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Poly ethylene glycol methyl ether methacrylate

Manufactured by Merck Group
Sourced in United States, Germany

Poly(ethylene glycol) methyl ether methacrylate is a synthetic polymer commonly used as a laboratory reagent. It is a clear, viscous liquid with a high molecular weight. The primary function of this product is to serve as a building block in the synthesis of various polymeric materials and structures for research and development purposes.

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21 protocols using poly ethylene glycol methyl ether methacrylate

1

Injectable Hydrogel Synthesis Protocol

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Gelatin (Cat #G9382), methacrylic anhydride (Cat #276685), poly(ethylene glycol) methyl ether methacrylate (Cat #447951), 2-hydroxy-4′-(2-hydroxyethoxy)-2-methylpropiophenone (Cat #410896), N-hydroxysuccinimide (NHS) (Cat #130672), 2-(N-morpholino)ethanesulfonic acid (MES) (Cat #M3671), 1-ethyl-3-(3-dimethylaminopropyl) carbodiimide (EDC) (Cat #E6383), and glycine (Cat #G8898) were purchased from Sigma-Aldrich (St. Louis, MO). Dialysis membrane (molecular weight 12–14 kD cutoff) was purchased from Spectrum Laboratories (Dallas, TX).
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2

Synthesis of Functional Polymer Materials

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2-Bromoisobutyric acid (98%), 2-bromoethanol (95%), 2-(dimethylamino)ethyl methacrylate (DMAEMA, 98%), poly-(ethylene glycol) methyl ether methacrylate (OEGMA, MW = 500), methacrylic acid (99%), N-(3-(dimethylamino)propyl)-N′-ethylcarbodiimide hydrochloride (EDC, ≥99%), N,N-dimethylamino pyridine (DMAP, ≥99%), copper bromide (≥99.99%), ascorbic acid, (AA, ≥99%) were purchased from Sigma-Aldrich. 2-(Methylthio)-ethanol (≥99%) was purchased from Alfa Aesar. Hydrogen peroxide solution (30%) was purchased from Fisher Scientific. All methacrylate monomers were passed through basic alumina columns before use. Tris(2-pyridylmethyl)amine (TPMA) was synthesized according to previous procedures.76 All solvents and other chemicals were of reagent quality and were used as received unless special treatments discussed below were applied.
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3

Multifunctional Polymer Synthesis and Characterization

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4-Cyano-4-(thiobenzoylthio)pentanoic acid (CTPBA); 1H, 1H-pentafluoro-N-propyl methacrylate (PFPMA); methacrylic acid (MAA); poly(ethylene glycol) methyl ether methacrylate (OEGMA); azodiisobutyronitrile (AIBN); perfluoropentane (PFP); and bovine serum albumin (BSA) were purchased from Sigma-Aldrich (USA); CCK-8 and RPMI 1640 medium were purchased from Mishushengwu Biotechnology Co., Ltd. (Xi’an, China); FBS was purchased from Sijiqing Biological Engineering Materials Co., Ltd. (Hangzhou, China); and tetrahydrofuran (THF) was purchased from Meryer Chemical Technology Co., Ltd. (Shanghai, China). All reagents were used as received without additional treatment.
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4

Electrochemical Synthesis of Polypyrrole

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Pyrrole (Py; Sigma-Aldrich) and EDOT (H.C. Starck) were freshly distilled at reduced pressure and stored in the dark under inert atmosphere at low temperature. Lithium bis(trifluoromethanesulfonyl)imide (LiTFSI, 99:0%; Sigma-Aldrich). Fe(III) tosylate was received from H.C. Stark as a 55 wt % solution in n-butanol. Poly(ethylene glycol) dimethacrylate (PEGDM; Mw = 750 g/mol) and poly(ethylene glycol) methyl ether methacrylate (PEGM, Mw = 475 g/mol) were received from Sigma-Aldrich. All solutions for the electrochemical synthesis of PPy were degassed in an ultrasonic bath and saturated with N2 for 10 min before use.
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5

Stamp-Molding OSTE+ Microwell Arrays

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Similar to our previous work [12 (link),27 (link)], stamp-molding materials for OSTE+ microwell arrays (i.e., UV initiator 1-hydroxycyclohexyl phenyl ketone, poly(ethylene glycol) methacrylate with an average molecular weight of 500 and poly(ethylene glycol) methyl ether methacrylate with an average molecular weight of 2000) were acquired from Sigma-Aldrich. Borosilicate glass microscope slides (1 mm thickness) were supplied by Carl Roth. Dow Corning and BAP Medical B.V. provided PDMS Sylgard 184 silicone elastomer kit and biopsy punches of 1 mm diameter, respectively.
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6

Synthesis of Combretastatin A-4 Derivative

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Polyethyleneglycol methyl ether methacrylate (PEGMA, Mn = 300 g/mol, average degree of polymerization ≈5) (Sigma-Aldrich, Darmstadt, Germany), triethyleneglycol methyl ether methacrylate (TEGMA Mn = 232 g/mol) (Sigma-Aldrich, Darmstadt, Germany), and perfluorohexylethyl acrylate (FA, Fluorochem, Hadfield, United Kingdom) were passed through basic alumina to remove inhibitors. N,N,N′,N″,N″-pentamethyldiethylenetriamine (PMDETA, Sigma-Aldrich) and ethyl α-bromophenylacetate (EBPA, Sigma-Aldrich, Darmstadt, Germany) were distilled under vacuum. CuBr2 (Sigma-Aldrich, Darmstadt, Germany) was recrystallized from water solution. Toluene (Sigma-Aldrich, Darmstadt, Germany) was distilled at atmospheric pressure after reflux over calcium hydride. 3-Hydroxyanisaldehyde, 3,4,5-trimethoxyphenylacetic acid, acetic anhydride, triethyl amine, and copper (powder) were used as received (Sigma-Aldrich, Darmstadt, Germany). Quinoline was distilled under reduced pressure before use.
The preparation of the cis-Combretastatin A-4 (CA-4) was carried out following a two-step literature procedure, obtaining the desired product with a 98% GLC purity and a 40% yield [61 (link)].
Common laboratory solvents and other reagents (Sigma-Aldrich, Darmstadt, Germany) were used as received.
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7

