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

doi:10.1002/anie.201804437

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

Department of Chemistry

Research output: Contribution to journal › Article › peer-review

25 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 language	English
Pages (from-to)	8219-8224
Number of pages	6
Journal	Angewandte Chemie - International Edition
Volume	57
Issue number	27
DOIs	https://doi.org/10.1002/anie.201804437
Publication status	Published - 2018 Jul 2

Keywords

adjuvants
antigens
cancer vaccines
carbohydrates
sialyl-Tn

ASJC Scopus subject areas

Catalysis
Chemistry(all)

UN SDGs

This output contributes to the following UN Sustainable Development Goals (SDGs)

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10.1002/anie.201804437

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Chang, T. C., Manabe, Y., Fujimoto, Y., Ohshima, S., Kametani, Y., Kabayama, K., Nimura, Y., Lin, C. C., & Fukase, K. (2018). 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. Angewandte Chemie - International Edition, 57(27), 8219-8224. https://doi.org/10.1002/anie.201804437

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. / Chang, Tsung Che; Manabe, Yoshiyuki; Fujimoto, Yukari et al.
In: Angewandte Chemie - International Edition, Vol. 57, No. 27, 02.07.2018, p. 8219-8224.

Research output: Contribution to journal › Article › peer-review

Chang, TC, Manabe, Y, Fujimoto, Y, Ohshima, S, Kametani, Y, Kabayama, K, Nimura, Y, Lin, CC & Fukase, K 2018, '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', Angewandte Chemie - International Edition, vol. 57, no. 27, pp. 8219-8224. https://doi.org/10.1002/anie.201804437

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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.",

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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

Abstract

Keywords

ASJC Scopus subject areas

UN SDGs

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