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164 protocols using n methyl pyrrolidone (nmp)

1

Fabrication of Layered Perovskite Solar Cells

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A precursor solution for bare FAPbI3 (control) film was prepared by dissolving equimolar amount of HC(NH2)2I (FAI, Dyesol), PbI2 (TCI, 99.99%), and N-methyl-2-pyrrolidone (NMP, Sigma-Aldrich, anhydrous, 99.5%) in N,N-Dimethylformamide (DMF, Sigma-Aldrich, anhydrous, 99.8%). In a typical process, 172 mg of FAI, 461 mg of PbI2 and 99 mg of NMP were dissolved in 560 mg of DMF. For the films with layered perovskite, the corresponding FAPbI3 precursors were replaced with the same molar amount of the precursors for the layered perovskite. Typically, the precursor solution for 1P film was prepared by dissolving 8.2 mg of phenethylammonium iodide (PEAI, Sigma-Aldrich, 98%), 166.4 mg of FAI, 453.4 mg of PbI2, and 97.4 mg of NMP in 560 mg of DMF. The precursor solution for 3P film was prepared by dissolving 16.4 mg of phenethylammonium iodide (PEAI, Sigma-Aldrich, 98%), 160.9 mg of FAI, 446.1 mg of PbI2 and 95.8 mg of NMP in 560 mg of DMF. The precursor solution for 3F film was prepared by dissolving 17.2 mg of 4-fluoro phenethylammonium iodide (FPEAI, Greatcellsolar), 160.9 mg of FAI, 446.1 mg of PbI2, and 95.8 mg of NMP in 560 mg of DMF.
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2

Ex Vivo and In Vivo Compound Preparation

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For ex vivo studies, compounds were dissolved in DMSO except 4-OHT (Sigma) were dissolved in 100% EtOH. For in vivo studies, BKM120 was dissolved in 10% NMP (Sigma)/90% PEG 300 (Sigma) and administered by oral gavage at 35 mg/kg. AZD6482 was formulated in 7.5% NMP/40% PEG400 (Sigma)/52.5% water and given intraperitoneal twice a day at 20 mg/kg. BYL719 was prepared in 0.5% methylcellulose (Sigma) /water and administered by oral gavage at 45 mg/kg.
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3

Synthesis of Polyamine N4 (TEP) Derivatives

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N4 (TEP) polyamines were synthesized
as we described recently37 (link) according to
a modified procedure of Uchida and co-workers.59 (link) Briefly, to a chilled solution of poly(β-benzyl-l-aspartate) in N-methyl-2-pyrrolidone (NMP)
(Sigma) (2 mL) was added dropwise with stirring 50 equiv of tetraethylenepentamine
(Sigma) diluted 2-fold with NMP. After stirring for 2 h at 0 °C,
the pH was adjusted to 1 with dropwise addition while stirring of
cold 6 N HCl. The resulting solution was dialyzed from a regenerated
cellulose membrane bag (Spectrum Laboratories, 1 kDa MWCO) against
0.01 N HCl followed by distilled water, frozen, and lyophilized to
give a white powder. Polyamines used in this study were characterized
by 1H NMR spectra in deuterium oxide (Cambridge Isotope
Laboratories) using a Bruker Avance 400 MHz NMR spectrometer at 25
°C: 1H NMR (400 MHz, D2O) δ 4.72 (s, 1H), 3.64–3.39
(m, 9H), 3.37–3.05 (m, 5H), 3.00–2.62 (m, 4H).
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4

Pharmacological Modulation of Murine Metabolism

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Six-weeks old BALB/c female mice (Taconic) were treated with MS023 (80 mg/kg body weight, by i.p. injection), GSK3368715 (80 mg/kg body weight, by gastric gavage), or respective vehicle, one dose daily for 21 days. MS023 (SelleckChem, #S8112) was dissolved in NMP (Sigma, #328643), and then sequentially diluted with 20% Captisol (SelleckChem, #S4592), PEG-400 (Sigma, PX1286B-2) and saline, with a final ratio of 5:20:20:55 (NMP/20% Captisol/PEG-400/saline, v/v/v/v)65 (link). GSK3368715 (SelleckChem, #S8858) was dissolved in ddH2O. Then, tissues and organs were collected and analyzed by immunoblotting.
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5

