LEADER 00412oas 2200145 u 450 001 9910498310103321 005 20220218211350.0 011 $a2700-7448 035 $a(EXLCZ)9919109148000041 100 $a20211008d uy 0 101 0 $aeng 200 00$aJournal of Nonsmooth Analysis and Optimization 912 $a9910498310103321 996 $aJournal of Nonsmooth Analysis and Optimization$92426084 997 $aUNINA LEADER 04394nam 22006855 450 001 9910298630503321 005 20200703125123.0 010 $a3-662-46848-4 024 7 $a10.1007/978-3-662-46848-7 035 $a(CKB)3710000000402868 035 $a(EBL)2120625 035 $a(OCoLC)916951298 035 $a(SSID)ssj0001500958 035 $a(PQKBManifestationID)11967992 035 $a(PQKBTitleCode)TC0001500958 035 $a(PQKBWorkID)11521981 035 $a(PQKB)10767776 035 $a(DE-He213)978-3-662-46848-7 035 $a(MiAaPQ)EBC2120625 035 $a(PPN)185491030 035 $a(EXLCZ)993710000000402868 100 $a20150423d2015 u| 0 101 0 $aeng 135 $aur|n|---||||| 181 $ctxt 182 $cc 183 $acr 200 10$aSynthesis and Vaccine Evaluation of the Tumor Associated Carbohydrate Antigen RM2 from Prostate Cancer /$fby Hong-Yang Chuang 205 $a1st ed. 2015. 210 1$aBerlin, Heidelberg :$cSpringer Berlin Heidelberg :$cImprint: Springer,$d2015. 215 $a1 online resource (116 p.) 225 1 $aSpringer Theses, Recognizing Outstanding Ph.D. Research,$x2190-5053 300 $aDescription based upon print version of record. 311 $a3-662-46847-6 320 $aIncludes bibliographical references. 327 $aChemical Synthesis of Proposed RM2 and Derivatives -- RM2 Antigen: Structural Characterization and Determination of KD,surf for Multivalent Carbohydrate-Protein Interaction -- RM2 Antigen: Synthesis of Glycoconjugates -- Synthesis of the Heptasaccharide RM2 Prostate Tumor Antigen: Chemical Synthesis of Heptasaccharide and Tetrasaccharide (Inner Core of the RM2 Antigen). 330 $aThis thesis focuses on the synthesis and vaccine evaluation of the prostate tumor- associated carbohydrate antigen RM2. The author first presents the use of the [1+2+3] one-pot sequential strategy to successfully synthesise the RM2 antigen and its analogues as single stereoisomers in every glycosylation step, producing good yields and stereoselectivity. He then introduces the conjugation of the synthetic RM2 antigen to the carrier protein CRM197 in an average number of 1?10 to create the prostate cancer vaccine candidate, which is combined with ?-galactosylceramide C1, its analogue C34, or Alu. The results of the vaccination studies in mice are also described and indicate that the strongest anti-RM2 antigen titer is exhibited when one molecule of diphtheria toxin (DT) is conjugated with an average of 4.7 molecules of RM2 antigen (DT-RM4.7) and adjuvanted with the glycolipid C34. More importantly, the induced mouse antibodies mediate the effective complement-dependent cytotoxicity (CDC) against the prostate cancer cell line LNCap. The study presented in this thesis is the first ever to successfully synthesize this complex glycan molecule. Owing to the steric hindrance of the adjacent sialyl moiety, the introduction of two sialic acid units to the compact and rigid 3,4 dibranched galactoside unit is very challenging and the ?-selective and efficient glycosylation of the galactosamine moiety at the 4-position of dibranched galactose is also problematic. 410 0$aSpringer Theses, Recognizing Outstanding Ph.D. Research,$x2190-5053 606 $aCarbohydrates 606 $aVaccines 606 $aImmunology 606 $aPharmaceutical chemistry 606 $aCarbohydrate Chemistry$3https://scigraph.springernature.com/ontologies/product-market-codes/C19030 606 $aVaccine$3https://scigraph.springernature.com/ontologies/product-market-codes/B16010 606 $aImmunology$3https://scigraph.springernature.com/ontologies/product-market-codes/B14000 606 $aMedicinal Chemistry$3https://scigraph.springernature.com/ontologies/product-market-codes/C28000 615 0$aCarbohydrates. 615 0$aVaccines. 615 0$aImmunology. 615 0$aPharmaceutical chemistry. 615 14$aCarbohydrate Chemistry. 615 24$aVaccine. 615 24$aImmunology. 615 24$aMedicinal Chemistry. 676 $a547.78 700 $aChuang$b Hong-Yang$4aut$4http://id.loc.gov/vocabulary/relators/aut$0974045 906 $aBOOK 912 $a9910298630503321 996 $aSynthesis and Vaccine Evaluation of the Tumor Associated Carbohydrate Antigen RM2 from Prostate Cancer$92217265 997 $aUNINA