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Dynamic pH responsivity of triazole-based self-immolative linkers

preprint
revised on 15.01.2020 and posted on 17.01.2020 by Derrick Roberts, Ben S. Pilgrim, Tristan Dell, Molly Stevens
The Cu(I)-catalyzed azide-alkyne ‘click’ reaction is used to generate triazole-based self-immolative linkers that can be reversibly paused and restarted throughout their elimination cascades. The formed 1,4-triazole ring expresses a pH-sensitive intermediate that can be switched dynamically between active and dormant states depending on the presence of acid or base, cleanly gating the release of payload in response to pH changes.

Funding

A multifunctional self-immolative hydrogel for accelerating the healing of chronic wounds

European Commission

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Shape-shifting polymer assemblies as stimuli-adaptive nanomaterials

Australian Research Council

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EP/R513052/1

History

Email Address of Submitting Author

derrick.roberts@sydney.edu.au

Institution

The University of Sydney

Country

Australia

ORCID For Submitting Author

0000-0002-4663-7475

Declaration of Conflict of Interest

The authors declare no conflicts of interest

Version Notes

Manuscript version from 15 January 2020

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