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Solid-phase synthesis and kinetic characterization of fluorogenic enzyme-degradable hydrogel cross-linkers

Academic Article
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Overview

related to degree

  • Moss, Jason, Ph.D. in Chemistry, Scripps Research 2000 - 2005

authors

  • Moss, Jason
  • Stokols, S.
  • Hixon, M. S.
  • Ashley, F. T.
  • Chang, J. Y.
  • Janda, Kim

publication date

  • April 2006

journal

  • Biomacromolecules  Journal

abstract

  • Of critical importance in drug delivery and tissue engineering applications is the degradability of implanted polymeric materials. The use of peptide-derived cross-linkers in hydrogel design is a valuable approach by which polymeric carriers can be endowed with enzymatic degradability in a predictable, "programmable" fashion. The solid-phase synthesis strategy described herein allows for an expeditious, flexible synthesis of bis-acrylamide-derivatized peptides with complex modifications, as exemplified by the incorporation of fluorophore and quencher moieties into a matrix metalloprotease (MMP)-degradable cross-linker. The crude synthetic product was obtained in high yield and purity and purified by standard methods; it was then used directly for polymerization without the need for tedious and often nonchemoselective solution-phase modifications. Functional appendages incorporated for detection provided a direct, quantitative link between enzymatic activity and hydrogel degradation using routine methods for identification of optimal enzyme-specific degradability.

subject areas

  • Acrylamides
  • Hydrogel
  • Kinetics
  • Matrix Metalloproteinases
  • Peptides
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Identity

PubMed Central ID

  • PMC2546486

International Standard Serial Number (ISSN)

  • 1525-7797

Digital Object Identifier (DOI)

  • 10.1021/bm051001s

PubMed ID

  • 16602715
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Additional Document Info

start page

  • 1011

end page

  • 1016

volume

  • 7

issue

  • 4

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