Download or read book Boronic Acids in Saccharide Recognition written by Tony D James and published by Royal Society of Chemistry. This book was released on 2007-10-31 with total page 185 pages. Available in PDF, EPUB and Kindle. Book excerpt: The desire to quantify the presence of analytes within diverse physiological, environmental and industrial systems has led to the development of many novel detection methods. In this arena, saccharide analysis has exploited the pair-wise interaction between boronic acids and saccharides. Boronic Acids in Saccharide Recognition provides a comprehensive review and critical analysis of the current developments in this field. It also assesses the potential of this innovative approach, outlining future lines of research and possible applications. Topics include: the molecular recognition of saccharides, the complexation of boronic acids with saccharides, fluorescent sensors and the modular construct of fluorescent sensors, further sensory systems for saccharide recognition and an extensive bibliography. This high level book is ideal for researchers both academic and industrial who require a comprehensive overview of the subject.
Download or read book Saccharide Recognition written by Soeren Schumacher and published by . This book was released on 2011 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: In this thesis entitled Saccharide Recognition - Boronic acids as Receptors in Polymeric Networksʺ different aspects of boronic acid synthesis, their analysis and incorporation or attachment to different polymeric networks and characterisation thereof were investigated. The following key aspects were considered: Provision of a variety of different characterised arylboronic acids and benzoboroxoles Attachment of certain derivatives to nanoparticles and the characterisation of saccharide binding by means of isothermal titration calorimetry and displacement assay (ARS) to enhance the association constant to saccharides at pH 7.4 Enhancement of selectivity in polymeric systems by means of molecular imprinting using fructose as template and a polymerisable benzoboroxole as functional monomer for the recognition at pH 7.4 (Joined by a diploma thesis of F. Grüneberger) Development of biomimetic saccharide structures and the development of saccharide (especially glucose and fructose) binding MIPs by using these structures as template molecules.In the first part of the thesis different arylboronic acid derivatives were synthesised and their binding to glucose or fructose was investigated by means of isothermal titration calorimetry (ITC). It could be derived, which is in parallel to the literature, that derivatives bearing a methylhydroxyl-group in ortho-position to the boron (benzoboroxole) exhibit in most cases a two-fold higher association constant compared to the corresponding phenylboronic acid derivative. To gain a deeper understanding NMR spectroscopy and mass spectrometry with the benzoboroxole and glucose or fructose was performed. It could be shown that the exchange rate in terms of NMR time scale is quite slow since in titration experiments new peaks appeared. Via mass spectrometry of a mixture between benzoboroxole and glucose or fructose, different binding stoichiometries could be detected showing that the binding of saccharides is comparable with their binding to phenylboronic acid. In addition, the use of Alizarin Red S as an electrochemical reporter was described for the first time to monitor the saccharide binding to arylboronic acids not only with spectroscopy. Here, the redox behaviour and the displacement were recorded by cyclic voltammograms.In the second part different applications of boronic acids in polymeric networks were investigated. The attachment of benzoboroxoles to nanoparticles was investigated and monitored by means of isothermal titration calorimetry and a colourimetric assay with Alizarin Red S as the report dye. The investigations by isothermal titration calorimetry compared the fructose binding of arylboronic acids and benzoboroxoles coupled to these nanoparticles and freeʺ in solution. It could be shown that the attached derivatives showed a higher binding constant due to an increasing entropy term. This states for possible multivalent binding combined with a higher water release. Since ITC could not characterise the binding of glucose to these nanoparticles due to experimental restrictions the glucose binding at pH 7.4 was shown with ARS. Here, the displacement of ARS by fructose and also glucose could be followed and consequently these nanoparticles can be used for saccharide determination. Within this investigation also the temperature stability of these nanoparticles was examined and after normal sterilisation procedures (121ʿC, 20 min.) the binding behaviour was still unchanged. To target the selectivity of the used polymeric networks, molecular imprinting was used as a technique for creating artificial binding pockets on a molecular scale. As functional monomer 3-methacrylamidobenzoboroxole was introduced for the recognition of fructose. In comparison to polymers prepared with vinylphenylboronic acid the benzoboroxole containing polymer had a stronger binding at pH 7.4 which was shown for the first time. In addition, another imprinted polymer was synthesised especially for the recognition of glucose and fructose employing biomimetic saccharide analogues as template molecule. The advantage to use the saccharide analogues is the defined template-functional monomer complex during the polymerisation which is not the case, for example, for glucose-boronic acid interaction. The biomimetic character was proven through structural superimposition of crystal structures of the analogues with already described crystal structures of boronic acid esters of glucose and fructose. A molecularly imprinted polymer was synthesised with vinylphenylboronic acid as the functional monomer to show that both glucose and fructose are able to bind to the polymer which was predicted by the structural similarity of the analogues. The major scientific contributions of this thesis are the determination of binding constants for some, not yet reported saccharide boronic acid / benzoboroxole pairs, the use of ARS as electrochemical reporter for saccharide detection, the thermodynamic characterisation of a saccharide binding nanoparticle system containing benzoboroxole and functioning at pH 7.4, the use of a polymerisable benzoboroxole as functional monomer for saccharide recognition in neutral, aqueous environments and the synthesis and utilisation of biomimetic saccharide analogues as template molecules especially for the development of a glucose binding MIP.
