Chemical Synthesis of Globo H and Mannobiose Glycopolymers and their Immunological Stimulation

Zhi Zhang; Ce-Ce Xue; Ying-Le Feng; Guo-Song Chen

doi:10.1007/s10118-024-3209-2

Your Location：

Home >

Browse articles >

Chemical Synthesis of Globo H and Mannobiose Glycopolymers and their Immunological Stimulation

RESEARCH ARTICLE | Updated：2024-11-04

- Chemical Synthesis of Globo H and Mannobiose Glycopolymers and their Immunological Stimulation
- Chemical Synthesis of Globo H and Mannobiose Glycopolymers and their Immunological Stimulation
- 高分子科学（英文版） 2024年42卷第11期页码：1661-1667
- Affiliations：
  
  a.The State Key Laboratory of Molecular Engineering of Polymers and Department of Macromolecular Science, Fudan University, Shanghai 200433, China
  b.School of Chemistry and Chemical Engineering, Shaanxi Normal University, Xi’an 710119, China
- Author bio：
  
  fengyingle@snnu.edu.cn (Y.L.F.)
  guosong@fudan.edu.cn (G.S.C.)
- Funds：
  
  This work was financially supported by the National Key Research and Development Program of China (No. 2023YFA0915300), the National Natural Science Foundation of China (Nos. 52125303 and 92356305) and Innovation Program of Shanghai Municipal Education Commission (No. 2023ZKZD02).;Electronic supplementary information (ESI) is available free of charge in the online version of this article at http://doi.org/10.1007/s10118-024-3209-2.
- DOI：10.1007/s10118-024-3209-2
  中图分类号：
- 收稿：2024-07-04，
  
  修回：2024-08-03，
  
  录用：2024-08-15，
  
  网络首发：2024-10-10，
  
  纸质出版：2024-11-30
- Accepted：
Scan QR Code
Zhang, Z.; Xue, C. C.; Feng, Y. L.; Chen, G. S. Chemical synthesis of globo H and mannobiose glycopolymers and their immunological stimulation. Chinese J. Polym. Sci. 2024, 42, 1661–1667

Zhi Zhang, Ce-Ce Xue, Ying-Le Feng, et al. Chemical Synthesis of Globo H and Mannobiose Glycopolymers and their Immunological Stimulation[J]. Chinese Journal of Polymer Science, 2024, 42(11): 1661-1667.
Zhang, Z.; Xue, C. C.; Feng, Y. L.; Chen, G. S. Chemical synthesis of globo H and mannobiose glycopolymers and their immunological stimulation. Chinese J. Polym. Sci. 2024, 42, 1661–1667 DOI： 10.1007/s10118-024-3209-2.

Zhi Zhang, Ce-Ce Xue, Ying-Le Feng, et al. Chemical Synthesis of Globo H and Mannobiose Glycopolymers and their Immunological Stimulation[J]. Chinese Journal of Polymer Science, 2024, 42(11): 1661-1667. DOI： 10.1007/s10118-024-3209-2.

摘要

Globo H and mannobiose were synthesized and covalently attached to polymer backbones. Immunological functions of these glyconanoparticles such as stimulation of BMDC to cause upregulation of inflammatory factors were preliminarily explored.

Abstract

Tumor-associated carbohydrate antigens (TACAs) provide a special class of tumor-specific antigens that show promising applications in cancer immunotherapy. However

the weak immunogenicity and structural complexity of TACAs are obstacles to their clinical application. Here

based on a fast and low-cost purification strategy for oligosaccharide synthesis

the synthesis of tumour-associated carbohydrate antigens Globo H and mannobiose which resembles repeat unit of mannan was achieved. To enhance the immunogenicity and multivalent effect

Globo H and mannobiose were covalently attached to degradable polymer backbones. 2D spindle-like lamellar micelle and globular micelle were obtained from glycopolymer through a solvent-exchange method of self-assembly. The glyconanoparticle showed good biocompatibility and degradability. Immunological functions of these glyconanoparticles such as stimulation of BMDC to cause upregulation of inflammatory factors were preliminarily explored.

关键词

Keywords

references

Rodrigues, J. G.; Balmana, M.; Macedo, J. A.; Pocas, J.; Fernandes, A.; de-Freitas-Junior, J. C. M.; Pinho, S. S.; Gomes, J.; Magalhaes, A.; Gomes, C.; Mereiter, S.; Reis, C. A. Glycosylation in cancer: selected roles in tumour progression, immune modulation and metastasis. Cell. Immunol. 2018 , 333 , 46−57..

Jin, K. T.; Lan, H. R.; Chen, X. Y.; Wang, S. B.; Ying, X. J.; Lin, Y.; Mou, X. Z. Recent advances in carbohydrate-based cancer vaccines. Biotechnol. Lett. 2019 , 41 , 641−650..

