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N diisopropylethylamine

Manufactured by Merck Group
Sourced in United States

N-diisopropylethylamine is a chemical compound used as a base and a reagent in organic synthesis. It is a clear, colorless liquid with a characteristic amine-like odor. The compound is commonly used in various laboratory applications, including as a catalyst, a proton acceptor, and a neutralizing agent.

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9 protocols using n diisopropylethylamine

1

Synthesis of Gold Nanoparticles

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Cetrimonium bromide (CTAB), chloroauric acid tetrahydrate (HAuCl4), silver nitrate (AgNO3), sodium borohydride (NaBH4), sodium citrate (Na3C6H5O7), L-ascorbic acid (C6H8O6), 16—mercaptohexadecanoic acid (MHDA), dimethylformamide (DMF), pentafluorophenyl (PFP), N, Ndiisopropylethylamine (DIPEA), N-cyclohexyl-N′-(2-morpholinoethyl) carbodiimide metho-p-toluenesulfonate (CMC) and all other chemicals were purchased from Sigma–Aldrich (Darmstadt, Germany).
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2

Standardized Bile Acid Analysis

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All chemicals and solvents were of the highest purity commercially available. Standard bile acids (sodium salts), including glycochenodeoxycholic acid (GCDCA), glycodeoxycholic acid (GDCA), glycocholic acid (GCA), taurochenodeoxycholic acid (TCDCA), taurodeoxycholic acid (TDCA), taurocholic acid (TCA), chenodeoxycholic acid (CDCA), deoxycholic acid (DCA) and cholic acid (CA), were purchased from Sigma-Aldrich (St. Louis, MO, USA). Three different oxgall powder samples were obtained from Sigma-Aldrich (Product code B3883), Oxoid (Product code LP005, Basingstoke, Hampshire, UK) and BD Difco (Product code 212820, Sparks, MD, USA). Acetonitrile and methanol (HPLC grade) were supplied by Tedia (Fairfield, OH, USA). The derivatization reagents p-bromophenacylbromide and N, N-diisopropylethylamine, and the ion-pairing reagent tetrabutylammonium hydrogen sulfate were also purchased from Sigma-Aldrich.
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3

Thermoresponsive Copolymer Synthesis

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N-isopropyl acrylamide (NIPAm, ≥98%), N,N′-Bis(acryloyl) cystamine (99%, BAC), N, N′-methylene-bis-diacrylaminde (MBA), sodium dodecyl sulfate (SDS; 20% w/v in water), 2-acrylamido-2-methyl-1-propanesulfonic acid (99%, AMPS), dithiothreitol (98%, DTT), fluorescein o-acrylate (98%, FL), rhodamine B isothiocyanate (98%, RBITC), ethanol (99.5%, EtOH), N-diisopropylethylamine (99%, DIPEA), potassium persulfate (99%, KPS), trifluoroacetic acid (TFA), and dimethyl sulfoxide (DMSO) were acquired from Sigma Aldrich (St. Louis, MO). Dimethylformamide (DMF), dichloromethane (DCM), acetonitrile (ACN), trifluoroacetic acid (TFA), triisopropylsilane (TIPS), and phenol were purchased from Thermo Fisher (Waltham, MA). Dialysis membrane tubing was purchased from Spectrum Laboratories (Dominguez, CA). NIPAm and BAC were stored under nitrogen at 4 °C and −20 °C, respectively. AMPS was stored at room temperature in a desiccator. All water used in synthesis, dialysis, and testing was treated by a Millipore milliQ system (Billerica, MA; 18.2 MΩ cm resistivity).
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4

Exosome Characterization Using Fluorescence

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All oligonucleotides were purchased from Sangon Biotech (Shanghai, China) and purified by high-performance liquid chromatography (HPLC). The Cy5-NHS was obtained from the Lumiprobe Corporation (Cockeysville, MD, USA). Bovine serum albumin (Cat #. A8010) was purchased from Beijing Solarbio Science & Technology Co., Ltd. (Beijing, China). IgGs against CD63 (Cat #. ab134045), CD9 (Cat #. ab263019), and CD81 (Cat #. ab109201) were provided by Abcam Trading Co., Ltd. (Shanghai, China). A 7 kDa Zeba desalting column (Cat #. 89883), T4 DNA ligase (Cat #. EL0011), and phi29 DNA polymerase (Cat #. EP0091) were obtained from Thermo Fisher Scientific (Waltham, MA, USA). The BCA kit (Cat #. P0010) was provided by Beyotime Biotechnology Inc. (Shanghai, China). Aldehyde/sulfate latex microspheres (4%, 4μm) were purchased from Beijing Beiao Tai Biological Technology Co., Ltd. (Beijing, China). DMF (Cat #. 648531), N, N-diisopropylethylamine (Cat #. 387649), and TbCl3·6H2O (Cat #. 204560) were provided by Sigma (St. Louis, MO, USA). dNTPs (Cat #. N0447S) were obtained from New England Biolabs (Ipswich, MA, USA).
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5

