University of Groningen
Surface supported dynamic combinatorial chemistry for biomacromolecule recognition
Miao, Xiaoming
DOI:
10.33612/diss.99692802
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Publication date: 2019
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Citation for published version (APA):
Miao, X. (2019). Surface supported dynamic combinatorial chemistry for biomacromolecule recognition. University of Groningen. https://doi.org/10.33612/diss.99692802
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Surface Supported Dynamic
Combinatorial Chemistry for
Biomacromolecule Recognition
Xiaoming Miao
2019
Copyright
©
Xiaoming Miao, 2019
All rights reserved. Save exceptions stated by the law, no part of this publication may be reproduced, stored in a retrieval system of any nature, or transmitted in any form or by any means, electronic, mechanical, photocopying, recording or otherwise, included a complete or partial transcription, without the prior written permission of the authors, application for which should be addressed to the author.
The work described in this thesis was conducted at the Center for System
Chemistry, Faculty of Science and Engineering, University of Groningen,
the Netherlands
The research was financially supported by China Scholarship Council (CSC)
with the Grant Number 201406200007.
Cover design: Xiaoming Miao and and Fenna Schaap
Printed by: Proefschriftmaken
ISBN: 978-94-034-2040-0
Surface Supported Dynamic
Combinatorial Chemistry for
Biomacromolecule
Recognition
PhD Thesis
to obtain the degree of PhD at the
University of Groningen
on the authority of the
Rector Magnificus Prof. C. Wijmenga
and in accordance with
the decision by the College of Deans.
This thesis will be defended in public on
Friday 1 November 2019 at 11.00 hours
by
Xiaoming Miao
born on 08 May 1986
in Shaanxi, China
Supervisor
Prof. S. Otto
Prof. R.C. Chiechi
Assessment committee
Prof. E. Otten
Prof. E. Kay
Prof. A. Velders
5
Table of Contents
Chapter 1 Dynamic Combinatorial Chemistry for the Recognition of
Macromolecules ... 7
1.1. Introduction ... 8
1.2. A historical perspective of DCC ... 9
1.3. Reversible chemistry used in DCC ... 12
1.4. Molecular recognition in DCLs ... 15
1.5. Synthetic efforts for macromolecular recognition ... 18
1.6. Applying DCC for macromolecular recognition ... 21
1.7. Aim of the thesis ... 24
1.8. References ... 25
Chapter 2 Development of Stable Iron Oxide Nanoparticles for Facile Surface Functionalization ... 29
2.1. Introduction ... 30
2.2. Results and Discussion ... 30
2.3. Conclusions ... 41
2.4. Experimental section ... 41
2.5. References ... 42
2.6. Supplementary materials ... 44
Chapter 3 Dynamic Combinatorial Chemistry on the Surface of PAMAM Dendrimers ... 59
3.1. Introduction ... 60
3.2. Results and discussion ... 61
3.3. Conclusions ... 69
3.4. Experimental section ... 69
3.5. References ... 70
3.6. Supplementary materials ... 72
Chapter 4 DCC Based Imine Chemistry on the Surface of Dendrimers Allows Specific Recognition of DNA ... 91
4.1. Introduction ... 92
4.2. Results and Discussion ... 94
4.3. Conclusions ... 100
4.4. Experimental section ... 101
4.5. References ... 101
4.6. Supplementary materials ... 104
Chapter 5 Conclusion and Outlook ... 118
Summary ... 118
