Rapid and Complete Surface Modification with Strain-Promoted Oxidation-Controlled Cyclooctyne-1,2-Quinone Cycloaddition (SPOCQ)

Rickdeb Sen; Jorge Escorihuela Fuentes; Floris van Delft; Han Zuilhof

doi:10.1002/anie.201612037

Rapid and Complete Surface Modification with Strain-Promoted Oxidation-Controlled Cyclooctyne-1,2-Quinone Cycloaddition (SPOCQ)

Rickdeb Sen, Jorge Escorihuela Fuentes, Floris van Delft, Han Zuilhof^*

^*Corresponding author for this work

Research output: Contribution to journal › Article › Academic › peer-review

21 Citations (Scopus)

Abstract

Strain-promoted oxidation-controlled cyclooctyne-1,2-quinone cycloaddition (SPOCQ) between functionalized bicyclo[6.1.0]non-4-yne (BCN) and surface-bound quinones revealed an unprecedented 100% conjugation efficiency. In addition, monitoring by direct analysis in real time mass spectrometry (DART-MS) revealed the underlying kinetics and activation parameters of this immobilization process in dependence on its microenvironment.

Original language	English
Pages (from-to)	3299-3303
Journal	Angewandte Chemie-International Edition
Volume	56
Issue number	12
DOIs	https://doi.org/10.1002/anie.201612037
Publication status	Published - 2017

Keywords

Cyclooctynes
Kinetics
Mass spectrometry
Metal-free click chemistry
Surface chemistry

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https://edepot.wur.nl/410972Licence: CC BY-NC-ND

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title = "Rapid and Complete Surface Modification with Strain-Promoted Oxidation-Controlled Cyclooctyne-1,2-Quinone Cycloaddition (SPOCQ)",

abstract = "Strain-promoted oxidation-controlled cyclooctyne-1,2-quinone cycloaddition (SPOCQ) between functionalized bicyclo[6.1.0]non-4-yne (BCN) and surface-bound quinones revealed an unprecedented 100% conjugation efficiency. In addition, monitoring by direct analysis in real time mass spectrometry (DART-MS) revealed the underlying kinetics and activation parameters of this immobilization process in dependence on its microenvironment.",

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AU - Sen, Rickdeb

AU - Escorihuela Fuentes, Jorge

AU - van Delft, Floris

AU - Zuilhof, Han

PY - 2017

Y1 - 2017

N2 - Strain-promoted oxidation-controlled cyclooctyne-1,2-quinone cycloaddition (SPOCQ) between functionalized bicyclo[6.1.0]non-4-yne (BCN) and surface-bound quinones revealed an unprecedented 100% conjugation efficiency. In addition, monitoring by direct analysis in real time mass spectrometry (DART-MS) revealed the underlying kinetics and activation parameters of this immobilization process in dependence on its microenvironment.

AB - Strain-promoted oxidation-controlled cyclooctyne-1,2-quinone cycloaddition (SPOCQ) between functionalized bicyclo[6.1.0]non-4-yne (BCN) and surface-bound quinones revealed an unprecedented 100% conjugation efficiency. In addition, monitoring by direct analysis in real time mass spectrometry (DART-MS) revealed the underlying kinetics and activation parameters of this immobilization process in dependence on its microenvironment.

KW - Cyclooctynes

KW - Kinetics

KW - Mass spectrometry

KW - Metal-free click chemistry

KW - Surface chemistry

U2 - 10.1002/anie.201612037

DO - 10.1002/anie.201612037

M3 - Article

AN - SCOPUS:85013673532

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ER -

Rapid and Complete Surface Modification with Strain-Promoted Oxidation-Controlled Cyclooctyne-1,2-Quinone Cycloaddition (SPOCQ)

Abstract

Keywords

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