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2 protocols using stigmasteryl chloroformate

1

Synthesis of Stigmasteryl Esters

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Stigmasterol, stigmasteryl chloroformate (StigCF), succinic anhydride, 4-(dimethylamino)pyridine (DMAP), N,N′-dicyclohexylcarbodiimide (DCC), 3-palmitoyl-sn-glycerol, acetic acid, ethanol-free chloroform, ethyl acetate, methanol, n-hexane, dichloromethane, diisopropyl ether, toluene, and pyridine were purchased from Sigma-Aldrich (Merck KGaA, Darmstadt, Germany). 1-Oleoyl-sn-glycerol was purchased from Carbosynth Ltd., (Compton, UK) and glyceryl heptadecanoate was acquired from Larodan (Solna, Sweden).
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2

Synthesis and Characterization of Stigmasteryl Conjugates

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Dihydroxyacetone (≥98%), stigmasteryl chloroformate, N,N’-dicyclohexylcarbodiimide (DCC, 99%), dimethylaminopyridine (DMP, ≥99%), sodium borohydride (99%), ethanol-free chloroform (≥99%), anhydrous tetrahydrofurane (THF, ≥99.9%), hexane (ACS reagent, ≥99%), 1,2-dipalmitoyl-sn-glycero-3-phosphatidylcholine (DPPC, 99%), and sterile filtered water were purchased from Sigma-Aldrich (St. Louis, MO, USA). Other chemicals of analytical grade were purchased from Chempur (Piekary Śląskie, Poland). Stigmasteryl hemisuccinate was synthesized from stigmasterol as described previously [22 (link)]. The fluorescent probes, 6-dodecanoyl-2-dimethylaminonaphthalene (Laurdan) and 1,6-diphenyl-1,3,5-hexatriene (DPH), were purchased from Molecular Probes (Eugene, OR, USA).
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