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2 protocols using 3 3 dimethylaminopropyl 1 ethyl carbodiimide hydrochloride edc hcl

1

Multifunctional Polymer Synthesis and Characterization

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4-Cyano-4-(phenylcarbonothioylthio)pentanoic acid (CTA1), 4,4′-azobis(4-cyanovaleric acid) (ACVA), triethylamine, 2-(dodecylthiocarbonothioylthio)-2-methylpropionic acid 3-azido-1-propanol ester (CTA2), triethylene glycol methyl ether methacrylate, diethylene glycol methyl ether methacrylate, poly(ethylene glycol) methyl ether methacrylate (Mn 500) (P(EG9)MA), 2-methacroloyloxyethyl phosphorylcholine (MPC), [2-(methacryloyloxy)ethyl]dimethyl-(3-sulfopropyl)ammonium hydroxide (SB), were purchased from Sigma Aldrich (Oakville, ON, Canada). N-(3-aminopropyl)methacrylamide hydrochloride (APMA) was purchased from Polysciences, Inc. (Warrington, PA, USA). Dibenzocyclooctyne-PEG4-NHS (DBCO-PEG4-NHS) was purchased from Click Chemistry Tools (Scottsdale, AZ, USA). 3-(3-dimethylaminopropyl)-1-ethyl-carbodiimide hydrochloride (EDC-HCl) was obtained from Chem-Impex International Inc. (Wood Dale, IL, USA) Alexa Fluor 647 NHS ester, Alexa Fluor 488 NHS Ester, Fetal bovine serum (FBS)DMEM, Alamar blue was purchased from Thermo Fisher Scientific (Burlington, ON, Canada). O-(6-azidohexyl)-O’-succinimidyl carbonate (NHS-azide), O-[1-(4-chlorophenylsulfonyl)-7-azido-2-heptyl]-O′-succinimidylcarbonate (NHS-AzCl) and carboxybetaine monomer were synthesized as previously described [15 (link),16 (link),17 (link)].
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2

Synthesis and Characterization of Cisplatin-Hyaluronate Conjugates

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Cis-Dichlorodiamine platinum (II) (cisplatin) was purchased from Strem Chemicals, Inc. (Newburyport, MA). Sodium hyaluronate was purchased from Contipro Inc (Dolní Dobrouč, Czech Republic). 1-[Bis(dimethylamino)methylene]-1H-1,2,3-triazolo[4,5-b]pyridinium 3-oxide hexafluorophosphate (HATU), and 3-(3-Dimethylaminopropyl)-1-ethyl-carbodiimide hydrochloride (EDC-HCl) was purchased from Chem-Impex International, Inc. (Wood Dale, IL). 1-Hydroxybenzotriazole hydrate (HOBt•H2O) was purchased from Advanced ChemTech (Louisville, KY). N-(tert-Butoxycarbonyl)glycine (Boc-Gly-OH), hydrogen peroxide solution (H2O2, 30 wt.% in H2O), succinic anhydride, (±)-α-tocopherol, N,N′-Dicyclohexylcarbodiimide (DCC), N,N-Dimethylpyridin-4-amine (DMAP), trifluoroacetic acid (TFA), N,N-Diisopropylethylamine (DIPEA), oxaliplatin, tetrabutylammonium hydroxide solution (TBA-OH, 40 wt.% in H2O), and anhydrous organic solvents were purchased from Sigma-Aldrich (Saint Louis, MO). Alexa Fluor ® 488 anti-CD8a, Alexa Fluor® 594 anti-CD11b, and Alexa Fluor® 647 anti-CD11c antibodies were purchased from BioLegend (San Diego, CA). All other chemicals and organic solvents were purchased from Thermo Fisher Scientific (Waltham, MA).
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