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The following handle holds various files of this Leiden University dissertation:

http://hdl.handle.net/1887/78473

Author: Busemann, A.

Title: Imaging of alkyne-functionalized ruthenium complexes for photoactivated

chemotherapy

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Imaging of alkyne-functionalized ruthenium

complexes for photoactivated chemotherapy

PROEFSCHRIFT

ter verkrijging van

de graad van Doctor aan de Universiteit Leiden, op gezag van Rector Magnificus Prof. mr. C. J. J. M. Stolker

volgens besluit van het College voor Promoties te verdedigen op dinsdag 1 oktober 2019

klokke 10:00 uur

door

Anja Busemann

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Samenstelling Promotiecommissie

Promotor Dr. S. Bonnet

Prof. dr. E. Bouwman

Overige Leden Prof. dr. H. S. Overkleeft Prof. dr. M. van der Stelt

Prof. dr. S. Rau (Universität Ulm) Dr. S. Oliveira (Universiteit Utrecht)

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Was mich nicht umbringt, macht mich stärker.

What does not kill me, makes me stronger.

Friedrich Nietzsche

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Table of contents

CHAPTER 1

Introduction 7

CHAPTER 2

Alkyne functionalization of photoactivated ruthenium complex

[Ru(tpy)(bpy)(Hmte)](PF6)2 for protein interaction studies 29

CHAPTER 3

Ruthenium-based PACT agents:

synthesis, photochemistry, and cytotoxicity studies 49

CHAPTER 4

Visualizing the invisible:

Imaging of ruthenium-based PACT agents in fixed cancer cells 67

CHAPTER 5

Synthesis of other alkyne-functionalized ruthenium polypyridyl

complexes 89

CHAPTER 6

Summary, Discussion, and Conclusion 105

Appendix I: General experimental methods 123

Appendix II: Supporting information for Chapter 2 129

Appendix III: Supporting information for Chapter 3 137

Appendix IV: Supporting information for Chapter 4 147

Appendix V: Supporting information for Chapter 5 159

Samenvatting 165

Zusammenfassung 169

List of Publications 175

Curriculum Vitae 177

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Victoria DeRose (University of Oregon) are gratefully acknowledged for their hospitality, scientific support, and supply of chemicals during the short-term