synthesis, antigenicity against human sera and structure-activity relationships of carbohydrate moieties from toxocara larvae and their analogues合成、抗原性对人类血清和碳水化合物构效关系的根从弓蛔虫幼虫及其类似物.pdfVIP

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synthesis, antigenicity against human sera and structure-activity relationships of carbohydrate moieties from toxocara larvae and their analogues合成、抗原性对人类血清和碳水化合物构效关系的根从弓蛔虫幼虫及其类似物.pdf

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synthesis, antigenicity against human sera and structure-activity relationships of carbohydrate moieties from toxocara larvae and their analogues合成、抗原性对人类血清和碳水化合物构效关系的根从弓蛔虫幼虫及其类似物

Molecules 2012, 17, 9023-9042; doi:10.3390/molecule OPEN ACCESS molecules ISSN 1420-3049 /journal/molecules Article Synthesis, Antigenicity Against Human Sera and Structure-Activity Relationships of Carbohydrate Moieties from Toxocara larvae and Their Analogues 1 2 1 3 Akihiko Koizumi , Kimiaki Yamano , Takashi Tsuchiya , Frank Schweizer , Fumiyuki Kiuchi 1 and Noriyasu Hada 1,* 1 Faculty of Pharmacy, Keio University, 1-5-30 Shibakoen, Minato-ku, Tokyo 105-8512, Japan 2 Hokkaido Institute of Public Health, Kita-19, Nishi-12, Kita-ku, Sapporo 060-0819, Japan 3 Departments of Chemistry and Medical Microbiology, University of Manitoba, Winnipeg, MB R3T 2N2, Canada * Author to whom correspondence should be addressed; E-Mail: hada-nr@pha.keio.ac.jp; Tel.: +81-3-5400-2666; Fax: +81-3-5400-2556. Received: 21 June 2012; in revised form: 20 July 2012 / Accepted: 23 July 2012 / Published: 30 July 2012 Abstract: Stereocontrolled syntheses of biotin-labeled oligosaccharide portions containing the Galβ1-3GalNAc core of the TES-glycoprotein antigen obtained from larvae of the parasite Toxocara and their analogues have been accomplished. Trisaccharides Fuc2Meα1- 2Gal4Meβ1-3GalNAcα1-OR (A), Fucα1-2Gal4Meβ1-3GalNAcα1-OR (B), Fuc2Meα1- 2Galβ1-3GalNAcα1-OR (C), Fucα1-2Galβ1-3GalNAcα1-OR (D) and a disaccharide Fuc2Meα1-2Gal4Meβ1-OR (E) (R = biotinylated probe) were synthesize