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Introduction to Fluorescence Sensing: Volume 2: Target Recognition and Imaging PDF

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Alexander P. Demchenko Introduction to Fluorescence Sensing Volume 2: Target Recognition and Imaging Third Edition Introduction to Fluorescence Sensing Alexander P. Demchenko Introduction to Fluorescence Sensing Volume 2: Target Recognition and Imaging Third Edition Alexander P. Demchenko National Academy of Sciences of Ukraine Palladin Institute of Biochemistry Kyiv, Ukraine Yuriy Fedkovych National University Chernivtsi, Ukraine ISBN 978-3-031-19088-9 ISBN 978-3-031-19089-6 (eBook) https://doi.org/10.1007/978-3-031-19089-6 1st edition: © Springer Science + Business Media B.V. 2009 2nd edition: © Springer International Publishing Switzerland 2015 3rd edition: © Springer Nature Switzerland AG 2023 This work is subject to copyright. All rights are reserved by the Publisher, whether the whole or part of the material is concerned, specifically the rights of translation, reprinting, reuse of illustrations, recitation, broadcasting, reproduction on microfilms or in any other physical way, and transmission or information storage and retrieval, electronic adaptation, computer software, or by similar or dissimilar methodology now known or hereafter developed. The use of general descriptive names, registered names, trademarks, service marks, etc. in this publication does not imply, even in the absence of a specific statement, that such names are exempt from the relevant protective laws and regulations and therefore free for general use. The publisher, the authors, and the editors are safe to assume that the advice and information in this book are believed to be true and accurate at the date of publication. Neither the publisher nor the authors or the editors give a warranty, expressed or implied, with respect to the material contained herein or for any errors or omissions that may have been made. The publisher remains neutral with regard to jurisdictional claims in published maps and institutional affiliations. This Springer imprint is published by the registered company Springer Nature Switzerland AG The registered company address is: Gewerbestrasse 11, 6330 Cham, Switzerland Dedicated to the memory of my wife Tetiana Ivanchenko Preface This book is the second part of third edition on fluorescence sensing that was deeply revised with many additions and now appeared in two volumes. It was written with an intension to combine a textbook, a reference book and a critical review of recent achievements with the vision of future developments. Observing vast literature and realizing how many researchers, their groups and institutions are involved in this research and how strong the public request is for the results of their activities provides a strong motivation for its writing. Indeed, among other sensing and imaging tech- nologies that develop in parallel, the technologies based on fluorescence are unique. They are the most sensitive; their sensitivity reached the absolute limit of single molecules. They offer very high spatial resolution, so that with overcoming the light diffraction limit has reached a molecular scale. They are also the fastest; their response develops on the scale of fluorescence lifetime and can be as short as 10−8–10−10 s. But their greatest advantage is versatility. Fluorescence sensing can be provided in solid, liquid and gas media and at all kinds of interfaces between these phases. It is because the fluorescence reporter and the detecting instrument are connected via light emission, fluorescence detection can be made non-invasive and equally well suited for remote industrial control and for sensing different targets within the living cells. All these features explain the high popularity of fluorescence sensing, many aspects are explored now and many remain for the future. The field of chemical and biological sensing is immense. It is nearly the whole world of natural and synthetic compounds that have to be analyzed in a broad variety of conditions and for a broad variety of purposes. In the human body, we need to detect and quantify virtually all the genes (genomics) and the products of these genes (proteomics). We need to know how they interact performing their functions (interactomics). In our surrounding, there is a need to analyze a huge number of compounds including millions of newly synthesized products. Among them, we have to select potentially useful compounds (e.g. drugs) and discriminate those that are inefficient and harmful. No less important is to control agricultural production and food processing. There is also a practical necessity to provide control in industrial product technologies, especially in those that produce pollution. Permanent moni- toring is needed to maintain safety of our environment. Protection from harmful vii viii Preface microbes, clinical diagnostics and control of patient treatment are the key issues of modern medicine. New problems and challenges appear with the advancement of human society in the twenty-first century. We have to be ready to meet them. Fluorescence sensing technology is the field of research and development in which basic science and technical developments successfully meet. Enrichment of each other and revealing of unexplored areas is an indicator of its rapid growth. Many directions in the present accomplishments and future efforts are overviewed in this book. After the publication of its previous editions, tremendous progress is observed in all fields of research, development and application related to its subject. In order to follow this progress, in the new third edition a number of changes and additions have been made. The present edition is separated into two volumes, V.1 “Materials and Devices” and V.2 “Target Recognition and Imaging”. In V.1, the reader may find critical analysis of methodology in fluorescence sensing and of fluorescence and related methods that can be applied. The properties of different types of fluo- rescent materials that are molecules and nanoparticles, organic, inorganic or their mixed compositions are analyzed. The present Volume 2 is focused on the practical realization of molecular recognition that is in the background of sensor-target inter- actions. Different objects of the inorganic and organic world can be used as targets. Of particular interest is the detection of