Quantifying NMP Concentration in Polymer Solutions

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Poly(DL-lactide) (PLA) and poly(DL-lactide-co-glycolide) PLGA were obtained from Boehringer Ingelheim (Ingelheim am Rhein, Germany). Polymers were dissolved overnight-shaking at 37°C to final 40 wt% in pure NMP (Sigma-Aldrich, St. Louis, MO) or a combination of NMP with water. for later analysis. NMP concentration was analyzed using liquid chromatography-mass spectrometry on a Thermo Scientific LTQ XL instrument (Thermo Fisher Scientific, Waltham, MA) with a Hypersil Gold column (100 x 1 mm dimensions, 1.9 µm particle size, Thermo Fisher Scientific). A gradient of water and methanol, each with 0.1% formic acid was used to analyse the samples, producing a UV peak that corresponded to the molecular weight of NMP. NMP concentration was quantified using the area under the curve of the peak of the UV signal at 210 nm compared to established NMP standards with a limit of quantification of 0.0625 mM NMP. There were at least three samples per group.
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6

Ex Vivo and In Vivo Compound Preparation

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For ex vivo studies, compounds were dissolved in DMSO except 4-OHT (Sigma) were dissolved in 100% EtOH. For in vivo studies, BKM120 was dissolved in 10% NMP (Sigma)/90% PEG 300 (Sigma) and administered by oral gavage at 35 mg/kg. AZD6482 was formulated in 7.5% NMP/40% PEG400 (Sigma)/52.5% water and given intraperitoneal twice a day at 20 mg/kg. BYL719 was prepared in 0.5% methylcellulose (Sigma) /water and administered by oral gavage at 45 mg/kg.
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7

Porous PLGA Scaffold Fabrication

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Poly (d,l-lactide-co-glycolide) (PLGA) 50:50 (RG 505, inherent viscosity = 0.54 dL/g in chloroform at 25 °C, Mw = 24,000) to a biocompatible solvent, N-methyl-2-pyrrolidone (NMP, Merck, Germany) in solution between 30 % of PLGA and 70 % of NMP, both components are FDA approved, was prepared. It was seen that 70:30 w/w PLGA: NMP solution had enough low viscosity for easy injection. The PLGA solutions were gamma irradiated (dose of 25 kGy). Then, injected into a cylindrical mould with height twice than width that was filled with phosphate-buffered saline (PBS), exchanging the NMP and water the porous scaffold was prepared.
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8

Synthesis and Characterization of Photoactive Porphyrazine Dyes

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Two photoactive dyes were tested: tetra(2-naphthyl)tetracyanoporphyrazine (hereinafter, PzNPh) and its iron complex (hereinafter, FePzNPh) (Figure 1).
The general scheme of the preparation of the free base PzNPh comprised the following stages: naphthyl tricyanoethylene synthesis, template assembly of the macrocycle at the Yb3+ cation, and elimination of the central cation to form the free base. The details of PzNPh preparation were described previously [44 (link),53 (link)]. The product was carefully purified by chromatography (Silica gel 60, 40-µm, Merk, THF eluent). The purification was repeated at least four to six times.
For the FePzNPh preparation, the degassed ethanol (3 mL) was added to the mixture of FeAc2 (N-MP, 95%, Aldrich, St. Louis, MO, USA) (35 mg, 0.00023 mol) and PzNPh (19 mg, 0.000023 mol) in inert atmosphere and the solution was kept for about 24 h. Then, the solvent was removed under vacuum and the dark blue precipitate was washed with pure ethanol (5 mL, 5 portions) to remove acetic acid (Figure 1). Yield 80%.
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9

Vacuum-Distilled Aniline Purification

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Aniline (≥99%) was purchased from
Aldrich and vacuum-distilled before use. APS, Glu (99%), NMP, and
CSA were purchased from Aldrich and used as received without further
purification. DI water (18.2 MΩ) was used throughout the experiment,
and all glassware was cleaned using concentrated nitric acid and subsequently
rinsed with a copious amount of DI water.
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10

Analytical Methods for Chemical Characterization

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DMAC, NMP (Aldrich) and toluene (Fisher) were dried over calcium hydride and distilled at reduced pressure. All other reagents were used as received. Nuclear magnetic resonance (NMR) spectra were recorded on a Varian Mercury 300MHz Spectrometer and a Varian INOVA 500MHz Spectrometer with CDCl3 (7.26 ppm for 1H NMR), CDCl3 (77.0 ppm for 13C NMR). Tetramethylsilane (TMS) was used as the internal standard for these measurements. Chemical shifts are expressed in δ (ppm) values, and coupling constants are expressed in hertz (Hz). Standard abbreviations for NMR spectra are: s = singlet, d = doublet, t = triplet, q = quartet, m = multiplet. Infrared (IR) spectra were recorded on a Nicolet 20DXB Fourier Transform (FT-IR) Spectrometer, covering the range of 500–4000 cm−1. IR samples were prepared by depositing a thin film of sample on a sodium chloride plate. Mass spectra were obtained using a Waters GCT Premier 7890 Gas Chromatography/Mass Spectrometer (GC/MS) with an ionization potential of 70 electron volts. All mass spectral data is reported in Daltons.
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