Download or read book Carbohydrate Recognition written by Binghe Wang and published by John Wiley & Sons. This book was released on 2011-09-06 with total page 448 pages. Available in PDF, EPUB and Kindle. Book excerpt: This book contains contributions from interdisciplinary scientists to collectively address the issue of targeting carbohydrate recognition for the development of novel therapeutic and diagnostic agents. The book covers (1) biological problems involving carbohydrate recognition, (2) structural factors mediating carbohydrate recognition, (3) design and synthesis of lectin mimics that recognize carbohydrate ligands with high specificity and affinity, and (4) modulation of biological and pathological processes through carbohydrate recognition.
Download or read book Boron written by Meng Li and published by Royal Society of Chemistry. This book was released on 2015-11-03 with total page 440 pages. Available in PDF, EPUB and Kindle. Book excerpt: The ability to monitor analytes within physiological, environmental, and industrial scenarios is of prime importance in many scenarios. Chemists have striven to mimic nature’s ability to produce robust chemosensors with the capacity to detect molecules and signal their presence. The covalent coupling interaction between boronic acids and saccharides has been exploited to monitor saccharides. The boronic acid–and Lewis acid base interaction is also suitable for the capture and recognition of anions, which are involved in fundamental processes in all living things. There have been significant advances in the field of boronic acid based receptors and this book provides a comprehensive overview and update on the topic. Not only are the applications of boron in chemical molecular sensors covered in detail, but their synthesis and supramolecular self-assembly are also presented. Topics include: the molecular recognition of saccharides, the complexation of boronic acids with saccharides, fluorescent sensors and the modular construct of fluorescent sensors, further sensory systems for saccharide recognition and an extensive bibliography. Edited by experts in the area and containing international contributions from leading research groups on the subject, this book provides a useful resource for graduate students, academic and industrial researchers in organic chemistry, supramolecular chemistry, materials science and bio-organic chemistry.
Download or read book Glucose Sensing written by Chris D. Geddes and published by Springer Science & Business Media. This book was released on 2007-12-29 with total page 460 pages. Available in PDF, EPUB and Kindle. Book excerpt: An essential reference for any laboratory working in the analytical fluorescence glucose sensing field. The increasing importance of these techniques is typified in one emerging area by developing non-invasive and continuous approaches for physiological glucose monitoring. This volume incorporates analytical fluorescence-based glucose sensing reviews, specialized enough to be attractive to professional researchers, yet appealing to a wider audience of scientists in related disciplines of fluorescence.
Download or read book Boronate diol Interactions in Membranes written by James Robert David Brown and published by . This book was released on 2013 with total page pages. Available in PDF, EPUB and Kindle. Book excerpt: Molecular recognition at biomembranes is one of the more poorly understood aspects of fundamental research in physical organic chemistry. Our aim was to improve our understanding of the molecular recognition of polysaccharides at biomembranes, in particular developing synthetic lipids that will recognise and report on the presence of glycosaminoglycans (GAG polysaccharides), like heparin and hyaluronic acid. Elevated levels of hyaluronic acid have been implicated in bladder carcinoma and osteoarthritis, and the use of heparin for medical applications is well documented. We synthesised a boronic acid capped lipid that also bore a fluorinated fluorescent reporter group, which could report on multivalent recognition events at bilayer membranes by fluorescent quenching and changes in the lateral distribution of the reporter groups. These preliminary studies showed these boronic acid capped fluorinated lipids gave a fluorescent signal upon interaction with simple mono- and poly- saccharides, albeit with unexpectedly weak binding to these saccharides. To understand and quantify the weaker binding of saccharides to membrane bound boronic acids a series of novel fluorescent and chromogenic lipids were synthesised that bore the reporter group close to the boronic acid. These studies revealed several underlying factors that had important roles in the recognition of oligosaccharides by boronic acid capped lipids. For the first time the effect of the bilayer on saccharide/boronic acid recognition was quantified, with the membrane weakening the interaction 33-fold. We were able to propose a model for the interaction of saccharides for membrane bound boronic acids that explained many of these unexpected observations. We also devised a parallel approach using GAGs to open or close synthetic membrane channels. Using a GAG to switch on the release of an ion or dye would generate a fluorescent signal that amplifies the original recognition event and improves sensitivity for GAGs. Proof-of-principle studies using palladium ions to open dye-transporting channels were successful and these studies were followed by the synthesis of boronic acid-capped cholates. Incorporation of boronic acid-capped cholates into membranes caused changes in the rate of release of alkali metal ions, which caused an enclosed fluorescent dye to give a signal, in the presence or absence of saccharides. These compounds successfully gave a response to the simple saccharide D-fructose but gave no response to other saccharides tested, including various hyaluronic acids. Although we were not able to develop a selective sensor for GAGs, we have developed a model for saccharide/boronic acid interactions that is a valuable addition to the physical organic chemistry of membranes.