ions, analysis of biological macromolecules, and sensing within living cells and tissues. The fascinating field of fluorescence sensing needs fresh brains. Therefore, the book is primarily addressed to students and young scientists. Together with basic knowledge, they will get an overview of different ideas in research and technology and guide to their own creative activity. Providing a link between basic sciences needed to understand the sensor performance and frontier of research, where new ideas are explored and new products developed, the book will make a strong link between research and education. For the active researcher, it will also be a source of useful information in nearly all areas where fluorescence sensing and imaging is used. Accordingly, this book aims at helping scientists in finding the most appropriate and up-to-date methods to study their molecular recognition systems and to develop highly needed devices. Thus, this book is organized with the aim to satisfy both curious students and busy researchers. This book looks like light reading but it is not. The chapters are selected and organized in such a way as to provide a valuable reference and a transparent learning tool. The list of references in each chapter is an additional resource of information, and the high-quality figures increase clarity and reading pleasure. At the end of every chapter, the reader may find the section “Sensing and Thinking”, in which the most actual and often unresolved issues are raised for the discussion. The series of questions that follows is formulated with the aim to help the reader to check their acquired knowledge. Preface ix This book could not be written without the involvement of my colleagues, friends and students. My special thanks to Sergiy Bobrovnik, Vasyl Pivovarenko, Mykhailo Dvoynenko, Kyrylo Pyrshev, Benoit Michel, Dmytro Dziuba, Sergiy Avilov, Semen Yesylevskyy and Volodymyr Nazarenko. Enjoy your reading. Kyiv, Ukraine Alexander P. Demchenko December 2021 Contents 1 Principles Governing Molecular Recognition .................... 1 1.1 Multivalency: The Principle of Molecular Recognition ......... 3 1.1.1 Multivalent Pattern of Molecular Interactions ......... 4 1.1.2 Energetics and Kinetics in Molecular Recognition ..... 6 1.1.3 Reversibility in Molecular Interactions and Mass Action Law ...................................... 10 1.2 Lock-And-Key, Induced Fit, Conformation Selection and Induced-Assisted Folding Models ....................... 12 1.3 Realization of Principles of Molecular Recognition in Fluorescence Sensing ................................... 16 1.3.1 The Output Parameters Used in Fluorescence Sensors .......................................... 16 1.3.2 Different Strategies in Fluorescence Sensing .......... 17 1.4 Molecular Recognition of Different Strength and Specificity .... 20 1.4.1 Sensors Providing Strong Highly Specific Binding ..... 20 1.4.2 Sensors Based on Competitive Target Binding ........ 21 1.4.3 Sensors Based on Reversible Specific Binding and Operating in a Large Volume ................... 22 1.5 Direct Reagent-Independent Sensing ........................ 22 1.6 Simultaneous Analysis of Multiple Analytes ................. 26 1.6.1 Systems for Detection of Multiple Analytes .......... 27 1.6.2 Specific Target Recognition Versus Pattern Recognition Sensor Arrays ......................... 28 1.7 Sensing and Thinking. Current Trends that Should Be Highlighted ............................................. 30 References .................................................... 32 2 Basic Theoretical Description of Sensor-Target Binding ........... 37 2.1 Parameters that Need to Be Optimized in Every Sensor ........ 38 2.1.1 The Limit of Detection and Sensitivity ............... 40 xi xii Contents 2.1.2 Dynamic Range of Detectable Target Concentrations ................................... 41 2.1.3 The Sensor Selectivity ............................. 44 2.1.4 Multivalent Binding and Cooperativity ............... 46 2.2 Determination of Binding Constants ........................ 47 2.2.1 Dynamic Association-Dissociation Equilibrium ....... 47 2.2.2 Determination of K by Titration .................... 49 b 2.2.3 Determination of K by Serial Dilutions .............. 51 b 2.3 Modeling the Analyte Binding Isotherms .................... 52 2.3.1 Receptors Free in Solution or Immobilized to a Surface ...................................... 53 2.3.2 Bivalent and Polyvalent Reversible Target Binding .... 53 2.3.3 Reversible Binding of Analyte and Competitor ........ 55 2.3.4 Reversible Interactions in a Small Volume ............ 57 2.4 Kinetics of Target Binding ................................. 59 2.5 Formats for Fluorescence Detection ......................... 61 2.5.1 Linear Response Format ........................... 61 2.5.2 Intensity-Weighted Format ......................... 64 2.6 Sensing and Thinking. How to Provide the Optimal Quantitative Measure of Target Binding? .................... 66 References .................................................... 69 3 Recognition Units Built of Small Macrocyclic Molecules .......... 73 3.1 Crown Ethers and Cryptands: Macrocyclic Hosts for Ions ...... 74 3.2 Cavity-Forming Compounds. Structures and Properties ........ 77 3.2.1 Cyclodextrins .................................... 77 3.2.2 Calix[n]arenes .................................... 81 3.2.3 Cucurbit[n]urils .................................. 85 3.2.4 Pillar[n]arenes .................................... 86 3.2.5 Comparison of Properties and Prospects of Supramolecular Macrocycles ..................... 87 3.3 Porphyrins and Porphyrinoids. Unique Coupling of Recognition and Reporting .............................. 90 3.4 Sensing and Thinking. The Recognition Properties of Parent Binders and of Their Derivatives ................... 96 References .................................................... 97 4 Sensors Based on Peptides and Proteins as Recognition Units ...... 103 4.1 Designed and Randomly Synthesized Peptides ................ 104 4.1.1 The Development of Peptide Sensors ................ 105 4.1.2 Randomly Synthesized Peptides, Why They Do Not Fold? ........................................ 106 4.1.3 Template-Based Approach ......................... 106 4.1.4 The Exploration of ‘Mini-Protein’ Concept ........... 107 4.1.5 Molecular Display Including Phage Display .......... 109

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