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Polyol Structure Influences Enzymatic Hydrolysis of Bio‐Based 2,5‐Furandicarboxylic Acid (FDCA) Polyesters
Author(s) -
Haernvall Karolina,
Zitzenbacher Sabine,
Amer Hassan,
Zumstein Michael T.,
Sander Michael,
McNeill Kristopher,
Yamamoto Motonori,
Schick Michael B.,
Ribitsch Doris,
Guebitz Georg M.
Publication year - 2017
Publication title -
biotechnology journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.144
H-Index - 84
eISSN - 1860-7314
pISSN - 1860-6768
DOI - 10.1002/biot.201600741
Subject(s) - polyester , polyol , chemistry , hydrolysis , enzymatic hydrolysis , enzyme , organic chemistry , polyurethane
Polyesters of 2,5‐furandicarboxylic acid (FDCA) have gained attention as they can be regarded as the bio‐based alternatives to the petroleum‐based polyesters of terephthalic acid. However, only little is known about the biodegradation and enzymatic hydrolysis of FDCA‐based polyesters. This work aims to investigate the influence of different polyols on enzymatic hydrolysis of FDCA‐based polyesters. A series of polyesters containing various polyols are synthesized and analyzed regarding susceptibility to enzymatic hydrolysis by cutinase 1 from Thermobifida cellulosilytica (Thc_Cut1). FDCA‐based polyesters’ number average molecular weight ( M n ) ranged from 9360–35 800 g mol −1 according to gel permeation chromatography (GPC) analysis. Differential scanning calorimetry (DSC) analyses show decreasing glass transition temperature ( T g ) with increasing diol chain length. Crystallinity of all polyesters is below 1% except for polyesters containing 1,6‐hexanediol, 1,8‐octanediol, and 1,12‐dodecanediol for which calculated crystallinities are 27, 37, and 30%, respectively. Thc_Cut1 hydrolyzes all tested polyesters with preference for polyesters containing 1,5‐pentanediol and 1,9‐nonanediol (57.7 ± 7.5 and 52.8 ± 4.0% released FDCA). Enzyme activity increases when the linear diol 1,3‐propanediol is replaced by the branched analog 1,2‐propanediol or ethoxy units are introduced into the polyester chain. The results will contribute to expand the knowledge of microbial biodegradation of FDCA‐based polyesters.