Syntheses and Immunological Evaluation of Self-Adjuvanting Clustered N-Acetyl and N-Propionyl Sialyl-Tn Combined with a T-helper Cell Epitope as Antitumor Vaccine Candidates

Tsung Che Chang, Yoshiyuki Manabe, Yukari Fujimoto, Shino Ohshima, Yoshie Kametani, Kazuya Kabayama, Yuka Nimura, Chun Cheng Lin, Koichi Fukase

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Sialyl-Tn (STn) is a tumor-associated carbohydrate antigen (TACA) rarely observed on healthy tissues. We synthesized two fully synthetic N-acetyl and N-propionyl STn trimer (triSTn) vaccines possessing a T-helper epitope and a TLR2 agonist, since the clustered STn antigens are highly expressed on many cancer cells. Immunization of both vaccines in mice induced the anti-triSTn IgG antibodies, which recognized triSTn-expressing cell lines PANC-1 and HepG2. The N-propionyl triSTn vaccine induced the triSTn-specific IgGs, while IgGs induced by the N-acetyl triSTn vaccine were less specific. These results illustrated that N-propionyl triSTn is a valuable unnatural TACA for anticancer vaccines.

Original languageEnglish
Pages (from-to)8219-8224
Number of pages6
JournalAngewandte Chemie - International Edition
Volume57
Issue number27
DOIs
Publication statusPublished - 2018 Jul 2

Keywords

  • adjuvants
  • antigens
  • cancer vaccines
  • carbohydrates
  • sialyl-Tn

ASJC Scopus subject areas

  • Catalysis
  • Chemistry(all)

Fingerprint Dive into the research topics of 'Syntheses and Immunological Evaluation of Self-Adjuvanting Clustered N-Acetyl and N-Propionyl Sialyl-Tn Combined with a T-helper Cell Epitope as Antitumor Vaccine Candidates'. Together they form a unique fingerprint.

  • Cite this