1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), 1,2-dicyanobenzene,1,3-diphenylisobenzofuran (DPBF), 4-aminopyridine, and MTT–M5655 were purchased from Sigma-Aldrich and used as received. Calf thymus DNA was acquired from Sigma and purified by dialysis against 5 mM Tris and 50 mM NaCl (pH = 7.5) buffer three times over a 48-h period. The non-essential amino acids MEM, trypan blue solution, and culture medium RPMI 1640 were purchased from Sigma-Aldrich. Dimethylsulfoxide (DMSO), methanol, chloroform, and 1-pentanol were obtained from Synth. Ruthenium(III) chloride hydrate (RuCl3.nH2O) was acquired from Acros. Silica gel 200–400 mesh (Sigma-Aldrich) was employed for chromatographic purification. All the other reagents were purchased from Sigma and used as received.
1 8 diazabicyclo 5.4.0 undec 7 ene
Manufactured by Merck Group
Sourced in United States, Hungary
1,8-diazabicyclo[5.4.0]undec-7-ene is a heterocyclic organic compound with the formula C9H16N2. It is a bicyclic compound with two nitrogen atoms in the ring structure. The compound is commonly used as a base and catalyst in organic synthesis reactions.
Automatically generated - may contain errors
Lab products found in correlation
N n diisopropylcarbodiimide, by Merck Group (3 mentions)
Dichloromethane, by Merck Group (3 mentions)
Acetonitrile, by Merck Group (3 mentions)
Triisopropylsilane, by Merck Group (2 mentions)
Acetic anhydride, by Merck Group (2 mentions)
Dimethylformamide, by Merck Group (2 mentions)
4 dimethylaminopyridine, by Merck Group (2 mentions)
Piperidine, by Merck Group (2 mentions)
Calf thymus dna, by Merck Group (1 mentions)
1 2 dicyanobenzene, by Merck Group (1 mentions)
Silica gel 200 400 mesh, by Merck Group (1 mentions)
Minimum essential medium (mem), by Merck Group (1 mentions)
4 aminopyridine, by Merck Group (1 mentions)
1 3 diphenylisobenzofuran, by Merck Group (1 mentions)
Rpmi 1640, by Merck Group (1 mentions)
Trypan blue solution, by Merck Group (1 mentions)
Acetonitrile, by Avantor (1 mentions)
Trypan blue, by Merck Group (1 mentions)
1 hydroxybenzotriazole, by Merck Group (1 mentions)
5 6 carboxyfluorescein, by Merck Group (1 mentions)
23 protocols using 1 8 diazabicyclo 5.4.0 undec 7 ene
1
Synthesis and Characterization of Ruthenium-Based Compounds
2
Peptide Synthesis and Fluorescent Labeling
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For peptide synthesis, amino acid derivatives were obtained from Iris Biotech (Marktredwitz, Germany). Reagents such as N,N’-diisopropylcarbodiimide (DIC), triisopropylsilane (TIS), 1-hydroxybenzotriazole (HOBt), 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU), NH4OAc, palmitic acid, 6-maleimidohexanoic acid, acetic anhydride (Ac2O), N,N-diisopropylethylamine (DIEA), 2,2,2-trifluoroethanol (TFE), and 5(6)-carboxyfluorescein (Cf) were purchased from Sigma-Aldrich (Budapest, Hungary). Fmoc-Rink Amide MBHA resin was obtained from Merck. Trifluoroacetic acid (TFA), N,N-dimethylformamide (DMF), dichloromethane (DCM), 2-ethoxyethanol (Cellosolv), diethyl ether, and acetonitrile (AcN) were from VWR (Budapest, Hungary).
For the in vitro assays, RPMI-1640 medium, fetal calf serum (FCS), 5(6)-carboxyfluorescein diacetate N-succinimidyl ester (CFSE), concanavalin A (ConA), Mowiol® 4–88, trypan blue, and trypsin were obtained from Sigma-Aldrich (Budapest, Hungary). Macrophage colony-stimulating factor (M-CSF) was from Shenandoah Biotechnology (Warwick, PA, USA). BBL Löwenstein–Jensen Medium was ordered from Becton Dickinson (Környe, Hungary), 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) was prepared in-house using components obtained from Sigma-Aldrich (Budapest, Hungary).
