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Visible light conjugation with triazolinediones as a route to degradable poly(ethylene glycol)-lipids for mRNA lipid nanoparticle formulation

Bianka Golba (UGent) , Matthieu Soete, Zifu Zhong (UGent) , Niek Sanders (UGent) , Filip Du Prez (UGent) , Hannes Houck (UGent) and Bruno De Geest (UGent)
(2023) ANGEWANDTE CHEMIE-INTERNATIONAL EDITION. 62(23).
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Abstract
Polyethylene glycol (PEG) is considered as the gold standard for colloidal stabilization of nanomedicines, yet PEG is non-degradable and lacks functionality on the backbone. Herein, we introduce concomitantly PEG backbone functionality and degradability via a one-step modification with 1,2,4-triazoline-3,5-diones (TAD) under green light. The TAD-PEG conjugates are degradable in aqueous medium under physiological conditions, with the rate of hydrolysis depending on pH and temperature. Subsequently, a PEG-lipid is modified with TAD-derivatives and successfully used for messenger RNA (mRNA) lipid nanoparticle (LNP) delivery, thereby improving mRNA transfection efficiency on multiple cell cultures in vitro. In vivo, in mice, mRNA LNP formulation exhibited a similar tissue distribution as common LNPs, with a slight decrease in transfection efficiency. Our findings pave the road towards the design of degradable, backbone-functionalized PEG for applications in nanomedicine and beyond.

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MLA
Golba, Bianka, et al. “Visible Light Conjugation with Triazolinediones as a Route to Degradable Poly(Ethylene Glycol)-Lipids for MRNA Lipid Nanoparticle Formulation.” ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, vol. 62, no. 23, 2023, doi:10.1002/anie.202301102.
APA
Golba, B., Soete, M., Zhong, Z., Sanders, N., Du Prez, F., Houck, H., & De Geest, B. (2023). Visible light conjugation with triazolinediones as a route to degradable poly(ethylene glycol)-lipids for mRNA lipid nanoparticle formulation. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, 62(23). https://doi.org/10.1002/anie.202301102
Chicago author-date
Golba, Bianka, Matthieu Soete, Zifu Zhong, Niek Sanders, Filip Du Prez, Hannes Houck, and Bruno De Geest. 2023. “Visible Light Conjugation with Triazolinediones as a Route to Degradable Poly(Ethylene Glycol)-Lipids for MRNA Lipid Nanoparticle Formulation.” ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 62 (23). https://doi.org/10.1002/anie.202301102.
Chicago author-date (all authors)
Golba, Bianka, Matthieu Soete, Zifu Zhong, Niek Sanders, Filip Du Prez, Hannes Houck, and Bruno De Geest. 2023. “Visible Light Conjugation with Triazolinediones as a Route to Degradable Poly(Ethylene Glycol)-Lipids for MRNA Lipid Nanoparticle Formulation.” ANGEWANDTE CHEMIE-INTERNATIONAL EDITION 62 (23). doi:10.1002/anie.202301102.
Vancouver
1.
Golba B, Soete M, Zhong Z, Sanders N, Du Prez F, Houck H, et al. Visible light conjugation with triazolinediones as a route to degradable poly(ethylene glycol)-lipids for mRNA lipid nanoparticle formulation. ANGEWANDTE CHEMIE-INTERNATIONAL EDITION. 2023;62(23).
IEEE
[1]
B. Golba et al., “Visible light conjugation with triazolinediones as a route to degradable poly(ethylene glycol)-lipids for mRNA lipid nanoparticle formulation,” ANGEWANDTE CHEMIE-INTERNATIONAL EDITION, vol. 62, no. 23, 2023.
@article{01H2ARCE2PK28ZVT3Z3GBY4Y8V,
  abstract     = {{Polyethylene glycol (PEG) is considered as the gold standard for colloidal stabilization of nanomedicines, yet PEG is non-degradable and lacks functionality on the backbone. Herein, we introduce concomitantly PEG backbone functionality and degradability via a one-step modification with 1,2,4-triazoline-3,5-diones (TAD) under green light. The TAD-PEG conjugates are degradable in aqueous medium under physiological conditions, with the rate of hydrolysis depending on pH and temperature. Subsequently, a PEG-lipid is modified with TAD-derivatives and successfully used for messenger RNA (mRNA) lipid nanoparticle (LNP) delivery, thereby improving mRNA transfection efficiency on multiple cell cultures in vitro. In vivo, in mice, mRNA LNP formulation exhibited a similar tissue distribution as common LNPs, with a slight decrease in transfection efficiency. Our findings pave the road towards the design of degradable, backbone-functionalized PEG for applications in nanomedicine and beyond.}},
  articleno    = {{e202301102}},
  author       = {{Golba, Bianka and Soete, Matthieu and Zhong, Zifu and Sanders, Niek and Du Prez, Filip and Houck, Hannes and De Geest, Bruno}},
  issn         = {{1433-7851}},
  journal      = {{ANGEWANDTE CHEMIE-INTERNATIONAL EDITION}},
  language     = {{eng}},
  number       = {{23}},
  pages        = {{9}},
  title        = {{Visible light conjugation with triazolinediones as a route to degradable poly(ethylene glycol)-lipids for mRNA lipid nanoparticle formulation}},
  url          = {{http://doi.org/10.1002/anie.202301102}},
  volume       = {{62}},
  year         = {{2023}},
}
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