New Syntheses of Branched, Multifunctional High-Molecular Weight Poly(ethylene glycol)s or (MultiPEG)s

Abstract

Abstract:A new set of branched high-molecular weight multifunctional poly(ethylene glycol) (MultiPEG) derivatives was obtained from smaller commercial diOH-PEGs (M.W. = 2000 and 6000 Da) which were selectively monoprotected, properly activated at the residual OH-functions and treated with 1,3-diamino-2-propanol and 2-amino-1,3-propandiol as polyfunctional linkers. They were purified by molecular exclusion chromatography or extensive dialysis and characterized by GPC and 1 H-NMR. The final polymeric derivatives are characterized by a higher number of terminal reacting moieties (up to 6 times) than that found in linear, commercial PEGs of same molecular size. This increased loading capability can be applied to improve their use as drug carriers and soluble synthetic supports.

Design and Synthesis of Lipids for the Fabrication of Functional Lipidic Cubic-Phase Biomaterials

“…Spectroscopic data for this compound were identical to those reported, with no rearrangement of S - to O -acylated compounds observed . Preparation of N -(3-amino-2-hydroxypropyl)oleamide 11 was synthesized in two steps starting from N -monoprotected diamine 10 . Upon treatment with oleoyl chloride, the N -monoprotected diamine 10 underwent smooth acylation.…”

“…23 Preparation of N-(3-amino-2-hydroxypropyl)oleamide 11 was synthesized in two steps starting from N-monoprotected diamine 10. 26 Upon treatment with oleoyl chloride, the Nmonoprotected diamine 10 underwent smooth acylation. Removal of the Boc protecting group with 4N HCl in EtOAc, followed by basification to pH 8 furnished compound 11 in 60% yield (over two steps).…”

“…Phenyldiazenyl]phenyl (Oleoylamino)acetate(26). Prepared according general procedure D from 4a (100 mg, 0.295 mmol), 4-phenylazophenol 24 (58 mg, 0.295 mmol).…”