For the in vitro assays, RPMI-1640 medium, fetal calf serum (FCS), 5(6)-carboxyfluorescein diacetate N-succinimidyl ester (CFSE), concanavalin A (ConA), Mowiol® 4–88, trypan blue, and trypsin were obtained from Sigma-Aldrich (Budapest, Hungary). Macrophage colony-stimulating factor (M-CSF) was from Shenandoah Biotechnology (Warwick, PA, USA). BBL Löwenstein–Jensen Medium was ordered from Becton Dickinson (Környe, Hungary), 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) was prepared in-house using components obtained from Sigma-Aldrich (Budapest, Hungary).
3
Synthesis of Fluorescent Polymer Conjugates
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All
chemicals were used as received unless
described otherwise. 4-Cyanopentanoic acid dithiobenzoate (CTA) (>97%), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide
hydrochloride (EDC·HCl) (97%), and 2,2′-azobis(2-methylpropionitrile)
(98%) (AIBN), which was recrystallized from methanol prior use, tris(2-carboxyethyl)phosphine
hydrochloride (TCEP), 1-amino-2-propanol, sodium borohydride (NaBH4), Sephadex G 15, and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)
were purchased from Sigma-Aldrich. 1,4-Dioxane and triethylamine (Et3N) were purchased from Acros Organics, and 3,3,3-trifluoropropylamine
hydrochloride was obtained from Apollo Scientific. Rhodamine Red C2
maleimide was purchased from Life Technologies. Pentafluorophenol
was purchased from Matrix Scientific. Dichloromethane (DCM), tetrahydrofuran
(THF), hexane, and ethyl acetate were purchased from Reactolab. Sodium
methoxide (30% solution in methanol), elemental sulfur, 4-chlorobenzotrifluoride,
and 4,4′-azobis(4-cyanovaleric acid), which was crystallized
from ethanol, were purchased from J&K Scientific Ltd. Pentafluorophenyl
methacrylate (PFMA) was synthesized as reported by Eberhardt et al.42 (link) 1,4-Dioxane was dried over molecular sieves,
and Et3N was freshly distilled prior use. THF was dried
using a Pure Solv solvent purification system prior use.
chemicals were used as received unless
described otherwise. 4-Cyanopentanoic acid dithiobenzoate (CTA) (>97%), N-(3-dimethylaminopropyl)-N′-ethylcarbodiimide
hydrochloride (EDC·HCl) (97%), and 2,2′-azobis(2-methylpropionitrile)
(98%) (AIBN), which was recrystallized from methanol prior use, tris(2-carboxyethyl)phosphine
hydrochloride (TCEP), 1-amino-2-propanol, sodium borohydride (NaBH4), Sephadex G 15, and 1,8-diazabicyclo[5.4.0]undec-7-ene (DBU)
were purchased from Sigma-Aldrich. 1,4-Dioxane and triethylamine (Et3N) were purchased from Acros Organics, and 3,3,3-trifluoropropylamine
hydrochloride was obtained from Apollo Scientific. Rhodamine Red C2
maleimide was purchased from Life Technologies. Pentafluorophenol
was purchased from Matrix Scientific. Dichloromethane (DCM), tetrahydrofuran
(THF), hexane, and ethyl acetate were purchased from Reactolab. Sodium
methoxide (30% solution in methanol), elemental sulfur, 4-chlorobenzotrifluoride,
and 4,4′-azobis(4-cyanovaleric acid), which was crystallized
from ethanol, were purchased from J&K Scientific Ltd. Pentafluorophenyl
methacrylate (PFMA) was synthesized as reported by Eberhardt et al.42 (link) 1,4-Dioxane was dried over molecular sieves,
and Et3N was freshly distilled prior use. THF was dried
using a Pure Solv solvent purification system prior use.
