by Vector Laboratories (1 mentions)
Rpmi 1640 medium, by Merck Group (1 mentions)
Hydrochloric acid (hcl), by Merck Group (1 mentions)
Triethylamine, by Merck Group (1 mentions)
Dopamine hydrochloride, by Merck Group (1 mentions)
Ethylenediamine, by Merck Group (1 mentions)
Limonene oxide, by Merck Group (1 mentions)
Cdcl3, by Eurisotop (1 mentions)
ω pentadecalactone, by Merck Group (1 mentions)
Monomers, by Merck Group (1 mentions)
7 protocols using labmaster glovebox
1
Electrochemical Characterization of Redox Proteins
2
Preparation of Lithium-Based Electrolytes
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Lithium hexafluorophosphate (LiPF6), lithium bis(trifluoromethanesulfonyl)imide (LiTFSI), 1,2-dimethoxyethane (DME), 1,3-dioxolane (DOL) and propylene carbonate (PC) (all in battery-grade purity) were obtained from BASF Corporation. Lithium bis(fluorosulfonyl)imide (LiFSI) was obtained from Nippon Shokubai and used as-received. The electrolytes were prepared by dissolving the desired amount of salt into the solvent. Li foil and Cu foil were purchased from MTI Corporation and All Foils, respectively. The materials were stored and handled in an MBraun LABmaster glove box with an Ar atmosphere (<1 p.p.m. O2 and <1 p.p.m. H2O).
3
Hydrogenation of Imines with PhSiH3
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All substrates were dried by stirring over freshly powdered CaH2 at 60 °C. Deuterated benzene was dried statically over molecular sieves (3 Å). All catalytic experiments were prepared in an MBraun LabMaster Glovebox filled with dry N2. The catalyst (0.0125 or 0.0250 mmol) was placed in a J‐Young NMR tube and the imine (0.500 mmol) was added. The mixture was dissolved in 500 μL C6D6 and PhSiH3 (81.1 mg, 92.5 μL, 0.750 mmol). Conversions were determined via 1H NMR spectroscopy by integration of characteristic signals.
4
Synthesis and Characterization of Complex 1
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All manipulations were performed under a nitrogen atmosphere by standard Schlenk techniques or in an M. Braun Labmaster glovebox. Glassware was dried at 150 °C overnight. Diethyl ether, n-pentane, tetrahydrofuran, and toluene, were purified by the Glass Contour solvent purification system. Deuterated benzene was first dried with CaH2, then over Na/benzophenone, and then vacuum transfer into a storage container. Before use, an aliquot of each solvent was tested with a drop of sodium benzophenone ketyl in THF solution. All reagents were purchased from commercial vendors and used as received. Complex 1 was prepared according to a literature procedure.19 (link)1H NMR data were recorded on a Varian Unity 400 MHz or a Varian Inova 500 MHz spectrometer at 25 °C.
5
Synthesis of Functionalized Poly(isobutylene-alt-maleic anhydride)
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Example 1
Poly(isobutylene-alt-maleic anhydride) (PIMA) (average MW: 6000 Da), histamine, ethylenediamine, N,N-dimethylamino propylamine, 1,3-propanesultone, lipoic acid, biotin, di-tert-butyl dicarbonate, poly(ethylene glycol) (PEG) (average MW: ˜600 Da), dopamine hydrochloride, triethylamine, hydrochloric acid, carbon disulfide, hydrogen peroxide solution, RPMI-1640 medium, dicyclohexylcarbodiimide (DCC), N-hydroxysuccinimide (NHS), tetramethylammonium hydroxide (TMAH), along with most of the chemicals used were purchased from Sigma Aldrich (St Louis, Mo.). Solvents were purchased from Sigma Aldrich (St Louis, Mo.). Deuterated solvents used for NMR experiments were purchased from Cambridge Isotope Laboratories (Andover, Mass.). x-rhodamine-5-(and-6)-isothiocyanate was purchased from Invitrogen, Life Technologies. DBCO-acid (MW=305.11 g/mol) was purchased from Click Chemistry Tools (Scottsdale, Ariz.). The chemicals and solvents were used as received unless otherwise specified.
The syntheses were carried out under N2 passed through an O2 scrubbing tower unless otherwise stated. Air sensitive materials were handled in an MBraun Labmaster glovebox, and standard Schlenk techniques were used when handling air-sensitive materials.
6
Aluminum-Catalyzed Cyclic Ester Polymerization
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All manipulations of moisture and air-sensitive chemicals were performed under an inert atmosphere using standard Schlenk techniques or in a MBraun Labmaster glove box. Glassware and vials used in the polymerization were dried in an oven at 120 °C overnight and exposed three times to vacuum-nitrogen cycles. Monomers (Sigma-Aldrich) were purified prior to use: ω-6-hexadecenlactone (6-HDL), ω-pentadecalactone (PDL) and limonene oxide (LO) were distilled under vacuum on CaH2 and stored over 4Å molecular sieves. Phthalic anhydride (PA) was crystallized from dry toluene. The aluminum complex was synthesized according to previously reported procedures [15 (link),28 (link)]. Toluene was refluxed over Na and distilled under nitrogen. CDCl3 was purchased from Eurisotop and used as received. The bis(triphenylphosphine)iminium chloride salt (PPNCl) and all other reagents and solvents were purchased from Sigma-Aldrich and used as received unless stated otherwise.
7
Synthesis and Purification of Air-Sensitive Compounds
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All manipulations of air- and water-sensitive compounds were carried out under nitrogen in a MBraun Labmaster glovebox or by using standard Schlenk line techniques. Epoxides were purchased from Aldrich and distilled from calcium hydride. Bis(triphenylphosphine)iminium chloride ([PPN]Cl) was also purchased from Aldrich and recrystallized by layering a saturated methylene chloride solution with diethyl ether. Phthalic anhydride was purchased from Aldrich and recrystallized from hot chloroform. The synthesis of all other anhydrides and the [FSalph]AlCl catalyst is detailed in Supplementary Methods and NMR spectra of these anhydrides are provided in Supplementary Figures 1 –5 .
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