Produktbild: Modern Synthetic Methods in Carbohydrate Chemistry

Modern Synthetic Methods in Carbohydrate Chemistry From Monosaccharides to Complex Glycoconjugates

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Beschreibung

Produktdetails

Einband

Gebundene Ausgabe

Erscheinungsdatum

13.11.2013

Herausgeber

Daniel B. Werz + weitere

Verlag

Wiley-VCH

Seitenzahl

406

Maße (L/B/H)

25.1/17.4/2.7 cm

Gewicht

1040 g

Auflage

1. Auflage

Sprache

Englisch

ISBN

978-3-527-33284-7

Beschreibung

Portrait

Daniel B. Werz is Professor at the Technical University of Braunschweig, Germany. Having obtained his diploma (2000) as well as his Ph.D. (2003) from University of Heidelberg he spent over two years of postdoctoral research with Peter H. Seeberger at ETH Zurich, Switzerland, before starting his independent career at the University of Göttingen, Germany. In spring 2013 he took up his present position as an associate professor in Braunschweig. Prof. Werz has authored and co-authored over 100 scientific publications and has received several scientific fellowships and awards, including the Ruprecht Karls Award of the University of Heidelberg (2004), a Feodor Lynen Fellowship of the Alexander von Humboldt Foundation (2004), the Klaus Grohe Award of the German Chemical Society (2006), the Emmy Noether Fellowship of the German Research Foundation (2007), the GlycoThera Award (2010) and the highly prestigious Dozentenstipendium of the Chemical Industry Fund (2011).

 

Sébastien Vidal is Chargé de Recherche at Centre National de la Recherche Scientifique (CNRS) and is responsible of a small research team at ICBMS (Université Claude Bernard Lyon 1, France). In 2000, he has obtained his PhD in organic chemistry from Université Montpellier II (France) working on mannose 6-phosphate analogues. He then continued as a postdoctoral fellow in the group of J. Fraser Stoddart at University of California, Los Angeles for three years to design synthetic methodologies for the preparation of glycodendrimers. After another postdoctoral position at the National Renewable Energy Laboratory (NREL, Golden, Colorado, USA) under the guidance of Joseph J. Bozell, he then moved back to France and was appointed as a CNRS fellow in 2004. Dr. Vidal has co-authored over 60 scientific publications devoted to organic and carbohydrate chemistry.

Produktdetails

Einband

Gebundene Ausgabe

Erscheinungsdatum

13.11.2013

Herausgeber

Verlag

Wiley-VCH

Seitenzahl

406

Maße (L/B/H)

25.1/17.4/2.7 cm

Gewicht

1040 g

Auflage

1. Auflage

Sprache

Englisch

ISBN

978-3-527-33284-7

Herstelleradresse

Wiley-VCH GmbH
Boschstr. 12
69469 Weinheim
Deutschland
Email: cs-germany@wiley.com
Url: www.wiley-vch.de
Fax: +49 6201 606328

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  • Produktbild: Modern Synthetic Methods in Carbohydrate Chemistry
  • Foreword

    Preface

     

    DE NOVO APPROACHES TO MONOSACCHARIDES AND COMPLEX GLYCANS

    Introduction

    De Novo Synthesis of Monosaccharides

    Iterative Pd-Catalyzed Glycosylation and Bidirectional Postglycosylation

    Synthesis of Monosaccharide Azasugar

    Oligosaccharide Synthesis for Medicinal Chemistry

    Conclusion and Outlook

    Experimental Section

     

    SYNTHETIC METHODOLOGIES TOWARD ALDOHEPTOSES AND THEIR APPLICATIONS TO THE SYNTHESIS OF BIOCHEMICAL PROBES AND LPS FRAGMENTS

    Introduction

    Methods to Construct the Heptose Skeleton

    Synthesis of Heptosylated Oligosaccharides

    Synthesis of Heptosides as Biochemical Probes

    Conclusions

    Experimental Part

     

    PROTECTING-GROUP-FREE GLYCOCONJUGATE SYNTHESIS: HYDRAZIDE AND OXYAMINE DERIVATIVES IN N-GLYCOSIDE FORMATION

    Introduction

    Glycosyl Hydrazides (1-(Glycosyl)-2-acylhydrazines)

    O-Alkyl-N-Glycosyl Oxyamines

    N,O-Alkyl-N-Glycosyl Oxyamines

    Concluding Remarks and Unanswered Questions

    Procedures

     

