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3 protocols using 1 3 dicyclohexylcarbodiimide

1

Synthesis and Characterization of TPGS Nanoparticles

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TPNa, d-α-tocopherol poly(ethylene
glycol) 1000 succinate (TPGS), PF127, 1,3-dicyclohexylcarbodiimide
(DCC), 2,6-di-tert-butyl-p-cresol
(BHT), and methanol were purchased from Sigma-Aldrich (St. Louis,
MO). MnTMPyP was from Calbiochem (EMD Millipore, Billerica, MA). 6-Maleimidohexanoic
acid was from AK Scientific (Union City, CA). Succinimidyl 4-[N-maleimidiomethyl]cyclohexane-1-carboxylate (SMCC) and N-succinimidyl S-acetylthioacetate (SATA)
were from Thermo Scientific Pierce (Rockford, IL). Streptavidin was
from Calbiochem (San Diego, CA). Mouse anti-PECAM MEC13.3 was purchased
from BD Bioscience (San Jose, CA), and monoclonal antibody (mAb 62)
against human anti-PECAM was provided by Dr. Marian Nakada (Centoor;
Malvern, PA). Whole molecule rat IgG was from Rockland Immunochemicals
(Gilbertsville, PA).
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2

Synthesis and Characterization of Substituted Anilines

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The analytical grades of ethyl 4-aminobenzoate, sodium nitrite (NaNO2), phenol, 1-bromohexane, 1,3-dicyclohexylcarbodiimide (DCC), 4-(N,N-dimethyl amino)pyridine (DMAP), 4-fluoro aniline, 2-fluoro aniline, 2-nitro aniline, 2-trifluoromethyl aniline, 2,4-dinitro aniline, potassium carbonate (K2CO3), sodium hydroxide (NaOH), potassium hydroxide (KOH), potassium iodide (KI) were procured from Sigma Aldrich and Spectrochem. For column chromatography silica gel 60-120 and neutral alumina were procured from Thomas baker. Acetone, hexane, ethyl acetate and dichloromethane were dried over phosphorus pentaoxide and calcium hydride, respectively. These solvents were distilled using standard methods when required for the experiment. Thin-layer chromatography (TLC) were performed on aluminium sheet precoated with silica gel-60 F254 (Merck). Infrared (IR) spectra were recorded using a PerkinElmer 1000 spectrometer. Proton nuclear magnetic resonance (1H NMR) spectra were recorded on a 400 MHz Bruker NMR spectrometer, using CDCl3 as a solvent and tetramethyl silane (TMS) as an internal standard.
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3

Synthesis and Characterization of Functionalized Pluronic Hydrogels

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Pluronic F127® (Average Mw= 12600), acryloyl chloride, 4-dimethyl-aminopyridine (DMAP), 2,2-bis(hydroxymethyl)propionic acid (bis-MPA), acryloyl chloride, triethylamine (TEA), 1,3-dicyclohexylcarbodiimide (DCC), benzaldehyde dimethyl acetal, p-toluensulfonic acid monohydrate, 2-hydroxy-1-(4-(hydroxyethoxy) phenyl)-2methyl-1-propanone (Irgacure 2959, I2959), rhodamine B, CuSO 4 .5H 2 O, (L)-ascorbate and camptothecin were obtained from Sigma-Aldrich. Pluronic F127® was dried during 3 hours at 100 ⁰C under vacuum prior to use. All solvents were purchased from Sigma-Aldrich. 4-(dimethylamino) pyridinium 4-toluenesulfonate (DPTS), 6-azido-hexan-1ol, 2-(but-3-ynoyl)-2-methylpropane-1,3-diyl distearate (HCC-2C 18 ) [11] and tris(benzyltriazolylmethyl)amine [20] (TBTA) were synthesized according to previous reported procedures.
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