• No results found

University of Groningen Site-selective modification of aminoglycoside antibiotics for therapeutic and diagnostic applications Warszawik, Eliza

N/A
N/A
Protected

Academic year: 2021

Share "University of Groningen Site-selective modification of aminoglycoside antibiotics for therapeutic and diagnostic applications Warszawik, Eliza"

Copied!
7
0
0

Bezig met laden.... (Bekijk nu de volledige tekst)

Hele tekst

(1)

University of Groningen

Site-selective modification of aminoglycoside antibiotics for therapeutic and diagnostic

applications

Warszawik, Eliza

DOI:

10.33612/diss.154330217

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:

2021

Link to publication in University of Groningen/UMCG research database

Citation for published version (APA):

Warszawik, E. (2021). Site-selective modification of aminoglycoside antibiotics for therapeutic and

diagnostic applications. University of Groningen. https://doi.org/10.33612/diss.154330217

Copyright

Other than for strictly personal use, it is not permitted to download or to forward/distribute the text or part of it without the consent of the author(s) and/or copyright holder(s), unless the work is under an open content license (like Creative Commons).

Take-down policy

If you believe that this document breaches copyright please contact us providing details, and we will remove access to the work immediately and investigate your claim.

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.

(2)

Chapter 7

(3)

Chapter 7

(4)

7

Supervision:

Prof. Dr. Andreas Herrmann.

Contributions:

Chapter 1 Eliza M. Warszawik Chapter 2

Eliza M. Warszawik: Design, synthesis and characterization of compounds, determination of antimicrobial activity of

compounds together with Mark Loznik, data analysis.

Mark Loznik: Cloning of the enzymes together with Nicola Pontillo, determination of antimicrobial activity of

compounds together with Eliza M. Warszawik.

Nicola Pontillo: Cloning of the enzyme together with Mark Loznik, crystallographic studies. Chapter 3

Eliza M. Warszawik: Design, synthesis and characterization of aminoglycoside intermediates and photo-protected

compound, determination of antimicrobial activities, determination of photophysical properties together with Kaja Sitkowska, data analysis.

Kaja Sitkowska: Synthesis of photo-protecting group, determination of photophysical properties together with Eliza M.

Warszawik.

Chapter 4

Eliza M. Warszawik: Design, synthesis and characterization of compounds, determination of antimicrobial activity of

compounds together with Mark Loznik, data analysis.

Jochem H. Smit: Microscopy Experiments together with Yichen Li, data analysis.

Yichen Li: Microscopy Experiments together with Jochem H. Smit, determination of photophysical properties and

quantum yields.

Mark Loznik: Determination of antimicrobial activity of compounds together with Eliza M. Warszawik. Chapter 5

Eliza M. Warszawik: Design, synthesis and characterization of compounds, determination of antimicrobial activity of

compounds, determination of the stability of compounds, microscopy experiments together with Jochem H. Smit, data analysis.

Jing Jingli & Bo Li: Determination of toxicity of compounds, in vivo imaging of infections in mice models. Jochem H. Smit: Microscopy experiments and data analysis together with Eliza M. Warszawik. Chapter 6

Eliza M. Warszawik: English Summary, Streszczenie Polskie.

(5)

Chapter 7

218

7.2 Acknowledgements

My PhD journey has finally come to the end. None of this could have been accomplished without help of many amazing people who often encouraged, supported, guided me and made my PhD possible to happen and my life in Groningen enjoyable.

First and foremost, I would like to express my gratitude to my promotor Prof. Andreas Herrmann. Andreas, thank you for giving me the opportunity to be a part of your team, first as an exchange Master student and later for offering me a PhD. I really enjoyed working together and learnt so much from you. Thank you for letting me work on the projects that fascinated me the most and for all the freedom you gave me. I am so grateful for all your trust, support, guidance and patience. You always inspired me with all your creative ideas which not only allowed me to improve my chemistry skills, but also pushed me to develop in many other areas of science and in life.

I would also like to thank my co-promotor Dr. Patrick van Rijn. Patrick, thank you for your mentorship, all the scientific advice and mental support you gave me while I was writing my thesis. I am very happy to be a part of your team and really enjoy working together on the drug delivery projects.

I would like to thank the members of the assessment committee: Prof. Jan Marteen van Dijl, Prof. Alex Dömling and

Prof. Nathaniel Martin for evaluating and accepting my thesis.

Jan Marteen, thank you all your contributions and many interesting scientific discussions which gave new insights and

allowed to improve the imaging projects.

I would also like to express my gratitude to Prof. Ben Feringa, Dr. Wiktor Szymański and Kaja Sitkowska for their contributions and help with the photo-protected antibiotics project.

Kaja, it seems we missed knowing each other at VLO, but RUG brought us together again. It was so much fun watching

you catching Pokémon’s while doing the experiments:) Thank you for all the nice times and all our help. Groningen misses you!!

Prof. Torben Cordes, thank you for many years of collaborating on various imaging projects. I really appreciate your

guidance and all the fruitful discussions on our weekly subgroup meetings. I greatly enjoyed working together and leant a lot from you on the microscopy and biophysics.

