Synthesis, molecular docking simulation and enzymatic degradation of AB-type indole-based polyesters with improved thermal properties
(2020) In Biomacromolecules 21(3). p.1078-1090- Abstract
We report the facile synthesis of a series of indole-based hydroxyl-carboxylate (AB-type) monomers by a one-step procedure. These monomers were successfully polymerized by melt-polycondensation to yield AB-type polyesters with a varied number of flexible methylene units in the backbones. These indole-based AB-polyesters showed decent thermal stability according to the TGA results (onset thermal degradation temperature >330 °C), and their glass transition temperatures are dependent on the length of the methylene bridge (Tg ~ 62-102 °C) according to the DSC results. Furthermore, DSC and WAXD measurements revealed that these polymers did not crystalize from melt, but the ones with flexible structures could crystalize from solution.... (More)
We report the facile synthesis of a series of indole-based hydroxyl-carboxylate (AB-type) monomers by a one-step procedure. These monomers were successfully polymerized by melt-polycondensation to yield AB-type polyesters with a varied number of flexible methylene units in the backbones. These indole-based AB-polyesters showed decent thermal stability according to the TGA results (onset thermal degradation temperature >330 °C), and their glass transition temperatures are dependent on the length of the methylene bridge (Tg ~ 62-102 °C) according to the DSC results. Furthermore, DSC and WAXD measurements revealed that these polymers did not crystalize from melt, but the ones with flexible structures could crystalize from solution. Molecular docking simulations showed favorable interactions between indole-based polyester and polyethylene terephthalate hydrolase (PETase) from Idonella sakaiensis. This was corroborated by the experimental results, which indicated that the PETase enzyme has degrading activity on the indole-based AB polyesters except for the one with the highest degree of crystallinity.
(Less)
- author
- Wang, Ping LU ; Linares-Pastén, Javier LU and Zhang, Baozhong LU
- organization
- publishing date
- 2020-03-09
- type
- Contribution to journal
- publication status
- published
- subject
- in
- Biomacromolecules
- volume
- 21
- issue
- 3
- pages
- 14 pages
- publisher
- The American Chemical Society (ACS)
- external identifiers
-
- scopus:85081744042
- pmid:31951388
- ISSN
- 1526-4602
- DOI
- 10.1021/acs.biomac.9b01399
- project
- STEPS – Sustainable Plastics and Transition Pathways, Phase 1
- language
- English
- LU publication?
- yes
- id
- d7c74d7e-a29d-46dc-9a73-981c69580142
- date added to LUP
- 2020-01-31 10:32:16
- date last changed
- 2024-08-07 13:20:24
@article{d7c74d7e-a29d-46dc-9a73-981c69580142, abstract = {{<p>We report the facile synthesis of a series of indole-based hydroxyl-carboxylate (AB-type) monomers by a one-step procedure. These monomers were successfully polymerized by melt-polycondensation to yield AB-type polyesters with a varied number of flexible methylene units in the backbones. These indole-based AB-polyesters showed decent thermal stability according to the TGA results (onset thermal degradation temperature >330 °C), and their glass transition temperatures are dependent on the length of the methylene bridge (Tg ~ 62-102 °C) according to the DSC results. Furthermore, DSC and WAXD measurements revealed that these polymers did not crystalize from melt, but the ones with flexible structures could crystalize from solution. Molecular docking simulations showed favorable interactions between indole-based polyester and polyethylene terephthalate hydrolase (PETase) from Idonella sakaiensis. This was corroborated by the experimental results, which indicated that the PETase enzyme has degrading activity on the indole-based AB polyesters except for the one with the highest degree of crystallinity.</p>}}, author = {{Wang, Ping and Linares-Pastén, Javier and Zhang, Baozhong}}, issn = {{1526-4602}}, language = {{eng}}, month = {{03}}, number = {{3}}, pages = {{1078--1090}}, publisher = {{The American Chemical Society (ACS)}}, series = {{Biomacromolecules}}, title = {{Synthesis, molecular docking simulation and enzymatic degradation of AB-type indole-based polyesters with improved thermal properties}}, url = {{http://dx.doi.org/10.1021/acs.biomac.9b01399}}, doi = {{10.1021/acs.biomac.9b01399}}, volume = {{21}}, year = {{2020}}, }