    RECENT DEVELOPMENTS IN THE CONSTRUCTION OF cis-GLYCOSIDIC LINKAGES

    Introduction

    Cis-Glycosylation

    Conclusion

     

    STEREOCONTROL OF 1,2-cis-GLYCOSYLATION BY REMOTE O-ACYL PROTECTING GROUPS

    Introduction

    Stereodirecting Influence of Acyl Groups at Axial and Equatorial O-3: Opposite Stereoselectivity Proves Anchimeric Assistance

    Acyl Groups at O-4 in the Galacto Series: Practical Synthesis of Alpha-Glycosides: Complete Stereoselectivity

    Lack of Stereocontrolling Effect of Acyl Groups at Equatorial O-4 in 4C1 Conformation

    Effect of Substituents at O-6

    Interplay of Stabilized Bicyclic Carbocation and Two H Conformations of Oxocarbenium Ions

    Conclusion

    Key Experimental Procedures

     

    SYNTHESIS OF AMINOGLYCOSIDES

    Introduction

    Amine-Protecting Group Strategies

    Controlled Degradation of Aminoglycosides

    Chemoselective Alcohol-Protecting Group Manipulations

    Strategies for Glycosylation of Aminoglycoside Scaffolds

    Synthesis of Amphiphilic Aminoglycosides

    Chemoenzymatic Strategies of the Preparation of Aminoglycoside Analogs

    Novel Synthetic Strategies of Overcome Resistance to Aminoglycosides

    Conclusions and Future Perspectives

    Selected Synthetic Procedures

     

    SYNTHESIS OF NATURAL AND NONNATURAL HEPARIN FRAGMENTS: OPTIMIZATIONS AND APPLICATIONS TOWARD MODULATION OF FGF2-MEDIATED FGFR SIGNALING

    Introduction

    Total Synthesis of Standard HPN Fragments

    Total Synthesis of Modified HPN Fragments: Some Synthetic Clues

    Alternative Synthetic Methods: Means to Build Libraries

    Biological Evaluation

    Conclusion and Outlook

    Experimental Section (General Procedures)

     

    LIGHT FLUOROUS-TAG-ASSISTED SYNTHESIS OF OLIGOSACCHARIDES

    Introduction

    Fluorous-Protecting Groups and Tags Amenable to Fluorous Solid-Phase Extraction in Carbohydrate Synthesis

    Light Fluorous-Protecting Groups with Potential Use in Oligosaccharide Synthesis

    "Cap-Tag" Strategies or Temporary Fluorous-Protecting Group Additions

    Double-Tagging Carbohydrates with Fluorous-Protecting Groups

    Other Advantages to Fluorous-Assisted Oligosaccharide Synthesis

    Conclusions and Outlook

    Experimental Section

     

    ADVANCES IN CYCLODEXTRIN CHEMISTRY

    Introduction

    General Reactivity, Per- and Monofunctionalization

    Capping Reagents for Direct Modification

    Bulky Reagents for Direct Modifications

    Selective Deprotections

    Conclusions and Perpectives

    Experimental Procedures

     

    DESIGN AND SYNTHESIS OF GM1 GLYCOMIMETICS AS CHOLERA TOXIN LIGANDS

    Introduction

    Cholera Toxin and Its Specific Membrane Receptor, the GM1 Ganglioside

    Rational Design of GM1-os Mimetics as Cholera Toxin Inhibitors and Synthesis of First-Generation Ligands

    Third Generation of GM1 Ganglioside Mimics: Toward Nonhydrolyzable Cholera Toxin Antagonists

    Conclusions

    Experimental Section

     

    NOVEL APPROACH TO COMPLEX GLYCOSPHINGOLIPIDS

    Introduction

    Syntheses of Complex Glycans of Gangliosides

    Total Syntheses of Complex Gangliosides

    Conclusion and Outlook

    Experimental Section

     

    CHEMICAL SYNTHESIS OF GPI ANCHORS AND GPI-ANCHORED MOLECUES

    Introduction

    Challenges in the Synthesis of GPIs

    Tools for Synthesis of GPIs

    Synthesis of GPIs with Linear Glycan Core

    Synthesis of GPIs with Branched Glycan Core

    GPI Derivatives for Biological Research

    Synthesis of GPI-Anchored Peptides and Proteins

    Conclusions and Outlook

     

    Index