4
Synthesis of Polymeric Precursors
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Hexanediol (Sigma-Aldrich, Sweden) and 1,8-diazabicyclo[5.4.0]undec-7-ene
(DBU) (Sigma-Aldrich, Sweden) were stored under an inert gas atmosphere
prior to use. Chloroform (HPLC grade, Fisher Scientific, Germany),
methanol (general purpose grade, Fisher Scientific, Germany), dichloromethane
(anhydrous, ≥ 99.8%, Sigma-Aldrich), toluene (anhydrous, ≥
99.8%, Sigma-Aldrich), acetonitrile (anhydrous, ≥ 99.8%, Sigma-Aldrich),
dichloromethane (DCM) (Fisher Scientific, Germany), sodium hydride
(NaH) (60% dispersion in mineral oil, Sigma-Aldrich, Sweden), diethyl
carbonate (99%, Sigma-Aldrich, Sweden), trimethylolpropane allyl ether
(98%, Sigma-Aldrich, Sweden), acetic acid (technical grade, Fisher
Scientific, Germany), and acetic acid anhydride (ReagentPlus, ≥
99%, Sigma-Aldrich, Sweden) were used as received.
(DBU) (Sigma-Aldrich, Sweden) were stored under an inert gas atmosphere
prior to use. Chloroform (HPLC grade, Fisher Scientific, Germany),
methanol (general purpose grade, Fisher Scientific, Germany), dichloromethane
(anhydrous, ≥ 99.8%, Sigma-Aldrich), toluene (anhydrous, ≥
99.8%, Sigma-Aldrich), acetonitrile (anhydrous, ≥ 99.8%, Sigma-Aldrich),
dichloromethane (DCM) (Fisher Scientific, Germany), sodium hydride
(NaH) (60% dispersion in mineral oil, Sigma-Aldrich, Sweden), diethyl
carbonate (99%, Sigma-Aldrich, Sweden), trimethylolpropane allyl ether
(98%, Sigma-Aldrich, Sweden), acetic acid (technical grade, Fisher
Scientific, Germany), and acetic acid anhydride (ReagentPlus, ≥
99%, Sigma-Aldrich, Sweden) were used as received.
5
Fabrication of Liquid Crystal Elastomer Fibers
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1,3PDT (>99%), (3-aminopropyl)triethoxysilane (99%), butylhydroxytoluene (BHT; analytical standard), 1,8-diazabicyclo[5.4.0]undec-7-ene (98%), dichloromethane (DCM; anhydrous, ≥ 99.8%), N,N-dimethyl-n-octadecyl-3-aminopropyltrimethoxtsilyl chloride (42 wt% in methanol), 2,2-dimethoxy-2-phenylacetophenone (DMPA; 99%), poly(vinyl alcohol) (cold water soluble, molecular weight of 31,000 to 50,000, 98 to 99% hydrolyzed) were purchased from Sigma-Aldrich. Hydrochloric acid (HCl; certified ACS Plus, 36.5 to 38.0%), magnesium sulfate (anhydrous powder) (MgSO4), and tetrahydrofuran (high-performance liquid chromatography grade) were purchased from Thermo Fisher Scientific. RM82 and RM257 were purchased from Wilshire Technologies. 5CB were purchased from Tokyo Chemical Industry. NOA63 was purchased from Noland Optical Adhesive. SilcPigTM was purchased from Smooth-On. Photoinitiator, Irgacure 369, was purchased from Ciba. All chemicals were used as received. PTFE tubing for templating LCE fiber was purchased from Cole-Parmer.
6
Synthesis and Characterization of Functional PEG
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Phosphate-buffered saline (PBS, 10× concentrate) and formaldehyde (for molecular biology, 36.5–38% in H2O) were purchased from (Sigma Aldrich, St. Louis, MI, USA). Human colon cancer cells (CaCo-2 Cellonex Cat SS1402 CCAC-FL; CCAC-C) were purchased from the (American Type Culture Collection, Manassas, VA, USA). Tetrahydrofuran (THF), 1,8-diazabicyclo [5.4.0] undec-7-ene (DBU), aluminum chloride, dimethyl sulfoxide (DMSO), dimethyl formamide (DMF), sodium 2-mercaptoacetate, deuterated water (D2O), 4-nitrophthalonitrile, dichloromethane (DCM), methanol, 1-pentanol, N-hydroxysuccinimide (NHS), amino-polyethylene glycol-thiol (NH2-PEG(2000)-SH), and N,N′-dicyclohexylcarbodiimide (DCC) were purchased from Sigma–Aldrich. Sodium 2-mercaptoacetate phthalonitrile was synthesized as previously reported [52 (link)].
