Adding Spatial Control to Click Chemistry: Phototriggered Diels-Alder Surface (Bio)functionalization at Ambient Temperature

A photoconjugation strategy based on light‐triggered Diels–Alder addition of o‐quinodimethanes is compatible with biomolecules and proceeds rapidly at ambient temperature without the need of a catalyst. Spatial control was confirmed by photopatterning of a small‐molecule ATRP initiator, a polymer, a...

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Bibliographic Details
Published in:Angewandte Chemie International Edition 2012-01, Vol.51 (4), p.1071-1074
Main Authors: Pauloehrl, Thomas, Delaittre, Guillaume, Winkler, Volker, Welle, Alexander, Bruns, Michael, Börner, Hans G., Greiner, Alexandra M., Bastmeyer, Martin, Barner-Kowollik, Christopher
Format: Article
Language:English
Subjects:
Amino Acid Sequence
Click Chemistry
Light
Maleimides - chemistry
Methane - chemistry
peptides
Peptides - chemistry
photoconjugation
Polymers - chemistry
quinodimethanes
Spectrometry, Mass, Secondary Ion
surface patterning
Surface Properties
Temperature
ToF-SIMS
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Summary:A photoconjugation strategy based on light‐triggered Diels–Alder addition of o‐quinodimethanes is compatible with biomolecules and proceeds rapidly at ambient temperature without the need of a catalyst. Spatial control was confirmed by photopatterning of a small‐molecule ATRP initiator, a polymer, and a peptide in a time‐of‐flight secondary‐ion mass spectrometry investigation.
ISSN:1433-7851
1521-3773
DOI:10.1002/anie.201107095