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Related Concept Videos

Peptide Bonds02:43

Peptide Bonds

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A peptide bond covalently attaches amino acids through a dehydration reaction. One amino acid's carboxyl group and another amino acid's amino group combine, releasing a water molecule. The resulting bond is the peptide bond. The products that such linkages form are peptides. As more amino acids join this growing chain, the resulting chain is a polypeptide. Each polypeptide has a free amino group at one end. This end has the N-terminal, or the amino-terminal, and the other end has a free...
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Polymer Classification: Stereospecificity01:26

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Polymerization generates chiral centers along the entire backbone of a polymer chain. Accordingly, the stereochemistry of the substituent group has a significant effect on polymer properties. Polymers formed from monosubstituted alkene monomers feature chiral carbons at every alternate position in the polymer backbone. Relative to the predominant orientation of substituents at the adjacent chiral carbons, the polymer can exist in three different configurations: isotactic, syndiotactic, and...
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Polymer Classification: Architecture01:14

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Polymers are classified as linear or branched on the basis of their chain architecture. The polymer chains in linear polymers have a long chain-like structure with minimal to no branching at all. Even if a polymer features large substituent groups on the monomer, which appear as branches to the skeleton, it is not considered a branched polymer. A branched polymer contains secondary polymer chains that arise from the main polymer chain. The branching occurs when the polymer growth shifts from...
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Related Experiment Video

Updated: Sep 19, 2025

Microwave-assisted Functionalization of Polyethylene glycol and On-resin Peptides for Use in Chain Polymerizations and Hydrogel Formation
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Peptide stereocomplex cross-links for polymer hydrogels.

Israt Jahan Duti1, Jonathan Paul1, Keelin S Reilly2

  • 1Department of Chemical Engineering, University of Virginia Charlottesville VA 22903 USA rl2qm@virginia.edu.

Chemical Science
|June 4, 2025
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Summary

Peptide stereocomplexes form stable, tunable hydrogels when used as cross-links in polymers. These advanced materials exhibit self-healing properties and enhanced resistance to enzymatic degradation, paving the way for novel functional biomaterials.

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Patterning Bioactive Proteins or Peptides on Hydrogel Using Photochemistry for Biological Applications
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Area of Science:

  • Biomaterials Science
  • Polymer Chemistry
  • Supramolecular Chemistry

Background:

  • Stereocomplexation of macromolecules offers tunable thermomechanical properties.
  • Peptide stereocomplexes combine stereocomplexation benefits with peptide versatility.
  • Peptides are attractive building blocks for functional, tunable materials.

Purpose of the Study:

  • To introduce peptide stereocomplexes as cross-links in polymer hydrogels.
  • To investigate the impact of peptide stereocomplex cross-links on hydrogel properties.
  • To evaluate the dynamic behavior and proteolytic stability of these novel hydrogels.

Main Methods:

  • Synthesis of 4-arm PEG-peptide conjugates (l- and d-peptides).
  • Hydrogel formation via 1:1 blending of complementary peptide conjugates.
  • Characterization using rheology (G') and FTIR spectroscopy (β-sheet intensity).
  • Assessment of mechanical properties (strain stiffening/softening) and dynamic recovery.
  • Proteolytic stability testing with Proteinase K.

Main Results:

  • Hydrogels formed at 7.5% (w/v) concentration, with properties tunable by conjugate concentration.
  • Increased conjugate concentration correlated with higher shear modulus (G') and β-sheet content.
  • Gels exhibited strain stiffening up to 50% strain, followed by softening.
  • Partial recovery of G' (10-70%) observed after strain application and removal.
  • Peptide stereocomplex cross-links provided significant proteolytic stability (∼80% intact vs. ∼40% for l-conjugates).

Conclusions:

  • Peptide stereocomplexes effectively serve as cross-links in PEG hydrogels.
  • The secondary structure of peptides is crucial for hydrogel formation and properties.
  • These hydrogels demonstrate tunable mechanical responses, self-healing capabilities, and enhanced stability.
  • This platform facilitates the development of advanced peptide-based biomaterials with controlled properties and longevity.