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Poly( α ‐hydroxy alkanoic acid)s Derived From α ‐ A mino Acids
Author(s) -
CohenArazi Naomi,
Domb Abraham J.,
Katzhendler Joshua
Publication year - 2013
Publication title -
macromolecular bioscience
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.924
H-Index - 105
eISSN - 1616-5195
pISSN - 1616-5187
DOI - 10.1002/mabi.201300266
Subject(s) - monomer , chemistry , steric effects , yield (engineering) , polymer , polymer chemistry , polymerization , ring opening polymerization , condensation polymer , amino acid , polyester , ring (chemistry) , molecular mass , organic chemistry , materials science , biochemistry , enzyme , metallurgy
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 15 000–30 000 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.