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Cascading "Triclick" functionalization of poly(caprolactone) thin films quantified via a quartz crystal microbalance.

Publication ,  Journal Article
Lin, F; Zheng, J; Yu, J; Zhou, J; Becker, ML
Published in: Biomacromolecules
August 2013

A series of mono- and multifunctionalized degradable polyesters bearing various "clickable" groups, including ketone, alkyne, azide, and methyl acrylate (MA) are reported. Using this approach, we demonstrate a cascade approach to immobilize and quantitate three separate bioactive groups onto poly(caprolactone) (PCL) thin films. The materials are based on tunable copolymer compositions of ε-caprolactone and 2-oxepane-1,5-dione. A quartz crystal microbalance (QCM) was used to quantify the rate and extent of surface conjugation between RGD peptide and polymer thin films using "click" chemistry methods. The results show that alkyne-functionalized polymers have the highest conversion efficiency, followed by MA and azide polymers, while polymer films possessing keto groups are less amenable to surface functionalization. The successful conjugation was further confirmed by static contact angle measurements, with a smaller contact angle correlating directly with lower levels of surface peptide conjugation. QCM results quantify the sequential immobilization of peptides on the PCL thin films and indicate that Michael addition must occur first, followed by azide-alkyne Huisgen cycloadditions.

Duke Scholars

Published In

Biomacromolecules

DOI

EISSN

1526-4602

ISSN

1525-7797

Publication Date

August 2013

Volume

14

Issue

8

Start / End Page

2857 / 2865

Related Subject Headings

  • Surface Properties
  • Spectroscopy, Fourier Transform Infrared
  • Quartz Crystal Microbalance Techniques
  • Polymers
  • Polyesters
  • Oligopeptides
  • Magnetic Resonance Spectroscopy
  • Immobilized Proteins
  • Cycloaddition Reaction
  • Click Chemistry
 

Citation

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ICMJE
MLA
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Lin, F., Zheng, J., Yu, J., Zhou, J., & Becker, M. L. (2013). Cascading "Triclick" functionalization of poly(caprolactone) thin films quantified via a quartz crystal microbalance. Biomacromolecules, 14(8), 2857–2865. https://doi.org/10.1021/bm400711q
Lin, Fei, Jukuan Zheng, Jiayi Yu, Jinjun Zhou, and Matthew L. Becker. “Cascading "Triclick" functionalization of poly(caprolactone) thin films quantified via a quartz crystal microbalance.Biomacromolecules 14, no. 8 (August 2013): 2857–65. https://doi.org/10.1021/bm400711q.
Lin F, Zheng J, Yu J, Zhou J, Becker ML. Cascading "Triclick" functionalization of poly(caprolactone) thin films quantified via a quartz crystal microbalance. Biomacromolecules. 2013 Aug;14(8):2857–65.
Lin, Fei, et al. “Cascading "Triclick" functionalization of poly(caprolactone) thin films quantified via a quartz crystal microbalance.Biomacromolecules, vol. 14, no. 8, Aug. 2013, pp. 2857–65. Epmc, doi:10.1021/bm400711q.
Lin F, Zheng J, Yu J, Zhou J, Becker ML. Cascading "Triclick" functionalization of poly(caprolactone) thin films quantified via a quartz crystal microbalance. Biomacromolecules. 2013 Aug;14(8):2857–2865.
Journal cover image

Published In

Biomacromolecules

DOI

EISSN

1526-4602

ISSN

1525-7797

Publication Date

August 2013

Volume

14

Issue

8

Start / End Page

2857 / 2865

Related Subject Headings

  • Surface Properties
  • Spectroscopy, Fourier Transform Infrared
  • Quartz Crystal Microbalance Techniques
  • Polymers
  • Polyesters
  • Oligopeptides
  • Magnetic Resonance Spectroscopy
  • Immobilized Proteins
  • Cycloaddition Reaction
  • Click Chemistry