title: Poly(α-hydroxy alkanoic acid)s derived from α-amino acids.
abstract: Biodegradable polyesters derived from hydrophobic amino acids are synthesized by various techniques, resulting in a wide range of molecular weights. The polymers are prepared via a) direct condensation with p-toluenesulfonic acid (PTSA) as catalyst, b) ring-opening polymerization (ROP) of O-carboxyanhydrides, and c) ROP of cyclic dilactones. The polymers obtained by the first method reach a molecular weight ranging from 1000 to 3000 Da, whereas those formed by the second and third method yield extended molecular weights of 15000-30000 Da. The purity of the monomers as well as their steric bulkiness are key factors affecting the polymerizability of cyclic monomers by ROP. Other parameters such as spatial ring alignment and proximity organization may also play a role.
authors.affiliation: Faculty of Medicine, School of Pharmacy, Institute of Drug Research, The Hebrew University of Jerusalem, Jerusalem, Israel.
authors.forename: Naomi
authors.initials: N
authors.lastname: Cohen-Arazi
authors.forename: Abraham J
authors.initials: AJ
authors.lastname: Domb
authors.forename: Joshua
authors.initials: J
authors.lastname: Katzhendler
mesh_terms: D000596:Amino Acids / Q000737:chemistry*; D000812:Anhydrides / Q000737:chemistry; D001557:Benzenesulfonates / Q000737:chemistry; D001672:Biocompatible Materials / Q000138:chemical synthesis* / Q000737:chemistry; D002264:Carboxylic Acids / Q000737:chemistry*; D002384:Catalysis; D007783:Lactones / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008970:Molecular Weight; D011091:Polyesters / Q000138:chemical synthesis* / Q000737:chemistry; D058105:Polymerization; D013055:Spectrophotometry, Infrared
chemical_list: D000596:Amino Acids; D000812:Anhydrides; D001557:Benzenesulfonates; D001672:Biocompatible Materials; D002264:Carboxylic Acids; D007783:Lactones; D011091:Polyesters; C029501:4-toluenesulfonic acid
keywords: biodegradable polyesters; circular dichroism; cyclic dilactones; ring-opening polymerization; α-amino acids