title: Enzyme-catalyzed synthesis of aliphatic-aromatic oligoamides.
abstract: Enzymatically catalyzed polycondensation of p-xylylenediamine and diethyl sebacate resulted in oligo(p-xylylene sebacamide) with high melting temperatures (223-230 °C) and the enzymatic polycondensation of dimethyl terephthalate and 1,8-diaminooctane leads to oligo(octamethylene terephthalamide) with two melting temperatures at 186 and 218 °C. No oligoamides, but products 1 and 2, were formed from the enzymatic reaction of dimethyl terephthalate and p-xylylenediamine. All reactions were catalyzed by CAL-B, icutinase, or CLEA cutinase. All reactions catalyzed by CAL-B show higher conversion than reactions catalyzed by icutinase or CLEA cutinase. The highest DPmax of 15 was achieved in a one-step and two-step synthesis of oligo(p-xylylene sebacamide) catalyzed by CLEA cutinase.
authors.affiliation: Department of Polymer Chemistry, Zernike Institute for Advanced Materials, University of Groningen, Nijenborgh 4, 9747 AG Groningen, The Netherlands.
authors.forename: E
authors.initials: E
authors.lastname: Stavila
authors.forename: G O R
authors.initials: GO
authors.lastname: Alberda van Ekenstein
authors.forename: K
authors.initials: K
authors.lastname: Loos
mesh_terms: D055162:Biocatalysis; D002265:Carboxylic Ester Hydrolases / Q000737:chemistry* / Q000302:isolation & purification; D003652:Decanoic Acids / Q000737:chemistry; D003959:Diamines / Q000737:chemistry; D004800:Enzymes, Immobilized / Q000737:chemistry* / Q000302:isolation & purification; D005656:Fungal Proteins / Q000737:chemistry* / Q000302:isolation & purification; D005670:Fusarium / Q000737:chemistry / Q000201:enzymology; D006358:Hot Temperature; D007527:Isoenzymes / Q000737:chemistry / Q000302:isolation & purification; D009757:Nylons / Q000138:chemical synthesis*; D010795:Phthalic Acids / Q000737:chemistry; D014992:Xylenes / Q000737:chemistry
chemical_list: D003652:Decanoic Acids; D003959:Diamines; D004800:Enzymes, Immobilized; D005656:Fungal Proteins; D007527:Isoenzymes; D009757:Nylons; D010795:Phthalic Acids; D014992:Xylenes; C008697:octamethylenediamine; D002265:Carboxylic Ester Hydrolases; C019952:cutinase; C029410:ethyl sebacate; C004782:dimethyl 4-phthalate