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Postelectrospinning "click" modification of degradable amino acid-based poly(ester urea) nanofibers

Publication ,  Journal Article
Lin, F; Yu, J; Tang, W; Zheng, J; Xie, S; Becker, ML
Published in: Macromolecules
December 23, 2013

Amino acid-based poly(ester urea)s (PEU) are emerging as a new class of degradable polymers that have shown promise in regenerative medicine applications. Herein, we report the synthesis of PEUs carrying pendent "clickable" groups on modified tyrosine amino acids. The pendent species include alkyne, azide, alkene, tyrosine-phenol, and ketone groups. PEUs with Mw exceeding to 100K Da were obtained via interfacial polycondensation methods, and the concentration of pendent groups was varied using a copolymerization strategy. The incorporation of derivatizable functionalities is demonstrated using 1H NMR and UV-vis spectroscopy methods. Electrospinning was used to fabricate PEU nanofibers with a diameters ranging from 350 to 500 nm. The nanofiber matricies possess mechanical strengths suitable for tissue engineering (Young's modulus: 300 ± 45 MPa; tensile stress: 8.5 ± 1.2 MPa). A series of bioactive peptides and fluorescent molecules were conjugated to the surface of the nanofibers following electrospinning using bio-orthogonal reactions in aqueous media. The ability to derivatize PEUs with biological molecules using translationally relevant chemical methods will significantly expand their use in vitro and in vivo. © 2013 American Chemical Society.

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Published In

Macromolecules

DOI

EISSN

1520-5835

ISSN

0024-9297

Publication Date

December 23, 2013

Volume

46

Issue

24

Start / End Page

9515 / 9525

Related Subject Headings

  • Polymers
  • 40 Engineering
  • 34 Chemical sciences
  • 09 Engineering
  • 03 Chemical Sciences
 

Citation

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Lin, F., Yu, J., Tang, W., Zheng, J., Xie, S., & Becker, M. L. (2013). Postelectrospinning "click" modification of degradable amino acid-based poly(ester urea) nanofibers. Macromolecules, 46(24), 9515–9525. https://doi.org/10.1021/ma401964e
Lin, F., J. Yu, W. Tang, J. Zheng, S. Xie, and M. L. Becker. “Postelectrospinning "click" modification of degradable amino acid-based poly(ester urea) nanofibers.” Macromolecules 46, no. 24 (December 23, 2013): 9515–25. https://doi.org/10.1021/ma401964e.
Lin F, Yu J, Tang W, Zheng J, Xie S, Becker ML. Postelectrospinning "click" modification of degradable amino acid-based poly(ester urea) nanofibers. Macromolecules. 2013 Dec 23;46(24):9515–25.
Lin, F., et al. “Postelectrospinning "click" modification of degradable amino acid-based poly(ester urea) nanofibers.” Macromolecules, vol. 46, no. 24, Dec. 2013, pp. 9515–25. Scopus, doi:10.1021/ma401964e.
Lin F, Yu J, Tang W, Zheng J, Xie S, Becker ML. Postelectrospinning "click" modification of degradable amino acid-based poly(ester urea) nanofibers. Macromolecules. 2013 Dec 23;46(24):9515–9525.
Journal cover image

Published In

Macromolecules

DOI

EISSN

1520-5835

ISSN

0024-9297

Publication Date

December 23, 2013

Volume

46

Issue

24

Start / End Page

9515 / 9525

Related Subject Headings

  • Polymers
  • 40 Engineering
  • 34 Chemical sciences
  • 09 Engineering
  • 03 Chemical Sciences