LEADER 04691nam 22006374a 450 001 9910146238303321 005 20220127120956.0 010 $a1-280-52072-8 010 $a9786610520725 010 $a3-527-60578-9 010 $a3-527-60243-7 035 $a(CKB)1000000000019363 035 $a(EBL)482375 035 $a(OCoLC)68963541 035 $a(SSID)ssj0000117716 035 $a(PQKBManifestationID)11135316 035 $a(PQKBTitleCode)TC0000117716 035 $a(PQKBWorkID)10042911 035 $a(PQKB)10924888 035 $a(MiAaPQ)EBC482375 035 $a(PPN)150812272 035 $a(EXLCZ)991000000000019363 100 $a20040316d2003 uy 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 00$aCarbohydrate-based drug discovery$b[electronic resource] /$fChi-Huey Wong (ed.) 210 $aWeinheim ;$a[New York] $cWiley-VCH$dc2003 215 $a1 online resource (981 p.) 300 $aDescription based upon print version of record. 311 $a3-527-30632-3 320 $aIncludes bibliographical references and index. 327 $aCarbohydrate-based Drug Discovery; Contents; Preface; List of Contributors; Volume 1; 1 Synthetic Methodologies; 1.1 Introduction; 1.2 Tactical Analysis for Overall Synthetic Efficiency; 1.3 Methodological Improvements; 1.3.1 Chemistry; 1.3.2 Protecting Group Manipulations; 1.3.3 Modulation of the Reactivity of Glycosyl Donors; 1.3.4 Block Synthesis; 1.4 Accessibility; 1.4.1 Solution-based Chemistry; 1.4.2 One-Pot Glycosylation; 1.4.3 Solid-Phase Chemistry; 1.4.3.1 Fundamentals of Solid-Phase Oligosaccharide Synthesis; 1.4.3.2 The Support; 1.4.3.3 Linkers to the Support 327 $a1.4.3.4 Protecting Groups used in Solid-Phase Oligosaccharide Synthesis1.4.3.5 Solid-Phase Oligosaccharide Synthesis; 1.4.3.6 Monitoring of Reaction Progress; 1.4.4 Automation; 1.5 Concluding Remarks; 1.6 References; 2 Complex Carbohydrate Synthesis; 2.1 Introduction; 2.2 Synthetic Gangliosides; 2.2.1 Gangliosides GM4 and GM3, and their Analogues and Derivatives; 2.2.2 Sialylparagloboside (SPG) Analogues and Derivatives; 2.2.3 Selectin Ligands; 2.2.3.1 Sialyl Lewis x; 2.2.3.2 Novel 6-Sulfo sLe(x) Variants; 2.2.4 Siglec Ligands; 2.2.4.1 Chol-1 (?-Series) Gangliosides 327 $a2.2.4.2 Novel Sulfated Gangliosides2.3 Toxin Receptor; 2.4 Summary and Perspectives; 2.5 References; 3 The Chemistry of Sialic Acid; 3.1 Introduction; 3.2 Chemical and Enzymatic Synthesis of Sialic Acids; 3.3 Chemical Glycosidation of Sialic Acids; 3.3.1 Direct Chemical Sialylations; 3.3.1.1 2-Chloro Derivatives as Glycosyl Donors; 3.3.1.2 2-Thio Derivatives as Glycosyl Donors; 3.3.1.3 2-Xanthates as Glycosyl Donors; 3.3.1.3 2-Phosphites as Glycosyl Donors; 3.3.1.4 Miscellaneous Direct Chemical Methods; 3.3.2 Indirect Chemical Methods with the Use of a Participating Auxiliary at C-3 327 $a4.3.2 Immobilization of the Glycosyl Donor4.3.3 Bi-directional Strategy; 4.4 Support Materials; 4.4.1 Insoluble Supports; 4.4.2 Soluble Supports; 4.5 Linkers; 4.5.1 Silyl Ethers; 4.5.2 Acid- and Base-Labile Linkers; 4.5.3 Thioglycoside Linkers; 4.5.4 Linkers Cleaved by Oxidation; 4.5.5 Photocleavable Linkers; 4.5.6 Linkers Cleaved by Olefin Metathesis; 4.6 Synthesis of Oligosaccharides on Solid Support by Use of Different Glycosylating Agents; 4.6.1 1,2-Anhydrosugars - The Glycal Assembly Approach; 4.6.2 Glycosyl Sulfoxides; 4.6.3 Glycosyl Trichloroacetimidates; 4.6.4 Thioglycosides 327 $a4.6.5 Glycosyl Fluorides 330 $aTo exploit the full potential of this diverse compound class for the development of novel active substances, this handbook presents the latest knowledge on carbohydrate chemistry and biochemistry. While it is unique in covering the entire field, particular emphasis is placed on carbohydrates with pharmaceutical potential.Topics include the following:> Chemical Synthesis of Carbohydrates> Carbohydrate Biosynthesis and Metabolism> Carbohydrate Analysis> Cellular Functions of Carbohydrates> Development of Carbohydrate-based DrugsA premier resource for carbohydrate chem 606 $aCarbohydrate drugs 606 $aCarbohydrates$xSynthesis 606 $aGlycoconjugates$xPhysiological effect 615 0$aCarbohydrate drugs. 615 0$aCarbohydrates$xSynthesis. 615 0$aGlycoconjugates$xPhysiological effect. 676 $a615.3 676 $a615.7 701 $aWong$b Chi-Huey$091674 801 0$bMiAaPQ 801 1$bMiAaPQ 801 2$bMiAaPQ 906 $aBOOK 912 $a9910146238303321 996 $aCarbohydrate-based drug discovery$9752768 997 $aUNINA