Cargando…

Synthesis and Vaccine Evaluation of the Tumor Associated Carbohydrate Antigen RM2 from Prostate Cancer

This 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 glycosyla...

Descripción completa

Detalles Bibliográficos
Clasificación:Libro Electrónico
Autor principal: Chuang, Hong-Yang (Autor)
Autor Corporativo: SpringerLink (Online service)
Formato: Electrónico eBook
Idioma:Inglés
Publicado: Berlin, Heidelberg : Springer Berlin Heidelberg : Imprint: Springer, 2015.
Edición:1st ed. 2015.
Colección:Springer Theses, Recognizing Outstanding Ph.D. Research,
Temas:
Acceso en línea:Texto Completo

MARC

LEADER 00000nam a22000005i 4500
001 978-3-662-46848-7
003 DE-He213
005 20220116140421.0
007 cr nn 008mamaa
008 150423s2015 gw | s |||| 0|eng d
020 |a 9783662468487  |9 978-3-662-46848-7 
024 7 |a 10.1007/978-3-662-46848-7  |2 doi 
050 4 |a QD241-441 
072 7 |a PNN  |2 bicssc 
072 7 |a SCI013040  |2 bisacsh 
072 7 |a PNN  |2 thema 
082 0 4 |a 547  |2 23 
100 1 |a Chuang, Hong-Yang.  |e author.  |4 aut  |4 http://id.loc.gov/vocabulary/relators/aut 
245 1 0 |a Synthesis and Vaccine Evaluation of the Tumor Associated Carbohydrate Antigen RM2 from Prostate Cancer  |h [electronic resource] /  |c by Hong-Yang Chuang. 
250 |a 1st ed. 2015. 
264 1 |a Berlin, Heidelberg :  |b Springer Berlin Heidelberg :  |b Imprint: Springer,  |c 2015. 
300 |a XIII, 108 p. 67 illus., 26 illus. in color.  |b online resource. 
336 |a text  |b txt  |2 rdacontent 
337 |a computer  |b c  |2 rdamedia 
338 |a online resource  |b cr  |2 rdacarrier 
347 |a text file  |b PDF  |2 rda 
490 1 |a Springer Theses, Recognizing Outstanding Ph.D. Research,  |x 2190-5061 
505 0 |a Chemical 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). 
520 |a This 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 α-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 β-selective and efficient glycosylation of the galactosamine moiety at the 4-position of dibranched galactose is also problematic. 
650 0 |a Chemistry, Organic. 
650 0 |a Pharmacology. 
650 0 |a Immunology. 
650 0 |a Medicinal chemistry. 
650 1 4 |a Organic Chemistry. 
650 2 4 |a Pharmacology. 
650 2 4 |a Immunology. 
650 2 4 |a Medicinal Chemistry. 
710 2 |a SpringerLink (Online service) 
773 0 |t Springer Nature eBook 
776 0 8 |i Printed edition:  |z 9783662468494 
776 0 8 |i Printed edition:  |z 9783662468470 
776 0 8 |i Printed edition:  |z 9783662526347 
830 0 |a Springer Theses, Recognizing Outstanding Ph.D. Research,  |x 2190-5061 
856 4 0 |u https://doi.uam.elogim.com/10.1007/978-3-662-46848-7  |z Texto Completo 
912 |a ZDB-2-CMS 
912 |a ZDB-2-SXC 
950 |a Chemistry and Materials Science (SpringerNature-11644) 
950 |a Chemistry and Material Science (R0) (SpringerNature-43709)