Oligosaccharides: Their synthesis and biological roles

Paperback | January 1, 2000

EditorHelen Osborn, Tariq Khan

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Carbohydrates have attracted a great deal of research interest in recent years from both synthetic chemists and glycobiologists. As a result they are now associated with a plethora of important biological processes and have been implicated in the onset and progress of many lethal diseases.They have therefore been identified as novel targets of therapeutic importance. This book, which is aimed at synthetic and medicinal chemists, hopes to introduce both undergraduates and research students to the chemistry and biology of carbohydrates. The book investigates methods for synthesisingcarbohydrates in a systematic and logical manner and provides real examples from the literature to exemplify the procedures introduced. Both traditional and modern methods for synthesising carbohydrates, including enzymatic and solid-phase techniques, are discussed.

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Carbohydrates have attracted a great deal of research interest in recent years from both synthetic chemists and glycobiologists. As a result they are now associated with a plethora of important biological processes and have been implicated in the onset and progress of many lethal diseases.They have therefore been identified as novel ta...

Helen M. I. Osborn, Department of Chemistry, University of Reading, Whiteknights, Reading RG6 6AD. h.m.i.osborn@reading.ac.uk Tariq H. Khan, Medicinal Chemistry Team Leader, Enzacta Ltd a new biotechnology company based in Porton Down, Salisbury.

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Format:PaperbackPublished:January 1, 2000Publisher:Oxford University PressLanguage:English

The following ISBNs are associated with this title:

ISBN - 10:0198502605

ISBN - 13:9780198502609

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Table of Contents

Chapter 1: IntroductionLocation of oligosaccharidesTherapeutic potentialNomenclatureStructural representationProblems associated with oligosaccharide assemblyFurther readingChapter 2: Biological roles of oligosaccharidesBiosynthesis of some biologically important oligosaccharidesCarbohydrates as carriers of biological informationLectins: Carbohydrate binding proteinsDiseases in which oligosaccharides play an important roleFurther readingChapter 3: Synthesis of carbohydrate acceptorsGeneral introduction to protecting group strategiesSpecific protecting group strategiesSelection protection reactionsSynthesis of branched chain oligosaccharidesFurther readingChapter 4: Synthesis of carbohydrate donorsGlycosyl acetates and thioglycosidesGlycosyl halidesGlycosyl selenidesTrichloroacetimidatesn-Pentyl glycosidesVinyl glycosidesGlycalsFurther readingChapter 5: Assembly of oligosaccharidesMethods to control the configuration of newly formed anomeric bondsSynthesis of beta-linked mannopyranosidesOne pot synthesis of oligosaccharidesFurther readingChapter 6: Literature examples of oligosaccharidesAn efficient synthesis of a high mannose type nonasaccharideStereoselective construction of the tetrasaccharyl cap portion of Leishmania lipophosphoglycanA highly convergent synthesis of the tetragalactose moiety of the glycosyl phosphatidyl inositol anchor of the variant surface glycoprotein of Trypanosoma bruceiSynthesis of sialyl-LewisFurther readingChapter 7: Alternative strategies for synthesising oligosaccharidesEnzymatic synthesis of oligosaccharidesPolymer supported synthesis of oligosaccharidesSpecific examples of polymer supported synthesisPolymer supported synthesis employing enzymesFurther reading

Editorial Reviews

"Oligosaccharides have for a long time been the central topic in carbohydrate chemistry. It is therefore essential that students entering research in modern carbohydrate chemistry be taught the essentials about oligosaccahride chemistry and biology. The present book tries to meet this demandand succeeds quite well ... All in all the book is excellent for its purpose as an introduction to the beginning graduate student. It teaches the basics about oligosaccharide synthesis and biology in an easily understandable and entertaining way. I gave the book to a couple of my students, and theywere very happy with it" The Royal Society of Chemistry