Download or read book Boronic Acids written by Dennis G. Hall and published by John Wiley & Sons. This book was released on 2006-05-12 with total page 571 pages. Available in PDF, EPUB and Kindle. Book excerpt: For the first time, the whole field of organoboronic acids is presented in one comprehensive handbook. Professor Dennis Hall, a rising star within the community, covers all aspects of this important substance class, including applications in chemistry, biology and medicine. Starting with an introduction to the structure, properties, and preparation of boronic acid derivatives, together with an overview of their reactions and applications, the book goes on to look at metal-catalyzed borylation of alkanes and arenas, coupling reactions and rhodium-catalyzed additions of boronic acids to alkenes and carbonyl compounds. There follows chapters on copper-promoted C-O and C-N cross-coupling of boronic acids, recent applications in organic synthesis, as well as alpha-haloalkylboronic esters in asymmetric synthesis. Later sections deal with cycloadditions, organoboronic acids, oxazaborolidines as asymmetric inducers, and boronic acid based receptors and sensors. The whole is rounded off with experimental procedures, making this invaluable reading for organic, catalytic and medicinal chemists, as well as those working in organometallics.
Download or read book Supramolecular Amphiphiles written by Xi Zhang and published by Royal Society of Chemistry. This book was released on 2017-06-15 with total page 183 pages. Available in PDF, EPUB and Kindle. Book excerpt: An amphiphile is a molecule that contains a hydrophilic part and a hydrophobic part, linked by covalent bonding. Supramolecular amphiphiles (supra-amphiphiles) are amphiphiles linked by non-covalent interactions. As they employ non-covalent interactions, these species demonstrate adaptability and reversibility in conformational transformation, making them one of the most important emerging species in supramolecular chemistry. They have proven important in bridging the gap between molecular architecture and functional assembly. This book is written and edited by the current leaders in the topic and contains a foreword from Professor Jean-Marie Lehn, a father of the supramolecular chemistry field. Bringing together supramolecular chemistry and colloidal and interfacial science, the book provides a detailed and systematic introduction to supramolecular amphiphiles. Chapters explain how to employ non-covalent interactions to fabricate supra-amphiphiles. The book opens with an introduction to the history and development of the field, followed by chapters focussing on each type of interaction, including host-guest interaction, electrostatic interaction, charge-transfer interaction, hydrogen bonding and dynamic covalent bonds. This book will be a valuable resource for students new to this field and experienced researchers wanting to explore the wider context of their work.
