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2 diisopropylamino ethyl methacrylate

Manufactured by Merck Group
Sourced in United States

2-(diisopropylamino)ethyl methacrylate is a chemical compound used in the manufacturing of various laboratory equipment and materials. It serves as a key component in the production process, but a detailed description of its core function is not available while maintaining an unbiased and factual approach.

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7 protocols using 2 diisopropylamino ethyl methacrylate

1

PEG-CTA Polymer Synthesis

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Poly(ethylene glycol) methyl ether (4-cyano-4-pentanoate dodecyl trithiocarbonate) (PEG-CTA), 2-diisopropylaminoethyl methacrylate (DIPAMA), and pyridyl disulfide ethyl methacrylate (PDSEMA) were purchased from Sigma (Saint Louis, MO, USA). Fetal bovine serum (FBS) was purchased from R&D Systems (Minneapolis, MN, USA). Anti-mouse CTLA-4 (clone 9H10) and PD-1 (clone 29F.1A12) antibodies were purchased from Bio X cell. All other chemicals were purchased from Sigma and used as received.
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2

Multifunctional Nanoparticles for Drug Delivery

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2-cyano-2-propyl benzodithioate (RAFT reagent), poly (ethylene glycol) methacrylate, 2-(Diisopropylamino)ethyl methacrylate, AIBN, tetraethyl orthosilicate (TEOS) and cetyl trimethylammonium bromide (CTAB) were purchased from Sigma Aldrich (Yongin, Korea) and TCI (Japan). Camptothecin was obtained from Ontario Chemicals Inc (Canada) and doxorubicin hydrochloride was obtained from Acorn-Pharma (U.S.A). Fetal bovine serum (FBS) was from Gibco, cell culture medium and reagents were obtained from Invitrogen (Korea). Cell viability analysis was measured using the alamarBlue® cell viability reagent (DAL 1025, ThermoFisher, Korea) following the manufacturer’s protocol and analyzed using the fluorescence measurement from Tecan – Infinite 200 series reader. CellLight® Late Endosomes-GFP, BacMam 2.0 (C10588) and LysoTracker® Green DND-26 (L7526) were obtained from ThermoFisher (Korea). Unless otherwise stated, all used were obtained from commercial suppliers (Sigma Aldrich, TCI and Abcam) and were used as received. DLS measurements were made using a Malvern Nanozetasizer (Nano ZS series). UV-Visible spectra were measure using the JASCO V250 spectrophotometer. The fluorescence spectra were obtained using a JASCO FP-6500 spectrofluorimeter. PEG-PDS polymer was prepared and characterized using the 400 MHz, Bruker AVANCE III HD NMR spectroscopy following our previous literature33 .
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3

Synthesis and Functionalization of Multifunctional Nanoparticles

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3-Aminopropyl triethoxysilane (APTES, 99%), 2,2′-bipyridyl (bipy, ≥99%), 2-bromo-2-methylpropionyl bromide (BIBB, 98%), dichloromethane (DCM, HPLC grade), ethanol (EtOH, ≥99.8%), ethylenediamine (1,2-diaminoethane, DAE, ≥99%), methanol (MeOH, ≥99.8%), hexadecyltrimethylammonium bromide (CTAB, ≥98%), glycidyl methacrylate (GMA, 97%), 2-(diisopropylamino)ethyl methacrylate) (DPA, 97%), and tetraethoxysilane (TEOS, 98%) were purchased from Sigma-Aldrich. Cupric bromide (CuBr2, 98%), cuprous chloride (CuCl, 96%), and potassium dihydrogen orthophosphate (KH2PO4, 99%) were provided by BDH chemicals. Ascorbic acid (98%), and l(+)-ornithine monohydrochloride (Orn, 99%) were obtained from Riedel-de Haën. Ammonium chloride (NH4Cl) was supplied by Avonchem Ltd. Triethylamine (TEA, 99%) was purchased from Loba Chemie. Doxorubicin hydrochloride (DOX) was provided by Tokyo Chemical Industry (TCI). Sodium hydroxide (NaOH) was obtained from Central Drug House (CDH). In all experiments, distilled water was used from Gesellschaft für Labortechnik mbH, Model 2002 – single distillation water stills.
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4

