Light-responsive Self-Immolative <italic style="font-style: italic">L</italic>-glutamic Acid-based Polyester Nanoparticles for Controlled Drug Release <italic style="font-style: italic">via</italic> Passerini Three-Component Polymerization

Xiao-Fei Sun; Xu Zhang; Shu-Ping Song; Ya-Qun Yao; Yan Zhang; Cheng-Liang Wang; Jing-Jiang Sun; Qing-Fu Wang

doi:10.1007/s10118-024-3093-9

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Light-responsive Self-Immolative L-glutamic Acid-based Polyester Nanoparticles for Controlled Drug Release via Passerini Three-Component Polymerization

RESEARCH ARTICLE | Updated：2024-04-12

- Light-responsive Self-Immolative L-glutamic Acid-based Polyester Nanoparticles for Controlled Drug Release via Passerini Three-Component Polymerization
- Light-responsive Self-Immolative L-glutamic Acid-based Polyester Nanoparticles for Controlled Drug Release via Passerini Three-Component Polymerization
- 高分子科学（英文版） 2024年42卷第5期页码：570-578
- Affiliations：
  
  a.Key Laboratory of Rubber-plastics, Ministry of Education, School of Polymer Science and Engineering, Qingdao University of Science and Technology, Qingdao 266042, China
  b.Qingdao Research Academy of Environmental Science, Qingdao 266012, China
- Author bio：
  
  sunjij@qust.edu.cn (J.J.S.)
  wangqf@qust.edu.cn (Q.F.W.)
- Funds：
  
  This work was financially supported by the International Science and Technology Assistance Program of the Ministry of Science and Technology (No. KY202001016), Shandong Provincial Natural Science Foundation Magnitude Fundamental Research, China (No. ZR2022ZD11) and Qingdao New Energy Shandong Laboratory Open Project (No. QNESL OP202312).;Electronic supplementary information (ESI) is available free of charge in the online version of this article at http://doi.org/10.1007/s10118-024-3093-9.
- DOI：10.1007/s10118-024-3093-9
  中图分类号：
- 收稿：2023-11-22，
  
  修回：2024-1-2，
  
  录用：2024-1-10，
  
  网络首发：2024-03-04，
  
  纸质出版：2024-05-01
- Accepted：
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Sun, X. F.; Zhang, X.; Song, S. P.; Yao, Y. Q.; Zhang, Y.; Wang, C. L.; Sun, J. J.; Wang, Q. F. Light-responsive self-immolative L-glutamic acid-based polyester nanoparticles for controlled drug release via Passerini three-component polymerization. Chinese J. Polym. Sci. 2024, 42, 570–578

Xiao-Fei Sun, Xu Zhang, Shu-Ping Song, et al. Light-responsive Self-Immolative L-glutamic Acid-based Polyester Nanoparticles for Controlled Drug Release via Passerini Three-Component Polymerization[J]. Chinese Journal of Polymer Science, 2024, 42(5): 570-578. DOI: 10.1007/s10118-024-3093-9.
Sun, X. F.; Zhang, X.; Song, S. P.; Yao, Y. Q.; Zhang, Y.; Wang, C. L.; Sun, J. J.; Wang, Q. F. Light-responsive self-immolative L-glutamic acid-based polyester nanoparticles for controlled drug release via Passerini three-component polymerization. Chinese J. Polym. Sci. 2024, 42, 570–578 DOI： 10.1007/s10118-024-3093-9.

Xiao-Fei Sun, Xu Zhang, Shu-Ping Song, et al. Light-responsive Self-Immolative L-glutamic Acid-based Polyester Nanoparticles for Controlled Drug Release via Passerini Three-Component Polymerization[J]. Chinese Journal of Polymer Science, 2024, 42(5): 570-578. DOI: 10.1007/s10118-024-3093-9. DOI：

摘要

Light-responsive polyesters (PLTDs) based on bio-based

-glutamic acid were synthesized by Passerini Three-Component Polymerization with molar masses up to 8500 g/mol and yields exceeding 90%. Doxorubicin-loaded nanoparticles (size = 193 nm

PDI = 0.018) were successfully prepared and the light-controlled drug release kinetic was thoroughly characterized.

Abstract

-glutamic acid (LA) is a bio-based

non-toxic

environmentally friendly material derived from biomass. The present study reports the application of Passerini three-component polymerization (P-3CP) for the straightforward preparation of LA-based light-responsive polyesters (PLTDs) under mild conditions. PLTDs with molar masses up to 8500 g/mol and high yields exceeding 90% are obtained. The chemical structures and light-responsive self-immolative behavior of PLTDs are comprehensively characterized by employing ultraviolet-visible (UV-Vis) spectroscopy

size exclusion chromatography (SEC)

nuclear magnetic resonance (NMR) spectroscopy

and liquid chromatography mass spectrometry (LC-MS). Meanwhile

monodisperse PLTD-based doxorubicin-loaded nanoparticles (PLTD-DOX-NP) (size=193 nm

PDI=0.018) are formulated by nanoprecipitation method. Upon light-induced depolymerization

the PLTD-DOX-NP undergoes rapid decomposition

resulting in a burst release of 80% cargo within 13 s. Furthermore

according to biological toxicity tests

the PLTD-NP possesses adequate biosafety

both before and after irradiation. Overall

the incorporation of P-3CP with biorenewable LA-based monomer adheres to the principles of green chemistry

significantly simplifying the synthetic pathway of light-responsive polymers.

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Light-responsive Self-Immolative L-glutamic Acid-based Polyester Nanoparticles for Controlled Drug Release via Passerini Three-Component Polymerization

Light-responsive Self-Immolative L-glutamic Acid-based Polyester Nanoparticles for Controlled Drug Release via Passerini Three-Component Polymerization

DOI：10.1007/s10118-024-3093-9

摘要

Abstract

关键词

Keywords

references