Histone-Polymer Conjugate Synthesis

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Histones from calf thymus, bovine serum albumin, N-isopropylacrylamide (NIPAm), sodium dodecyl sulfate (SDS), fluoresceinamine isomer, and poly(ethylene glycol) methyl ether methacrylate (average Mn 500, 1500, and 4000) were purchased from Sigma Aldrich. N,N’-methylenebisacrylamide (BIS) was from Fluka; N-t-butylacrylamide (TBAm) was from ACROS ORGANICS. [2,3-14C]-Acrylamide was purchased from GE Healthcare UK Ltd. (Buckinghamshire, UK). Histone H1, H2A, H2B, H3.3 and H4 (Human, Recombinant) were purchased from New England Biolabs, Inc., (MA, USA). Sulfo-Cy5 NHS ester was purchased from Lumiprobe (FL, USA). 5-(and 6)-carboxytetramethylrhodamine, succinimidyl ester (NHS-Rhodamine) was purchased from Thermo Fisher Scientific, Inc.
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8

Surface-Initiated ATRP of OEGMA

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Avidin from egg white was purchased from Lee Biosolutions (Maryland Heights, MO). Bicinchoninic acid solution, copper(ii) chloride, sodium ascorbate and poly(ethylene glycol)methyl ether methacrylate (OEGMA, average Mn 500) were purchased from Sigma Aldrich (St. Louis, MO), CBMA was purchased from TCI (Portland, OR). Protein surface active ATRP initiators were prepared as described previously.9,19 (link) 4-(Bis(N,N-diethylaminoethyl)aminoethyl)morpholine (MMA) synthesized in a previous report was used as ligand.
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9

Synthesis of Polymeric Nanoparticles

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Iron (III) chloride hexahydrate ACS, sodium acetate (anhydrous ACS), ethylene glycol, ammonium hydroxide 28–30%, ammonium persulfate (APS) (≥98%, Pro-Pure, Proteomics Grade), ethanol (reagent alcohol ACS), and methanol (≥99.8% ACS) were purchased from VWR. N,N′-Methylenebisacrylamide (99%) was purchased from EMD Millipore. Trisodium citrate dihydrate (ACS reagent, ≥99.0%), tetraethyl orthosilicate (TEOS) (reagent grade, 98%), 3-(trimethoxysilyl)propyl methacrylate (MPS) (98%), and poly(ethylene glycol) methyl ether methacrylate (OEGMA, average Mn 500, contains 100 ppm MEHQ as inhibitor, 200 ppm BHT as inhibitor) were purchased from Sigma–Aldrich. 4,4′-Azobis(4-cyanovaleric acid) (ACVA, 98%, cont. ca 18% water) and divinylbenzene (DVB, 80%, mixture of isomers) were purchased from Alfa Aesar and purified by passing a short silica column to remove the inhibitor. N-(3-Dimethylaminopropyl)methacrylamide (DMAPMA) was purchased from TCI and also purified by passing a short silica column to remove the inhibitor. The ELISA kit to measure human C-reactive protein (CRP) was purchased from R&D Systems (Minneapolis, MN). Human CRP protein purified from human serum was from Sigma–Aldrich.
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10

Synthesis of Diverse Acrylate and Methacrylate Monomers

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Glyceryl monomethacrylate (GMA; 98%, supplied
by GEO Specialty Chemicals), poly(ethylene glycol) methyl ether acrylate
(PEGA, Mn = 480, Sigma-Aldrich), poly(ethylene
glycol) methyl ether methacrylate (PEGMA, Mn = 950, Sigma-Aldrich), acrylic acid (AA, 99%; Fisher), methacrylic
acid (MAA, ≥99%; Merck), lauryl acrylate (LA, >98%, TCI
Chemicals), iso-octyl acrylate (iOA, >90%;
Sigma-Aldrich),
2-ethylhexyl acrylate (EHA, Alfa Aesar, 98%), iso-bornyl acrylate (iBA 99%; Alfa Aesar), tert-butyl acrylate (tBuA, 99%; Alfa Aesar), 3,5,5-trimethylhexyl
acrylate (TMHA; Sigma-Aldrich), 3,5,5-trimethylhexyl methacrylate
(TMHMA, ABCR), and tert-octyl acrylamide (OAA; supplied
by ABCR, Germany) were all used as received. Asoisobutyronitrile (AIBN)
was recrystallized twice from mEthanol. Ethanol (99.8%, Fisher), mEthanol
(>99%, Sigma-Aldrich), THF, and n-heptane (>99%,
Sigma-Aldrich) were used as received. 2-(Dodecylthiocarbonothioylthio)-2-methylpropionic
acid (DDMAT, 98%) was purchased from Sigma-Aldrich and used as received.
MilliQ water was obtained from an Elga Elgastat Option 3A Water Purifier
system.
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