Synthesis of PEGylated Bedaquiline Derivatives

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Methoxypolyethylene glycol-OH (mPEG, MW2000); α-bromoisobutyryl bromide (EBiB, 98%, 195.05 g mol–1); 2,2-dipyridyl (bPy, 99%, 156.19 g mol–1); cuprous bromide (CuBr, 99%, 143.15 g mol–1); N,N,N′,N′,N′-pentamethyldiethylenetriamine (PMDETA, 173.3 g mol–1); dichloromethane (DCM); triethylamine; tetrahydrofuran (THF); and phosphotungstic acid were purchased from Macklin (Shanghai, China). 2-(Diisopropylamino) ethyl methacrylate (DPA) was purchased from Sigma-Aldrich (Merck KGaA, German). Bedaquiline was purchased from MedChemExpress (United States).
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5

Synthesis and Characterization of Responsive Polymers

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Poly(ethylene glycol) methyl ether methacrylate solution, with PEG with nominal Mn 2000 in 50 wt% water solution (PEGMA2k), 2-(diethylamino)ethyl methacrylate (DEAEMA), 2-(diisopropylamino)ethyl methacrylate (DPAEMA), methyl methacrylate (MMA), tert-butyl methacrylate (tBMA), benzyl methacrylate (BnMA), cyclohexyl methacrylate (CHMA), (trimethylsilyl)methacrylate (TMS-MA), 2-(Trimethylsilyloxy)ethyl methacrylate (TMS-HEMA), bis(2-methacryloyl)oxyethyl disulfide (DSDMA), myristyl trimethylammonium bromide (MyTAb), ethyl α-bromoisobutyrate (EBiB), L-ascorbic acid (AA), 6-(p-Toluidino)-2-naphthalenesulfonic acid sodium salt (TNS), dimethyl sulfoxide-d6 (DMSO-d6) and triethylamine were purchased from Sigma-Aldrich. Tris(2-pyrdiylmethyl)amine and hexyl methacrylate (HMA) were purchased from TCI America. Brij 30, Brij 35, copper (II)bromide (99+ %), acetone-d6 (99.8 % D), and deuterium oxide (99.8 % D) were purchased from Acros Organics. Tris(2-carboxylethyl)phosphine (TCEP) was purchased from EMD Millipore. Tetrahydrofuran, acetone, and hydrochloric acid were purchased from Fisher Scientific. All chemicals were used as received.
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6

Synthesis and Characterization of HPMA

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The
monomer N-(2-hydroxypropyl)methacrylamide
(HPMA) (Scheme S1 and Figure S1) was synthesized
according to a previous study,59 (link) and 4-cyano-4-(((ethylthio)carbonothioyl)thio)pentanoic
acid was synthesized as reported earlier60 (link) (Scheme S2 and Figure S2).
Chemicals:
1-amino-2-propanol (93%), methacryloyl chloride (≥97.0%, distilled
under an argon atmosphere), sodium hydride (NaH, 60% dispersion in
mineral oil), ethanethiol (EtSH, 97%), carbon disulfide (CS2, anhydrous, ≥99%), triethylamine (Et3N, ≥99.5%),
4,4′-azobis(4-cyanovaleric acid) (V-501, ≥98%), 2-(diisopropylamino)ethyl
methacrylate (97%, distilled under an argon atmosphere), and Nile
red (NR) BioReagent, ≥97.0% (HPLC) were purchased from Sigma-Aldrich
Ltd. (Czech Republic). Solvents (all purchased from Sigma-Aldrich
Ltd. (Czech Republic): dichloromethane (CH2Cl2, anhydrous ≥99.8%) was dried by refluxing over a benzophenone-sodium
complex and distilled under an argon atmosphere. Other solvents including
diethyl ether (Et2O, ≥99.7%), dimethyl sulfoxide
(DMSO, ≥99.5%), and tert-butanol (tert-BuOH, ≥99.5%) were used as received.
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7

Synthesis of PEG-mCTA Copolymer

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Poly(ethylene glycol)methyl ether (4-cyano-4-pentanoate dodecyl trithiocarbonate) (PEG-mCTA, Sigma-Aldrich), 2-(diisopropylamino)ethyl methacrylate (Sigma-Aldrich), sodium bromate (NaBrO 3 , Sigma-Aldrich), sodium sulfite (Na 2 SO 3 , anhydrous min. 98%, Sigma-Aldrich), sulfuric acid (H 2 SO 4 , 10 Normal, Ricca Chemical Company), methanol-d 4 (Cambridge Isotope Laboratories, Inc) were used without further purification. The stock solutions were made with ultra-pure water (Hardy Diagnostics). sodium sulfite (Na 2 SO 3 ) solution was freshly prepared and used on the same day.
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