Download or read book Host Guest Chemistry written by Soledad Penades and published by Springer. This book was released on 2003-07-01 with total page 251 pages. Available in PDF, EPUB and Kindle. Book excerpt: with contributions by numerous experts
Download or read book Supramolecular Chemistry in Water written by Stefan Kubik and published by John Wiley & Sons. This book was released on 2019-09-03 with total page 586 pages. Available in PDF, EPUB and Kindle. Book excerpt: Provides deep insight into the concepts and recent developments in the area of supramolecular chemistry in water Written by experts in their respective field, this comprehensive reference covers various aspects of supramolecular chemistry in water?from fundamental aspects to applications. It provides readers with a basic introduction to the current understanding of the properties of water and how they influence molecular recognition, and examines the different receptor types available in water and the types of substrates that can be bound. It also looks at areas to where they can be applied, such as materials, optical sensing, medicinal imaging, and catalysis. Supramolecular Chemistry in Water offers five major sections that address important topics like water properties, molecular recognition, association and aggregation phenomena, optical detection and imaging, and supramolecular catalysis. It covers chemistry and physical chemistry of water; water-mediated molecular recognition; peptide and protein receptors; nucleotide receptors; carbohydrate receptors; and ion receptors. The book also teaches readers all about coordination compounds; self-assembled polymers and gels; foldamers; vesicles and micelles; and surface-modified nanoparticles. In addition, it provides in-depth information on indicators and optical probes, as well as probes for medical imaging. -Covers, in a timely manner, an emerging area in chemistry that is growing more important every day -Addresses topics such as molecular recognition, aggregation, catalysis, and more -Offers comprehensive coverage of everything from fundamental aspects of supramolecular chemistry in water to its applications -Edited by one of the leading international scientists in the field Supramolecular Chemistry in Water is a one-stop-resource for all polymer chemists, catalytic chemists, biochemists, water chemists, and physical chemists involved in this growing area of research.
Download or read book Transforming Glycoscience written by National Research Council and published by National Academies Press. This book was released on 2012-10-23 with total page 171 pages. Available in PDF, EPUB and Kindle. Book excerpt: A new focus on glycoscience, a field that explores the structures and functions of sugars, promises great advances in areas as diverse as medicine, energy generation, and materials science, this report finds. Glycans-also known as carbohydrates, saccharides, or simply as sugars-play central roles in many biological processes and have properties useful in an array of applications. However, glycans have received little attention from the research community due to a lack of tools to probe their often complex structures and properties. Transforming Glycoscience: A Roadmap for the Future presents a roadmap for transforming glycoscience from a field dominated by specialists to a widely studied and integrated discipline, which could lead to a more complete understanding of glycans and help solve key challenges in diverse fields.
Download or read book Fluorescent Analogs of Biomolecular Building Blocks written by Marcus Wilhelmsson and published by John Wiley & Sons. This book was released on 2016-04-04 with total page 474 pages. Available in PDF, EPUB and Kindle. Book excerpt: Fluorescent Analogs of Biomolecular Building Blocks focuses on the design of fluorescent probes for the four major families of macromolecular building blocks. Compiling the expertise of multiple authors, this book moves from introductory chapters to an exploration of the design, synthesis, and implementation of new fluorescent analogues of biomolecular building blocks, including examples of small-molecule fluorophores and sensors that are part of biomolecular assemblies.
Download or read book Essentials of Glycobiology written by Ajit Varki and published by CSHL Press. This book was released on 1999 with total page 694 pages. Available in PDF, EPUB and Kindle. Book excerpt: Sugar chains (glycans) are often attached to proteins and lipids and have multiple roles in the organization and function of all organisms. "Essentials of Glycobiology" describes their biogenesis and function and offers a useful gateway to the understanding of glycans.
Download or read book Mass Spectrometry Based Chemical Proteomics written by W. Andy Tao and published by John Wiley & Sons. This book was released on 2019-07-10 with total page 449 pages. Available in PDF, EPUB and Kindle. Book excerpt: PROVIDES STRATEGIES AND CONCEPTS FOR UNDERSTANDING CHEMICAL PROTEOMICS, AND ANALYZING PROTEIN FUNCTIONS, MODIFICATIONS, AND INTERACTIONS—EMPHASIZING MASS SPECTROMETRY THROUGHOUT Covering mass spectrometry for chemical proteomics, this book helps readers understand analytical strategies behind protein functions, their modifications and interactions, and applications in drug discovery. It provides a basic overview and presents concepts in chemical proteomics through three angles: Strategies, Technical Advances, and Applications. Chapters cover those many technical advances and applications in drug discovery, from target identification to validation and potential treatments. The first section of Mass Spectrometry-Based Chemical Proteomics starts by reviewing basic methods and recent advances in mass spectrometry for proteomics, including shotgun proteomics, quantitative proteomics, and data analyses. The next section covers a variety of techniques and strategies coupling chemical probes to MS-based proteomics to provide functional insights into the proteome. In the last section, it focuses on using chemical strategies to study protein post-translational modifications and high-order structures. Summarizes chemical proteomics, up-to-date concepts, analysis, and target validation Covers fundamentals and strategies, including the profiling of enzyme activities and protein-drug interactions Explains technical advances in the field and describes on shotgun proteomics, quantitative proteomics, and corresponding methods of software and database usage for proteomics Includes a wide variety of applications in drug discovery, from kinase inhibitors and intracellular drug targets to the chemoproteomics analysis of natural products Addresses an important tool in small molecule drug discovery, appealing to both academia and the pharmaceutical industry Mass Spectrometry-Based Chemical Proteomics is an excellent source of information for readers in both academia and industry in a variety of fields, including pharmaceutical sciences, drug discovery, molecular biology, bioinformatics, and analytical sciences.
Download or read book Boronic Acid Materials for Glycoprotein Recognition and Enhanced Cellular Delivery written by Xiaoyu Zhang (Researcher in chemistry) and published by . This book was released on 2019 with total page 0 pages. Available in PDF, EPUB and Kindle. Book excerpt: Cell surface glycans, typically in the form of glycoproteins or glycolipids, are commonly aberrant in diseases and can serve as biomarkers that facilitate diagnostics, selective cellular labeling and delivery. Boronic acids have been extensively utilized for the detection and separation of carbohydrates through reversible formation of boronate esters in the binding of diol moieties on glycans. However, the biological application of this sensing group is challenged by its relatively low binding affinity in aqueous media. Through the research described in this dissertation, we designed and synthesized boronic acid materials that can enhance its avidity towards glycan through multivalent binding interactions to achieve biological applications including glycoprotein detection and cellular delivery. In the second chapter of this dissertation, a boronic acid microplate assay for sensitive and high-throughput detection of the cancer-associated glycoprotein mucin-1 was developed. For this purpose, a multivalent surface for glycoprotein recruitment and detection was achieved by immobilizing biotinylated boronic acid onto streptavidin-coated microplates. In the third chapter, novel boronic acid lipids were synthesized and incorporated into liposomes as a drug delivery platform. We validated carbohydrate-responsive liposome efficacy by demonstrating dose-dependent release of encapsulated hydrophobic or hydrophilic fluorophores upon titration with the polysaccharide heparin. Cellular delivery and labeling were visualized by confocal microscopy indicating a dramatic enhancement in fluorescence signal, showcasing the prospects of boronic acid lipids for drug delivery. In the last chapter, bisboronic acid lipids containing a small library of spacers of varying length between two boronic acid units have been synthesized to study selective binding interactions towards sialic acids. Enhanced binding affinity towards N-acetylneuraminic acid and the sialic acid-rich glycoprotein porcine mucin were observed using bisboronic acid lipids, particularly when usinga meta-xylene spacer. This was detected via dye displacement competitive fluorescence assays as well as through liposomal triggered release studies. Finally, dose-dependent fluorescence cellular labelling was visualized using bisboronic acid liposomes. Collectively, these studies show that the incorporation of boronic acids into complex architectures including microplate surfaces and liposomes is effective for advancing applications such as the detection of disease-associated carbohydrates in complex biological samples and the delivery of therapeutic agents to cells.
Download or read book New Trends in Fluorescence Spectroscopy written by Bernard Valeur and published by Springer Science & Business Media. This book was released on 2012-12-06 with total page 496 pages. Available in PDF, EPUB and Kindle. Book excerpt: This first volume in the new Springer Series on Fluorescence brings together fundamental and applied research from this highly interdisciplinary and field, ranging from chemistry and physics to biology and medicine. Special attention is given to supramolecular systems, sensor applications, confocal microscopy and protein-protein interactions. This carefully edited collection of articles is an invaluable tool for practitioners and novices.
Download or read book Chemosensors written by Binghe Wang and published by John Wiley & Sons. This book was released on 2011-08-24 with total page 830 pages. Available in PDF, EPUB and Kindle. Book excerpt: A thorough, accessible, and general overview of chemosensors Providing a comprehensive overview of chemosensors organic molecules designed to bind and sense small molecules or metal ions and their applications, Chemosensors: Principles, Strategies, and Applications is an accessible one-stop resource for analysts, clinicians, and graduate students studying advanced chemistry and chemosensing. Chemosensors function on a molecular level, generating a signal upon binding. The book reviews their synthesis, design, and applications for detecting biological and organic molecules as well as metal ions. The text highlights applications in drug discovery and catalyses that have not been well covered elsewhere. Covering such topics as molecular recognition, detection methods, design strategies, and important biological issues, the book is broken into four sections that examine intermolecular interactions, strategies in sensor design, detection methods, and case studies in metal, saccharide, and amino acid sensing. An indispensable source of information for chemical and biomedical experts using sensors, Chemosensors includes case studies to make the material both accessible and understandable to chemists of all backgrounds.
