Solid Support Oligosaccharide Synthesis and Combinatorial Carbohydrate Libraries
Published on 24. March 2004
320 pages
978-0-471-46072-5 (ISBN)
Description
Solid-phase synthesis of carbohydrates presents unique challengesto synthetic chemists and currently represents one of the hottestareas of research in bioorganic chemistry. Solid SupportOligosaccharide Synthesis and Combinatorial Carbohydrate Librariesaddresses the exciting expectation that solid-phase assembly ofoligosaccharides will have a fundamental impact on the field ofglycobiology. This publication details the methodologies currentlyinvestigated for the attachment of carbohydrates to beads,synthesis including coupling strategies, and removal of the productfrom beads.
With chapters written by eminent contributing authors, the materialexplores different synthetic strategies, glycosylation protocols,the use of solid supports versus soluble polymeric supports, and"on-resin" analytical methods. Tremendous progress in the field hasset the stage for Solid Support Oligosaccharide Synthesis andCombinatorial Carbohydrate Libraries to provide a wealth ofinformation on such topics as:
* Specific oligosaccharide structures used in signal transductionprocesses
* Preparation and screening of glycopeptide libraries
* Solid-phase carbohydrate synthesis
Reviews / Votes
"a splendid overview over the state of the art of the field"(Perkin Transactions, No.23, 2001) "a valuable addition to the reference literature" (Synthesis, No.5, 2002)More details
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02/2002
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08/2001
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Person
PETER H. SEEBERGER is Firmenich Assistant Professor of Chemistry at the Massachusetts Institute of Technology in Cambridge, Massachusetts.
Content
Preface.
Contributors.
Solid-Phase Carbohydrate Synthesis: The Early Work (W.-C. Haase& P. Seeberger).
The Glycal Assembly Method on Solid Supports: Synthesis ofOligosaccharides and Glycoconjugates (P. Cirillo & S.Danishefsky).
The Sulfoxide Glycosylation Method and its Application toSolid-Phase Oligosaccharide Synthesis and the Generation ofCombinatorial Libraries (C. Taylor).
The Use of O-Glycosyl Trichloroacetimidates for thePolymer-Supported Synthesis of Oligosaccharides (L. Knerr & R.Schmidt).
Synthesis of Oligosaccharides on Solid Support Using Thioglycosidesand Pentenyl Glycosides (V. Wittmann).
Solid-Phase Oligosaccharide Synthesis Using Glycosyl Phosphates(W.-C. Haase, et al.).
Stereoselective -Mannosylation on Polymer Support (Y. Ito & H.Ando).
Tools for "On-Bead" Monitoring and Analysis in Solid-PhaseOligosaccharide Synthesis (W.-C. Haase, et al.).
Polyethyleneglycol -Monomethylether (MPEG)-Supported Solution-PhaseSynthesis of Oligosaccharides (J. Krepinsky & S.Douglas).
Two-Direction Glycosylations for the Preparation of Libraries ofOligosaccharides (G.-J. Boons & T. Zhu).
Carbohydrate Libraries in Solution Using Thioglycosides: FromMultistep Synthesis to Programmable, One-Pot Synthesis (E. Simanek& C.-H. Wong).
Carbohydrate Libraries by the Random Glycosylation Approach (O.Kanie & O. Hindsgaul).
Solid-Phase Synthesis of Biologically Important Glycopeptides (N.Bézay & H. Kunz).
Preparation and Screening of Glycopeptide Libraries (P. St.Hilaire, et al.).
Index.
