Advanced search
1 file | 1.30 MB Add to list

Squaric ester amides as hydrolysis-resistant functional groups for protein-conjugation of RAFT-derived polymers

Zhiyue Zhang (UGent) , Nane Vanparijs (UGent) , Stef Vandewalle (UGent) , Filip Du Prez, Lutz Nuhn (UGent) and Bruno De Geest (UGent)
(2016) POLYMER CHEMISTRY. 7(47). p.7242-7248
Author
Organization
Abstract
We report on the synthesis of amine-reactive polymers, for the purpose of protein conjugation. Poly(N, N-dimethylacrylamide) (polyDMA) was prepared by RAFT polymerization using either a squaric ester amide functionalized chain transfer agent (CTA) or a phthalimide functionalized CTA which served as a precursor for post-polymerization introduction of a squaric ester amide moiety. Polymers were characterized for their end group fidelity by H-1-NMR and MALDI-TOF MS, which showed the use of a squaric ester amide functionalized CTA to be superior. The performance of these polymers for lysine-targeted protein modification was assessed using lysozyme as model protein and compared to N-hydroxysuccinimide (NHS)functionalized polymers as the golden standard in bio-conjugation. We found that squaric ester amides were much less prone to hydrolysis, which yielded higher protein-conjugation efficiency in aqueous medium.
Keywords
ACID DIESTER, AGENTS

Downloads

  • (...).pdf
    • full text
    • |
    • UGent only
    • |
    • PDF
    • |
    • 1.30 MB

Citation

Please use this url to cite or link to this publication:

MLA
Zhang, Zhiyue et al. “Squaric Ester Amides as Hydrolysis-resistant Functional Groups for Protein-conjugation of RAFT-derived Polymers.” POLYMER CHEMISTRY 7.47 (2016): 7242–7248. Print.
APA
Zhang, Zhiyue, Vanparijs, N., Vandewalle, S., Du Prez, F., Nuhn, L., & De Geest, B. (2016). Squaric ester amides as hydrolysis-resistant functional groups for protein-conjugation of RAFT-derived polymers. POLYMER CHEMISTRY, 7(47), 7242–7248.
Chicago author-date
Zhang, Zhiyue, Nane Vanparijs, Stef Vandewalle, Filip Du Prez, Lutz Nuhn, and Bruno De Geest. 2016. “Squaric Ester Amides as Hydrolysis-resistant Functional Groups for Protein-conjugation of RAFT-derived Polymers.” Polymer Chemistry 7 (47): 7242–7248.
Chicago author-date (all authors)
Zhang, Zhiyue, Nane Vanparijs, Stef Vandewalle, Filip Du Prez, Lutz Nuhn, and Bruno De Geest. 2016. “Squaric Ester Amides as Hydrolysis-resistant Functional Groups for Protein-conjugation of RAFT-derived Polymers.” Polymer Chemistry 7 (47): 7242–7248.
Vancouver
1.
Zhang Z, Vanparijs N, Vandewalle S, Du Prez F, Nuhn L, De Geest B. Squaric ester amides as hydrolysis-resistant functional groups for protein-conjugation of RAFT-derived polymers. POLYMER CHEMISTRY. 2016;7(47):7242–8.
IEEE
[1]
Z. Zhang, N. Vanparijs, S. Vandewalle, F. Du Prez, L. Nuhn, and B. De Geest, “Squaric ester amides as hydrolysis-resistant functional groups for protein-conjugation of RAFT-derived polymers,” POLYMER CHEMISTRY, vol. 7, no. 47, pp. 7242–7248, 2016.
@article{8501812,
  abstract     = {We report on the synthesis of amine-reactive polymers, for the purpose of protein conjugation. Poly(N, N-dimethylacrylamide) (polyDMA) was prepared by RAFT polymerization using either a squaric ester amide functionalized chain transfer agent (CTA) or a phthalimide functionalized CTA which served as a precursor for post-polymerization introduction of a squaric ester amide moiety. Polymers were characterized for their end group fidelity by H-1-NMR and MALDI-TOF MS, which showed the use of a squaric ester amide functionalized CTA to be superior. The performance of these polymers for lysine-targeted protein modification was assessed using lysozyme as model protein and compared to N-hydroxysuccinimide (NHS)functionalized polymers as the golden standard in bio-conjugation. We found that squaric ester amides were much less prone to hydrolysis, which yielded higher protein-conjugation efficiency in aqueous medium.},
  author       = {Zhang, Zhiyue and Vanparijs, Nane and Vandewalle, Stef and Du Prez, Filip and Nuhn, Lutz and De Geest, Bruno},
  issn         = {1759-9954},
  journal      = {POLYMER CHEMISTRY},
  keywords     = {ACID DIESTER,AGENTS},
  language     = {eng},
  number       = {47},
  pages        = {7242--7248},
  title        = {Squaric ester amides as hydrolysis-resistant functional groups for protein-conjugation of RAFT-derived polymers},
  url          = {http://dx.doi.org/10.1039/c6py01438k},
  volume       = {7},
  year         = {2016},
}

Altmetric
View in Altmetric
Web of Science
Times cited: