2 edition of Chemical synthesis of oligosaccharides in solution and on a solid support found in the catalog.
Chemical synthesis of oligosaccharides in solution and on a solid support
Gerrit Herman Veeneman
|Statement||door Gerrit Herman Veeneman.|
|LC Classifications||QP702.O44 V44 1991|
|The Physical Object|
|Pagination||163 p. :|
|Number of Pages||163|
|LC Control Number||93221946|
This book is a comprehensive and concise review on principles, strategies, and crucial advances in glycochemistry. It focuses on synthesis and practical applications and emphasizes state-of-the-art approaches to the assembly and design of sugars. Provides detailed discussion on specific topics like oligosaccharide assembly and design of sugars, techniques in glycoconjugate preparation. John Wiley & Sons, Inc., New York xii + pp., hardcover £ —ISBN 0‐‐‐3 Oligosaccharides are of central importance in bioorganic chemistry, and a familiarity with them is essential for the chemist involved in synthetic work. Combinatorial approaches to synthesizing oligosaccharides on solid supports or in solution is a field of research occupying .
Since Bruce Merrifield introduced the concept of solid-phase peptide synthesis in , synthesis on solid supports has evolved as a powerful tool for organic the past fifty years this strategy has been successfully applied to the synthesis of other biopolymers, such as oligonucleotides and -phase synthesis is performed on insoluble supports that are. Challenges and Limitations in Solution?-Phase Oligosaccharide Synthesis, Solid?-Phase Oligosaccharide Synthesis, Automated Oligosaccharide Synthesis, Microfluidic Techniques for Oligosaccharide Synthesis, Conclusion and Outlook, Acknowledgments, References, 8 Sugar Synthesis by Microfluidic.
Note: this article focuses exclusively on DNA synthesis (while similar, there are differences with the chemical synthesis of RNA). Figure 1. Summary of solid-phase oligonucleotide synthesis cycle. In step 1, Detritylation, the 5'-DMT protecting group is removed from the first, solid-support . This book presents the state of the art in the synthesis very complex saccharide structures, written by leading scientists at the forefront of this rapidly growing field. Reflecting the particular significance in recent years of efficient and selective procedures employing enzymes for preparative purposes in the carbohydrate field, a major.
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Solid-phase synthesis of carbohydrates presents unique challenges to synthetic chemists and currently represents one of the hottest areas of research in bioorganic chemistry. Solid Support Oligosaccharide Synthesis and Combinatorial Carbohydrate Libraries addresses the exciting expectation that solid-phase assembly of oligosaccharides will have.
Mohamed Ramadan El Sayed Aly, El Sayed H. El Ashry, in Advances in Carbohydrate Chemistry and Biochemistry, Solid-Phase Synthesis of N-Glycans and HMOs. Automated oligosaccharide synthesis through solid-phase synthesis is a promising approach with inherent advantages over solution-phase synthesis, such as high reaction yields; shorter reaction times, and.
solid support oligosaccharide synthesis and combinatorial carbohydrate libraries By Gilbert Patten pp isbn 0 3 journal of the american chemical society return to issue prev book both in solution and on the solid phase with a view to producing inhibitors of carbohydrate protein.
ISBN: OCLC Number: Description: xii, pages: illustrations ; 25 cm: Contents: Solid-phase carbohydrate synthesis: the early work / Wilm-Christian Haase and Peter H. Seeberger --The glycal assembly method on solid supports: synthesis of oligosaccharides and glycoconjugates / Pier F. Cirillo and Samuel J.
Danishefsky --The sulfoxide glycosylation method. In chemistry, solid-phase synthesis is a method in which molecules are covalently bound on a solid support material and synthesised step-by-step in a single reaction vessel utilising selective protecting group chemistry.
Benefits compared with normal synthesis in a liquid state include. High efficiency and throughput; Increased simplicity and speed; The reaction can be driven to completion.
Hydrophobically Assisted Switching Phase Synthesis: The Flexible Combination of Solid-Phase and Solution-Phase Reactions Employed for Oligosaccharide Preparation. Journal of the American Chemical Society(20), Traditionally, access to structurally defined complex carbohydrates has been very laborious.
Although recent advancements in solid-phase synthesis have made the construction of complex oligosaccharides less tedious, a high level of technical expertise is still necessary to obtain the desired structures. We describe the automated chemical synthesis of several oligosaccharides on a solid.
Polymer-Supported Synthesis of Oligosaccharides 67 Laurent Knerr and Richard R. Schmidt Introduction 67 Polystyrene-Based Supports 67 Soluble Polymers as Supports 88 Oligosaccharide Syntheses on Peptides Attached to a Solid Support 96 Conclusions and Outlook 96 5 Synthesis of Oligosaccharides on Solid Support Using.
Part Two, Applications, presents examples of the solid-phase synthesis of various classes of organic molecules. Chapters explore general asymmetric synthesis on a support, strategies for heterocyclic synthesis, and synthesis of radioactive organic molecules, dyes, dendrimers, and oligosaccharides.
Scheme 2: Automated synthesis of oligosaccharides with α(2,3)- α(2,6)-sialic acid linkages. Glycosylations: a) 2 × 5 equiv TMSOTf, ACN/DCM (), −50 °C (5 min), −30 °C (10 min), −20 °C (80 min), −10 °C (10 min), 0 °C (10 min) for 4 and 5.b) 2 × 5 equiv TfOH, NIS, DCM, −40 °C (5 min), −20 °C (30 min) for 6 and 7.c) 2 × 5 equiv TMSOTf, DCM/dioxane (), 20 °C (90 min.
In some cases, synthesis of oligosaccharides on supports is more efficient than the corresponding synthesis in solution, although this cannot still compare favourably with the latter. Examples of successful solid-phase syntheses of complex oligosaccharides and glycoconjugates are given.
Solution Properties of Alkyl β‐D‐Maltosides. Journal of Surfactants and DetergentsDOI: /jsde Max P. Bartetzko, Fabian Pfrengle.
Automated Glycan Assembly of Plant Oligosaccharides and Their Application in Cell‐Wall Biology. ChemBioChem20 (7), DOI: /cbic Recent advances in polymer‐supported synthesis of oligosaccharides, i. e., solid-phase synthesis, polymer‐supported synthesis, and tag-assisted solution synthesis, are overviewed.
Oligosaccharides are thermally unstable and have to be derivatized into the well-known oxime-trimethylsilyl derivatives. The limits of HTCGC are illustrated in Figure oligosaccharide sample, obtained by hydrolysis of insulin extracted from Cichorium intybus, with DPs ranging from DP1 to DP12 could be analysed in approximately 30 min on a 10 m× mm i.d.
× μm methylsilicone column. Browse Sigma-Aldrich's Solid Supported Synthesis to find products in 2-Chlorotrityl Resins, J anda J el ™, Other Resins, PEG Resins, Phosphonics ™, Polymer Supports for SPPS, Polystyrene Resins, ScavengePore ™, Scavengers, Silica Gel, StratoSpheres ™, Supported Reagents, TentaGel >™ Resins, Trityl Resins, Wang Resins.
Glycosyl sulfoxides have proven useful glycosylating agents in solution and on solid support. This chapter describes the application of glycosyl sulfoxides to the synthesis of oligosaccharides on.
Chemo-enzymatic protocols enable synthesis of glycoconjugates with unprecedented precision and are easier than the multistep procedures that are needed when using conventional carbohydrate chemistry.
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This volume provides the information needed to synthesize peptides by solid-phase synthesis (SPS) - employing polymeric support (resins), anchoring linkages (handles), coupling reagents (activators), and protection schemes.
It presents strategies for creating a wide variety of compounds for drug discovery and analyzes peptides, DNA, carbohydrates, conjugates of Reviews: 1.
Synthesis of oligosaccharides on polymer supports. Part II. Synthesis of β-D-gentiobiose derivatives on soluble support copolymers of styrene and 6-O-(p-vinylbenzoyl) or 6-O-(p-vinylphenylsulphonyl) derivatives of D-glucopyranose. An automated platform that can synthesize a wide range of complex glycans could greatly facilitate progress in glycoscience.
Now, a fully automated process for enzyme-mediated oligosaccharide.Applications of liquid-solid phase extractions and polymer-bound scavengers. Applications of polymer-bound reagents.
Applications of polymer-bound catalysts. Solution chemistry using temporary trapping of intermediates on solid support ("intermediate catch" or "resin capture"). Organic synthesis on soluble polymeric supports.In principle, any synthetic methods that use a solid-support could be conducted in solution-phase by replacing the polymer linker with a corresponding fluorous tag.
This review summarizes the progress of fluorous tags in solution-phase synthesis of small molecules, peptides and oligosaccharides.