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University of Groningen Targeted diazotransfer to proteins Lohse, Jonas

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University of Groningen

Targeted diazotransfer to proteins

Lohse, Jonas

IMPORTANT NOTE: You are advised to consult the publisher's version (publisher's PDF) if you wish to cite from it. Please check the document version below.

Document Version

Publisher's PDF, also known as Version of record

Publication date: 2018

Link to publication in University of Groningen/UMCG research database

Citation for published version (APA):

Lohse, J. (2018). Targeted diazotransfer to proteins. University of Groningen.

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Downloaded from the University of Groningen/UMCG research database (Pure): http://www.rug.nl/research/portal. For technical reasons the number of authors shown on this cover page is limited to 10 maximum.

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Cover design: Andrej Horoschun, https://horoschun.artstation.com/ ISBN (print) 978-94-034-0733-3

ISBN (digital) 978-94-034-0732-6

Printed by Gildeprint Drukkerijen, Enschede, The Netherlands The work described in this thesis was carried out in the Chemical Biology workgroup at the Stratingh Institute for Chemistry, University of Groningen, The Netherlands

The work was financially supported by The Netherlands Organisation for Scientific Research (NWO)

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Targeted Diazotransfer to

Proteins

PhD Thesis

To obtain the degree of PhD at the

University of Groningen

on the authority of the

Rector Magnificus Prof. E. Sterken

and in accordance with

the decision by the College of Deans.

The thesis will be defended in public on

Friday, 8 June 2018 at 14:30 hours

By

Jonas Lohse

born on 17 October 1986

in Hamburg City, Germany

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Supervisors

Prof. Dr. Ir. A.J. Minnaard

Prof. Dr. M.D. Witte

Assessment Committee

Prof. Dr. J.G. Roelfes

Prof. Dr. Ir. M.W. Fraaije

Prof. Dr. Ir. J.C.M. van Hest

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Table of contents

Chapter 1 11

A general Introduction to chemical biology, bioorthogonal chemistry and the introduction of xenobiotic groups to biomolecules.

Chapter 2 57

A proof-of-concept study for targeted diazotransfer probes: modifying biotin binding proteins.

Chapter 3 93

Targeted diazotransfer probes in combination with a clickable and cleavable linker (clinker) instrumental to target deconvolution.

Chapter 4 109

Targeted diazotransfer probes for the modification of carbonic anhydrase II: on the origin of efficiency, selectivity and site-specificity.

Chapter 5 155

A modular approach for the construction of protein targeting probes: a methodology to synthesise probes based on imine chemistry.

Appendix

Summary 182

Nederlandse Samenvatting 186

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If we are to preserve culture, we must continue to create it.

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