Jochem, over those many years of working together I really learnt a lot from you… How to do microscopy, microbiology,

how to analyze the data, but especially, that biophysicists should stay away from doing chemistry:) It was so much fun working together. Thank you for patient imaging of the bacteria with (almost) all the compounds I have synthesized and for making all the pretty images and movies of the bugs. Thank you for many interesting scientific discussions at our subgroup meetings, coffee breaks and borrels. You always had many interesting ideas and thoughtful insights which made all the imaging projects better.

Yichen, thank you for many interesting discussions and all your help with the imaging of bacteria. I really enjoyed

working together. I hope seeing you defending soon :)

Jasper, even though we saw each other more often at Paradigm than in the lab, we still managed to get a few nice

papers published together. It was all fun :D

Also, many thanks to all the members of SMB group: Prof. Antoine van Oijen, Dr. Andrew Robinson, Jan-Peter, Victor,

Alex, Jelle for all the interesting discussions which often brough many new insights into my projects and to my life.

I would also like to thank all the members of PCBE group who I had a pleasure to work with during my PhD and enjoy my life outside of the lab: Lifei, Jingyi, Zhuoyun &Qing, Andreas B., Chao, Pavlo, Jennifer, Gurudas, Konstantin, Alina,

Alessio, Diego, Wei, Jing, Lei, Shuaidong, Miangcheng, Penkung, Xintong, Jun &Pei, Alberto, Jur, Bart, Karolin, Hongyan. It was fun working together and to be a part of a group.

Kai, you were my supervisor while I was doing my Masters and you teached me how to make beautiful liquid crystals

from DNA and gold nanoparticles. Many years later, even though you were far away from Groningen, you showed willingness to help with the in vivo studies on the imaging project. Thanks a lot for your enthusiasm and great efforts!

Mark, thank you for always being keen on performing all the MIC tests of the compounds that was producing. Thank

you for helping me to improve my microbiology skills. I really enjoyed working together and having all the nice discussions at the lunch breaks and fun parties.

(6)

7

Nicola, many thanks for all the work and efforts you made crystalizing and resolving structures of the enzymes. I really

learnt a lot from you and enjoyed working together while drinking coffees and eating the nice Italian sweets. My PhD would not be the same without the students I had a pleasure to supervise. Jessica, Megan, Chloe and Matthijs Thank you for your hard work and contributions. You were all a great help and fun to work with!

I would also like to thank Theodora, Peter and Marc for all the technical support, help and guidance with the MS, NMR and TEM measurements. Karin, Ivonne, Ursula, thank you for many years of assistance and support with all the administrative job.

I would also like to thank Valentina, Clio, Klaudia, Torben, Damla, Reinier, Aryan, Jeroen, Aldona and all my other BME friends. Thank you for supporting me at these last bits of my PhD and for many discussion and advice on writing and help with the cover design. Torben, many thanks for your help with the summary translation.

Gruszku& Jan Willem, Agnieszku M. & Deepunio. When I came to Groningen many years ago, you welcomed me in the

lab with the open hearts. Over the years you became more like my Family. Thank you for motivating and inspiring me and all the scientific and philosophical discussions, most of which I cannot remember:) It was always fun to spend time with you running around the couch :D My dear Agnieszki, thank you being my paranymphs and supporting me today.

Agatka, we met at the first day of high school and since then we stayed friends since then. Thank you for those many

years of sisterhood, friendship, support and for always believing in me.

Klau, after all those hours spent together in the library, I can surely say, it is organic chemistry what brough us together!

Thank you for many years of our friendship, for supporting and motivating me.

Mamo i Tato. Dziękuję za te wszystkie lata bezgranicznej milości. Od najmłodszych lat uczyliście mnie, żeby wytrwale

dażyć do celu. Dziekuję za wsparcie, motywację i wiarę we mnie. Chcialabym także podziękować mojemu Rodzeństwu i calej Rodzinie za wszelkie wsparcie.

George, thank you for your endless support, love and understanding. Thank you for adding kite to my board, motivating

me and teaching me how to overcome my fears. With you, everything in life makes sense. I am extremely grateful having you by my site.

(7)

Chapter 7

Referenties

GERELATEERDE DOCUMENTEN

purified by flash column chromatography using 1-3% ether in pentane, yielding the product (3.80 g, 11.7 mmol, 90% yield over 2 steps) as a colorless oil that solidified upon

Compound 17b (50 mg, 35 μmol, α:β = 3:2) was obtained in 90% isolated yield by subjecting the intermediate from the esterification reaction to the aforementioned

Herein, we report that deuteration of neocuproine leads to a significant increase in turnover number in the aerobic palladium catalyzed oxidation of methyl glucoside (7) and

Because introduction of the lipophilic tail proved to proceed better via oxime bond formation compared to reductive amination, the former was used to prepare the set of

Biological tests of the free mycolic acids indicated that the diastereomers with S,S stereochemistry at the α-methyl methoxy moiety (Fragment C in Scheme 1) possess a

Aangezien deze mycolzuren verantwoordelijk zijn voor een deel van het immuunrespons na infectie door tuberculose, zijn deze verbindingen vanuit biologisch oogpunt zeer relevant..

Anna en Marthe, ik waardeer jullie input tijdens de vele meetings, en zou ook jullie graag willen bedanken hiervoor. Ook jullie wens ik een zeer succesvolle academische carrière

Furthermore, the change in specific molar rotation of the diol (obtained by reduction of the carboxylic acid), the methyl ester and chemically epimerized α-mycolic acid was