Colloidal Nanocrystal Synthesis Protocol

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Chemicals. Indium (III) acetylacetonate (In(acac)3, 98%), tin (IV) chloride pentahydrate (SnCl4 5H2O, 98%) oleylamine (70%), tri-n-octylphosphine oxide (TOPO, 90%), N-isopropylacrylamide (NIPAM), polycaprolactone (Mn 70,000–90,000), N, N-diisopropylethylamine, polyethylene glycol (PEG), polycaprolactone (PCL) and acryloyl chloride are purchased from Sigma-Aldrich. All chemicals are used as received without further purification.
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6

Doxorubicin-Loaded Polymeric Nanocarriers

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Doxorubicin hydrochloride (DOX·HCl) was purchased from LC Laboratories, MA, USA [35 (link)]. 4-Vinylbenzyl chloride, 4-cyano-4-[(dodecylsulfanylthiocarbonyl) sulfanyl] pentanoic acid, 2-azobis(isobutyronitrile) (AIBN), N, N-diisopropylethylamine, metformin hydrochloride, monomethoxy PEG2K, branched and linear polyethyleneimine (PEI, MW = 25 kDa), dulbecco’s modified eagle’s medium (DMEM), trypsin-EDTA solution, 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyl tetrazolium bromide (MTT), triton X-100, hoechst 33342, lysotracker Green DND-26, FAM-labeled siRNA and AF647-labeled siRNA were all purchased from Sigma-Aldrich, MO, USA. Penicillin-streptomycin solution and fetal bovine serum (FBS) were purchased from Invitrogen Life Technologies (Gaithersburg, MD, USA). 4-Vinylbenzylamine, 2-propionic-3-methylmaleic anhydride (cdm) were obtained from TCI, PA, USA. All other reagents were of analytical or chromatographic grade.
EGFP expression plasmid (pEGFP) and luciferase expression plasmid (pLuc) were propagated in competent Escherichia coli DH5α cells. pIL-12 and control pDNA were kindly provided by Dr. Shulin Li at MD Anderson Cancer Center, USA. All endotoxin-free plasmids were prepared using the endotoxin free Plasmid Maxiprep Kit according to the manufacturer’s instructions.
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7

Multifunctional PLGA-PEG Nanoparticles

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PLGA with a 50:50 monomer ratio (Resomer® RG 503H, 34 kDa, viscosity 0.32–0.44 dL/g) together with the PLGA 50:50 and PEG copolymer (Resomer® RGP type d5055 [PLGA-PEG®]) were purchased from Boehringer Ingelheim (Ingelheim, Germany). Maleimide-PEG-NH2 (2,000 Da) was obtained from Jenkem (Beijing, People’s Republic of China). Methoxy-PEG-NH2, N-hydroxysuccinimide (NHS), ethyl-3-(3-dimethylaminopropyl) carbodiimidey-drochloride (EDC), N-diisopropylethylamine (DIEA), N-diisopropylcarbodiimide, 2-(1H-7-azabenzotriazol-1-yl)-1.1.3.3-tetramethyluroniumhexafluorophosphate (HATU), 1-hydroxybenzotriazole, and FB were purchased from Sigma (St Louis, MO, USA). Amino acids and NovaSyn TGR resin were purchased from Novabiochem (Hohenbrunn, Germany). N,N-Dimethylformamide (DMF) was obtained from Scharlau (Barcelona, Spain). Poloxamer 188 (Lutrol® F68) was from BASF (Barcelona, Spain) and 5(6)-carboxytetramethylrhodamine (Rho) was obtained from Merck (Hohenbrunn, Germany). Double-distilled water was used after filtration in a Millipore system. All other chemicals and reagents used in the study were of analytical grade.
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8

Synthesis of Fluorescent Peptides

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9-Fluorenylmethoxycarbonyl (Fmoc) protected amino acid derivatives and Rink amide 4-methylbenzhydrylamine (Rink amide MBHA) resin were purchased from IRIS Biotech GmbH (Marktredwitz, Germany). The reagents for synthesis were N,N’-diisopropylcabodiimide (DIC), N-diisopropyl-ethylamine (DIEA), 1-hydroxybenzotriazole (HOBt), 1,8-diazabicyclo-[5.4.0]undec-7-ene (DBU), piperidine, triisopropylsilane (TIS), and 5(6)-carboxyfluorescein (CF), and they were purchased from Sigma Aldrich (Budapest, Hungary). Trifluoroacetic acid (TFA) and solvents (N,N-dimethylformamide (DMF) and dichloromethane) (DCM)) for synthesis, as well as HPLC grade acetonitrile, were obtained from Molar Chemicals (Halásztelek, Hungary).
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9

Peptide Synthesis and Purification

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Boc amino acids were obtained from Peptides Institute; p‐methyl‐BHA (MBHA) resin was purchased from Applied Biosystems; Tris‐(2‐carboxyethyl) phosphine (TCEP), glutathione (GSH), dichloromethane (DCM), N, N‐dimethylformamide (DMF), acetonitrile, triisopropylsilane (TIPS), N, N‐diisopropylethylamine (DIEA), p‐cresol and ultrapure guanidine hydrochloride (GuHCl) were obtained from Sigma‐Aldrich; and trifluoroacetic acid (TFA) was purchased from Halocarbon.
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