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7 protocols using 2 aminoethanol

1

Lanthanide-Chelate Labeled Liposomes

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Poly(Styrene-co-Maleic Anhydride)-Cumene terminated, SMAnh, Mw ~ 1.6 kDa, anhydrous 1Methyl2-pyrrolidone (NMP), 2-Aminoethanol (EA), Triethylamine, Trifluoroacetic Acid (TFA), Diethyl Ether (Et20), Hydrochloric Acid (HCI), Sodium Hydroxide (NaOH), 4-(2-Hydroxyethyl)Piperazine-l-ethanesulfonic acid (HEPES), Sodium Chloride (NaCI), Europium(lll) Chloride Hexahydrate (EuCI3-6H20), Gadolinium(lll) Chloride Hexahydrate (GdCI3-6H20), Dysprosium(lll) Chloride Hexahydrate (DyCI3-6H20), Erbium(lll) Chloride Hexahydrate (ErCI3-6H20), Ytterbium(lll) Chloride Hexahydrate (YbCI3-6H20) were purchased from SigmaAldrich® (St. Louis, Missouri). l,4,7,10-Tetraazacyclododecane-l,4,7-tris(t-butyl-acetate)-10(aminoethylacetamide) was purchased from Macrocyclics® Inc. (Plano, Texas). l,2-dimyristoyl-sn-glycero-3phosphocholine (DMPC) was purchased from Avanti® Polar Lipids, Inc. (Alabaster, Alabama).
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2

Synthesis of Polyurethane Coatings from Vanillin and Ethylene Carbonate

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Vanillin (VL) (99%), ethylene carbonate (EC) (98%), potassium carbonate (K2CO3, 99%), sodium sulphate (Na2SO4), dibutyltin oxide (DBTO) (>98%), 2‐aminoethanol (>99%), trimethylolpropane tris [poly (propylene glycol), amine terminated] ether (Jefm) (average Mn of 440 g mol−1), trimethylolpropane triglycidyl ether (TMPTGE), 1,2‐dimethylimidazole, and dibutyltin dilaurate (DBTDL) (>95%) were purchased from Sigma‐Aldrich. N,N‐dimethylformamide (DMF, ACS, Reag. Ph. Eur.), ethyl acetate (EtOAc, ACS, Reag. Ph. Eur.), and ethanol (EtOH) were purchased from VWR Chemicals. All chemicals and reagents were used as received.
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3

In vitro T cell culture optimization

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All experiments performed in vitro were performed using Yssel’s media: IMDM + Glutamax (ThermoFisher scientific), BSA 0.25% (w/v) (Sigma), 2-aminoethanol (1.8 μg/L) (Sigma), Apo-transferrin (40 μg/L) (Sigma), Insulin (5 μg/L) (Sigma), supplemented with 2% human AB serum (EFS), in wells pre-seeded the night before with ~2000 OP9 or OP9-DLL4 stromal cells22 (link). The cytokines IL-2, IL-7 (Miltenyi Biotec), IL-1β and IL-23 (Peprotech) were added in the combinations indicated at 50 ng/ml for bulk culture and 10 ng/ml for single cell cloning. For bulk culture, 1000–3000 FACS sorted cells were plated onto stromal cells. For cloning, cells were directly sorted into the 96-well plates using index sorting. Media was changed every 2–3 days for bulk cultures and every 4–5 days for single cell cloning. Bulk cultures were analyzed after 5–7 days and cloning experiments after 13 days.
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4

Synthesis of Gadolinium-Based Contrast Agent

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All chemicals were of the highest purity possible. All chemicals were used as received and no further purification was performed. 2-aminoethanol, Trimethylsilane chloride, 2- Chloroacetyle chloride, Cyclen, GdCl3 were purchased from Sigma-Aldrich. GraphPad Prism software was purchased from GraphPad Software, (San Diego, CA, USA).
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5

Synthesis and Characterization of PEtG

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Additional synthesis procedures are
included in the Supporting Information.
All reactions were performed under a N2 atmosphere using
Schlenk techniques. All glassware for PEtG synthesis were predried
in a 165 °C oven for at least 16 h before use. The glassware
was rapidly set up for the reactions when they were hot and immediately
pumped for 5 min using an Edwards RV5 rotary vane pump and then filled
with dried N2, which was repeated two more times. Ethyl
glyoxylate (EtG) solution (50% in toluene) was obtained from Alfa
Aesar and purified as previously described.41 (link) CaH2, Nile red, n-butyllithium (nBuLi) solution (2.5 M in hexanes), lithium bis(trimethylsilyl)amide
((TMS)2NLi), 2-nitrobenzyl alcohol, 2-aminoethanol, and N,N-dimethylethylenediamine were obtained
from Sigma-Aldrich and used as received. Propargyl alcohol was obtained
from Sigma-Aldrich and freshly distilled over 4 Å molecular sieves
immediately before use. Toluene was obtained from Caledon Laboratories
and refluxed/distilled over sodium using benzophenone as an indicator.
NEt3 was purchased from EMD Millipore Corp., stored over
CaH2, and then refluxed for 2 h before it was distilled
prior to use. Dialyses were performed using a Spectra/Por 3500 Da
molecular weight cutoff regenerated cellulose membranes purchased
from Fisher Scientific.
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6

Biodegradable PCL Microcapsules Synthesis

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2-Aminoethanol, polycaprolactone (PCL, Mw = 80,000), hydrogen chloride, methanol, and ethanol were obtained from Sigma-Aldrich. Poly (vinyl alcohol) (PVA, Mw = 31,000–50,000), pyrene-1-carboxaldehyde, iron chloride hexahydrate, and iron chloride tetrahydrate were obtained from Alfa Aesar. Dichloromethane (DCM), acetonitrile and sodium hydroxide were purchased from J.T Baker, ECHO, and Showa, respectively. PCL was used as the microcapsule matrix material because of its good biodegradability and biocompatibility and because it can be decomposed into CO2 and H2O and then metabolized or absorbed by the organisms. The tap water was collected in our laboratory and was tested without further pretreatment.
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7

Synthesis of Cu(II) Terpyridine Complex

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4′-Chloro-2,2′:6′,2″-terpyridine, 2-aminoethanol, potassium hydroxide, 4-methylbenzenesulfonyl chloride, benzenesulfonyl chloride, naphthalene-2-sulfonyl chloride, 4-fluorobenzenesulfonyl chloride, 4-(trifluoromethyl)benzenesulfonyl chloride, and copper(II) chloride dihydrate were purchased from Sigma-Aldrich and used without further purification. Solvents were purchased from Fisher and used without further purification. Cu(2,2′;6′,2″-terpyridine)Cl 2 was prepared according to a previously reported protocol. 62
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