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1 8 diazabicyclo 5.4.0 undec 7 ene dbu

Manufactured by Merck Group
Sourced in United States

1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) is a strong organic base commonly used as a catalyst in various chemical reactions. It is a bicyclic compound with the formula C9H16N2. DBU is known for its ability to facilitate deprotonation and other acid-base reactions. Its core function is to serve as a reagent in organic synthesis, where it helps activate and transform other chemical species.

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26 protocols using 1 8 diazabicyclo 5.4.0 undec 7 ene dbu

1

Synthesis of PEG-Cyclodextrin Conjugates

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3-Amino-n-propyl-terminated PEG (PEG-amine) was purchased from Nichiyu Co., and had Mn and Mw of 18,400 and 21,200, respectively, as determined by size-exclusion chromatography (SEC) with a calibration curve using PEG standards. The standard polymers for the calibration of the molecular weights by SEC were purchased from Polymer Source Inc. α-Cyclodextrin (α-CD) was purchased from Nihon Shokuhin Kako Co. Ltd. 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) was purchased from Aldrich. ε-Caprolactone and all other chemicals were purchased from Wako Pure Chemical Industries, Ltd., and all reagents were used as received without further purification.
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2

Synthesis of Biodegradable Polymer Hydrogels

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2-Hydroxyethyl methacrylate (HEMA, Mn = 130.14 g mol−1), 2-(2-methoxyethoxy) ethyl methacrylate (MEO2MA, 95%, Mn = 188 g mol−1) and oligo (ethylene glycol) methacrylate (OEGMA, 98%, Mn = 475 g mol−1) were purchased from TCL (Shanghai Development Co., Ltd., Shanghai, China) and purified by passing them through a column with neutral alumina oxide to remove inhibitor. 2,2-Azoisobutyronitrile (AIBN) was purified by recrystallizing it from methanol. l-Lactide and d-lactide (Mn = 144.13 g mol−1) were purchased from TCL (Shanghai Development Co., Ltd., Shanghai, China) and were purified by recrystallizing them from ethyl acetate. Dichloromethane (DCM) was dried by performing distillation with calcium hydride before use. Tetrahydrofuran (THF) containing NaOH was dried by performing distillation with benzophenone before use. 1,8-Diazabicyclo[5.4.0]undec-7-ene (DBU) (98%, Aldrich) was used as received.
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3

Eucalyptus Lignin Fractionation with Propylene Carbonate

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Lignoboost™ kraft lignin (KL) obtained from kraft pulping of Eucalyptus globulus was kindly supplied by a Portuguese pulp and paper mill (Cacia, Portugal). Propylene carbonate (PC) was purchased from Acros Organics Company (Geel, Belgium) and was used without any further purification; 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) was supplied by Aldrich Chemical Company (St. Louis, MO, USA) and used as received.
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4

Peptide Synthesis and Characterization

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N,N'-diisopropylcarbodiimide (DIC), triisopropylsilane (TIS) and Amberlit IRA-400 anionexchange resin were purchased from Fluka. The amino acid derivatives were obtained from Reanal or from IRIS Biotech. 1-hydroxybenzotriazole (HOBt) and trifluoroacetic acid (TFA) was also from IRIS Biotech. Fmoc-Rink Amide MBHA resin was purchased from NovaBiochem. Acetonitrile and dimethyl sulfoxide (DMSO) were from Merck. N,Ndimethylformamide (DMF) and dichloromethane (DCM) were from Reanal.
Chromatographically purified bovine serum albumin (BSA), 5(6)-carboxyfluorescein (Cf) and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU) were obtained from Sigma-Aldrich.
For the in vitro assays RPMI-1640 medium, Dulbecco's Modified Eagle's Medium (DMEM), fetal calf serum (FCS), nonessential amino acids, 3-(4,5-dimethyltiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT), sodium dodecyl sulfate (SDS), Löwenstein-Jensen medium base were obtained from Sigma-Aldrich. Sula medium, PBS buffer (10 mM sodium phosphate in 150 mM NaCl, pH 7.4), Tris buffer (0.1 M tris(hydroxymethyl)aminomethane, pH 7.4, adjusted with HCl), and HPMI buffer (9 mM glucose, 10 mM NaHCO3, 119 mM NaCl, 9 mM HEPES, 5 mM KCl, 0.85 mM MgCl2, 0.053 mM CaCl2, 5 mM Na2HPO4 × 2H2O, pH 7.4) were prepared in our laboratory using components obtained from Sigma-Aldrich. 0.9% NaCl was a Fresenius infusion solution.
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5

Oxidative Stress Measurement Assay

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Potassium 6-hydroxy-2-naphthalenesulfonate, phthalonitrile, 3-nitrophthalonitrile, potassium carbonate, zinc acetate, dimethyl sulfoxide (DMSO), n-pentanol, 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU), and 2,7-dichlorofluorescin diacetate (DCFH-DA) were purchased from Sigma-Aldrich, Korea. High-resolution mass spectra were obtained using Exactive Plus Orbitrap (Thermo Fisher Scientific). Proton nuclear magnetic resonance spectra were recorded on a Bruker 300 MHz. Fluorescence spectra were collected using an Edinburgh FL900/FS900 spectrofluorometer. Electronic absorption spectra were recorded using a SHIMADZU UV-2450 spectrophotometer.
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6