7
Synthesis of Polymeric Nanocarriers for Targeted Drug Delivery
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Selenium powder (99.99%), 4-(dimethyl amino) pyridine (DMAP, 99%), 3-bromopropionic acid (97%), furan (99%), N,N′-dicyclohexylcarbodiimide (DCC, 99%), maleic anhydride (99%), triethylamine, ethanol (98%), fetal bovine serum (FBS), benzoic acid, dimethyl formamide (DMF), AIBN (98%), furfuryl methacrylate (FMA, 97%), and 1, 8-diazabicyclo [5.4.0] undec-7-ene (DBU, 98%) were purchased from Sigma-Aldrich (Seoul, Korea). d ,l -Lactide (LA, 99.0%) and N-acryloylmorpholine (NAM, 98.0%) were purchased from Sigma-Aldrich (Seoul, Korea), and used after purification. DOX hydrochloride (DOX⋅HCl) was received from Boryung Pharm. Co. (Seoul, Korea). ethanolamine (99%) was received from Fluka (Seoul, Korea). The cell viability assay solution (EZ-Cytox, WST-1®) was purchased from Daeil Lab Services (Seoul, Korea). Dichloromethane (DCM), ethyl acetate (EtOAc), dimethyl formamide (DMF), and tetrahydrofuran (THF) were obtained from Duksan (Busan, Korea) and used without further purification unless otherwise mentioned.
8
Synthesis and Characterization of Glycopeptides
9
Synthesis and Characterization of PILs
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All reagents for the synthesis of the PILs were purchased and used without additional purification. The list of reagents is the following: 4-methylpyridine 98%, methylimidazole 99% and tetramethylguanidine 99% from Alfa Aesar (Tewksbury, MA, USA); pyridine p.a. and sulfuric acid 95–97% from Merk (Rahway, NJ, USA); 1,8-diazabicyclo(5.4.0)undec-7-ene 98% and methanesulfonic acid 99% from Sigma-Aldrich (Rahway, NJ, USA).
The solvents were acetonitrile 99.8% from Merck (Darmstadt, Germany) and deuterated water 99.9% from Eurisotop (Gif sur Yvette, France). Polyethylene glycol (MW 200)—PEG200 was from Sigma-Aldrich (Rahway, NJ, USA), with water content < 0.5%. Distilled and deionized water (DD) was obtained with a Millipore system.
Si b100N wafers (Si-Mat, Kaufering, Germany), with 0.5 mm of thickness, 1 nm of root mean square (RMS) roughness and 1121–1428 HV of hardness, were cut in squares (1 × 1 cm2) to be used in the tribological tests and the contact angle measurements. Spheres of stainless steel (SS) AISI 316L grade 100 (Atlas Ball and Bearing Co. Ltd., Walsall, UK) with 6 mm of diameter, roughness RMS = 1 µm and hardness of 260–390 HV and Si spheres (J. Hauser GMBH and Co., Solms, Germany) with 6 mm of diameter, 15 nm of RMS roughness and 1412 HV of hardness were used as counter bodies.
The solvents were acetonitrile 99.8% from Merck (Darmstadt, Germany) and deuterated water 99.9% from Eurisotop (Gif sur Yvette, France). Polyethylene glycol (MW 200)—PEG200 was from Sigma-Aldrich (Rahway, NJ, USA), with water content < 0.5%. Distilled and deionized water (DD) was obtained with a Millipore system.
Si b100N wafers (Si-Mat, Kaufering, Germany), with 0.5 mm of thickness, 1 nm of root mean square (RMS) roughness and 1121–1428 HV of hardness, were cut in squares (1 × 1 cm2) to be used in the tribological tests and the contact angle measurements. Spheres of stainless steel (SS) AISI 316L grade 100 (Atlas Ball and Bearing Co. Ltd., Walsall, UK) with 6 mm of diameter, roughness RMS = 1 µm and hardness of 260–390 HV and Si spheres (J. Hauser GMBH and Co., Solms, Germany) with 6 mm of diameter, 15 nm of RMS roughness and 1412 HV of hardness were used as counter bodies.
10
Amyloid Aggregation Monitoring
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Fullerene C60 98%, diethyl malonate 99%, carbon tetrabromide 99%, 1,8-diazabicyclo[5.4.0]-undec-7-ene (DBU), 98%, thioflavin T (ThT), and all other chemicals and solvents were purchased from Sigma-Aldrich and were used as supplied without further purification. Beta-amyloid (1–42) Human was purchase from (ANASPEC-1 mg).
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