Hossain, F.; Andreana, P. R. Developments in carbohydrate-based cancer therapeutics. Pharmaceuticals 2019 , 12 , 84..

Wei, M. M.; Wang, Y. S.; Ye, X. S. Carbohydrate-based vaccines for oncotherapy. Med. Res. Rev. 2018 , 38 , 1003−1026..

Feng, D.; Shaikh, A. S.; Wang, F. Recent advance in tumor-associated carbohydrate antigens (TACAs)-based antitumor vaccines. ACS Chem. Biol. 2016 , 11 , 850−863..

Nishat, S.; Andreana, P. Entirely carbohydrate-based vaccines: an emerging field for specific and selective immune responses. Vaccines 2016 , 4 , 19..

Lang, S.; Huang, X. Carbohydrate conjugates in vaccine developments. Front. Chem. 2020 , 8 , 284..

Bhatia, S.; Dimde, M.; Haag, R. Multivalent glycoconjugates as vaccines and potential drug candidates. Med. Chem. Commun. 2014 , 5 , 862−878..

Yao, L.; Wu, L.; Wang, R.; Liu, Y.; Luo, F.; Chen, G.; Zhang, Y. Liposome-based carbohydrate vaccine for simultaneously eliciting humoral and cellular antitumor immunity. ACS Macro Lett. 2022 , 11 , 975−981..

Zhu, Z. Y.; Song, W. T.; Chen, X. S. Polymeric immune adjuvant materials. Acta Polymerica Sinica (in Chinese) 2023 , 54 , 534−549..

Parry, A. L.; Clemson, N. A.; Ellis, J.; Bernhard, S. S. R.; Davis, B. G.; Cameron, N. R. Multicopy multivalent' glycopolymer-stabilized gold nanoparticles as potential synthetic cancer vaccines. J. Am. Chem. Soc. 2013 , 135 , 9362−9365..

Lutz; Nuhn; Sebastian; Hartmann; Björn; Palitzsch; Dr.; Bastian; Gerlitzki; Dr., P. Water-soluble polymers coupled with glycopeptide antigens and T-cell epitopes as potential antitumor vaccines. Angew. Chem. Int. Ed. 2013 , 52 , 10652−10656..

Fast and low-cost purification strategy for oligosaccharide synthesis based on a hop-on/off carrier. Org. Lett . 2020, 22 , 2564−2568..

Yu, J.; Hung, J. T.; Wang, S. H.; Cheng, J. Y.; Yu, A. L. Targeting glycosphingolipids for cancer immunotherapy. FEBS Lett. 2020 , 594 , 3602−3618..

Petrovsky, N.; Cooper, P. D. Carbohydrate-based immune adjuvants. Expert Rev. Vaccines 2011 , 10 , 523−537..

Hu, J.; Qiu, L.; Wang, X.; Zou, X.; Lu, M.; Yin, J. Carbohydrate-based vaccine adjuvants–discovery and development. Expert Opin. Drug Dis. 2015 , 10 , 1133−1144..

Chauhan, N.; Tiwari, S.; Iype, T.; Jain, U. An overview of adjuvants utilized in prophylactic vaccine formulation as immunomodulators. Expert Rev. Vaccines 2017 , 16 , 491−502..

Chai, Y. H.; Feng, Y. L.; Wu, J. J.; Deng , C. Q.; Liu, A. Y.; Zhang, Q. Recyclable benzyl-type fluorous tags: Preparation and application in oligosaccharide synthesis. Chinese Chem. Lett. 2017 , 28 , 1693−1700..

Xu, J.; Liu, M.; Liu, S.; Liu, K.; Wang, X. A combined Globo H-OCT4-T7 immunotherapy restrains colorectal tumor growth. Preprint 2021 , DOI:10.21203/rs.3.rs-147864/v1..

浏览量

138

Downloads

CSCD

文章被引用时，请邮件提醒。

Submit

工具集

关联资源

Manipulating Hierarchical Aggregation Structure via Film-forming Kinetics Enables Organic Photovoltaics over 20% Efficiency

Upgrading Commercially Available Polyethylene to High-value Materials with Strong Mechanical Performance and Hydrophilicity by Blending with Ethylene/meta-Methoxystyrene Copolymers

Two-way Shape Memory Effect of Polycaprolactone-based Polyurethane via Synergistic Role of Hydrogen Bonding and Crystallization Tuned by Malic Acid

Pyrimidoisoindigo-based Polymers for Ambipolar Charge Transport

On-demand Peelable UV-curable Adhesives with Superior Bonding Strength: Rational Molecular Engineering of Cohesion-adhesion Synergy