Synthesis and Characterization of Anhydride Derivatives

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Maleic anhydride (MA) (CAS 108-31-6),
maleic acid (MAc) (CAS 110-16-7), phthalic anhydride (PA) (CAS 85-44-9),
phthalic acid (PAc) (CAS 88-99-3), trimellitic anhydride (TMA) (CAS
552-30-7), trimellitic acid (TMAc) (CAS 528-44-9), phthalic anhydride-d4 (CAS 75935-32-9), ethanol (EtOH) (CAS 64-17-5),
dichloromethane (DCM) (CAS 75-09-2), tert-butyl methyl
ether (TBME) (CAS 1634-04-4), pyridine (CAS 203-809-9), acetonitrile
(CAS 75-05-8), boron trifluoride-methanol solution, 14% in methanol
(BF3·MeOH) (CAS 373-57-9), 1,8-diazabicyclo[5.4.0]undec-7-ene
(DBU) (CAS 6674-22-2), and 1 M hydrochloric acid solution (in water)
(CAS 7647-01-0) were purchased from Sigma-Aldrich (Saint Louis, MO,
USA). The gas helium (99.999%) was obtained from Air Liquid (Paris,
France). Clear 2 mL screw vials (Part No. 5182-0714, Agilent Technologies,
Santa Clara, CA, USA) were fitted with screw thread caps for magnetic
transport (Thermo Fisher Scientific, Waltham, MA, USA, cat. no. 9-MSC(BG)-ST101).
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7

Synthesis and Characterization of DBU

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1,8-Diazabicyclo-[5.4.0]-undec-7-ene (DBU, ≥99.0%, GC analysis) was purchased from Sigma-Aldrich and used without further purification. H2S and CO2 gas bottles was obtained from AGA AB (Linde Group) and used after confirming precautionary measures in the laboratory. Deionized water was used during experiments when needed. For NMR analysis, the deuterated solutions such as D2O (99.9 atom% D), d6-DMSO (anhydrous, 99.9 atom% D) and d3-CDCl3 (99.8 atom% D) were used as internal standards as per requirements in 1H and 13C NMR as well as 2D NMR analysis.
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8

Synthesis of Biodegradable Doxorubicin Nanoparticles

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Glycolide and D,L-lactide (99.0%, Sigma-Aldrich, Korea) were recrystallized in ethyl acetate. N-acryloylmorpholine (98.0%, TCI, Seoul, Korea) was purified by distillation under reduced pressure. Doxorubicin hydrochloride (DOX.HCl) was kindly supplied by Boryung Pharmaceutical Co., Ltd. (Seoul, Korea). AIBN (98%, Sigma-Aldrich, Seoul, Korea), dichloromethane (CH2Cl2, TCI), tetrahydrofuran (THF, TCI, Korea), benzoic acid (Sigma-Aldrich, Korea), dimethylformamide (DMF, Sigma-Aldrich, Korea) and 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU, 98%) were purchased from Sigma-Aldrich (Korea).
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9

CO2 Adsorption on α-Cyclodextrin

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α-Cyclodextrin (α-CD) was purchased from Cyclolab, Hungary (for spectroscopic measurements) and Sigma Aldrich (for uptake measurements). For experimental manipulations, CD was dried overnight at 40 °C. CO2 (99.95%, Food Grade) for NMR and ex situ IR measurements was purchased from Advanced Technical Gases Co., Jordan, while CO2 (grade 4.6) for in situ IR measurements and volumetric uptake was procured from Westfalen, Germany. Potassium hydroxide (KOH, ACS grade) and potassium fluoride (KF, extra pure) were obtained from BDH Chemicals and Scharlau, respectively. Sodium hydride (NaH, 60% in mineral oil), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), DMSO-d6 (99.5 atom% D), D2O (99 atom% D), and 13CO2 were purchased from Sigma-Aldrich.
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10

Fullerene Functionalization and Labeling

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All of the chemicals used were of reagent-grade
quality or better, and the solvents were dried according to literature
procedures. The following reagents were used as received: C60 (99.5+%, SES Research, USA), propargyl alcohol (Acros Organics), p-toluenesulfonic acid monohydrate (Sigma-Aldrich), 1,8-diaza-bicyclo[5.4.0]undec-7-ene
(DBU, Sigma-Aldrich), malonic acid (Sigma-Aldrich), CBr4 (Sigma-Aldrich), 2-amino-1,3-propanediol (AK Scientific), acetic
anhydride (Fisher), N-acetylglycine (Acros Organics),
2,4-dihydroxybenzaldehyde (Acros Organics), anhydrous sodium acetate
(Sigma-Aldrich), sodium nitrite (Avantor), sodium azide (Sigma-Aldrich),
copper sulfate pentahydrate (Avantor), tris(2-carboxyethyl)phosphine
(Sigma-Aldrich), and sulfo-cyanine5 azide (Lumiprobe).
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