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Dual-Responsive Material Based on Catechol-Modified Self-Immolative Poly(Disulfide) Backbones.


ABSTRACT: Functional materials engineered to degrade upon triggering are in high demand due their potentially lower impact on the environment as well as their use in sensing and in medical applications. Here, stimuli-responsive polymers are prepared by decorating a self-immolative poly(dithiothreitol) backbone with pendant catechol units. The highly functional polymer is fashioned into stimuli-responsive gels, formed through pH-dependent catecholato-metal ion cross-links. The gels degrade in response to specific environmental changes, either by addressing the pH responsive, non-covalent, catecholato-metal complexes, or by addition of a thiol. The latter stimulus triggers end-to-end depolymerization of the entire self-immolative backbone through end-cap replacement via thiol-disufide exchanges. Gel degradation is visualized by release of a dye from the supramolecular gel as it itself is converted into smaller molecules.

SUBMITTER: Agergaard AH 

PROVIDER: S-EPMC8518080 | biostudies-literature | 2021 Sep

REPOSITORIES: biostudies-literature

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Dual-Responsive Material Based on Catechol-Modified Self-Immolative Poly(Disulfide) Backbones.

Agergaard Asger Holm AH   Sommerfeldt Andreas A   Pedersen Steen Uttrup SU   Birkedal Henrik H   Daasbjerg Kim K  

Angewandte Chemie (International ed. in English) 20210831 39


Functional materials engineered to degrade upon triggering are in high demand due their potentially lower impact on the environment as well as their use in sensing and in medical applications. Here, stimuli-responsive polymers are prepared by decorating a self-immolative poly(dithiothreitol) backbone with pendant catechol units. The highly functional polymer is fashioned into stimuli-responsive gels, formed through pH-dependent catecholato-metal ion cross-links. The gels degrade in response to s  ...[more]

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