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Related Concept Videos

Polymer Classification: Architecture01:14

Polymer Classification: Architecture

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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Hyaluronic...
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Polymer Classification: Crystallinity01:21

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Microwave-assisted Functionalization of Poly(ethylene glycol) and On-resin Peptides for Use in Chain Polymerizations and Hydrogel Formation
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Hyaluronan derivatives: Alkyl chain length boosts viscoelastic behavior to depolymerization.

Mauro Pavan1, Devis Galesso, Giampaolo Menon

  • 1Fidia Farmaceutici s.p.a., via Ponte della Fabbrica 3/A, 35031 Abano Terme (PD), Italy.

Carbohydrate Polymers
|August 6, 2013
PubMed
Summary

Hyaluronic Acid (HA) amide derivatives (Hyadd) with longer alkyl chains (C15-C18) show enhanced stability against thermal, oxidative, and enzymatic degradation. These modified polymers maintain viscoelastic properties better than unmodified HA.

Keywords:
HyaluronanHydrophobic amide derivativeROS depolymerizationRheological properties

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Area of Science:

  • Biomaterials Science
  • Polymer Chemistry
  • Rheology

Background:

  • Hyaluronic Acid (HA) is a crucial glycosaminoglycan with diverse applications.
  • HA is susceptible to degradation, limiting its stability in various environments.
  • Modifying HA's structure can potentially enhance its material properties and resistance to breakdown.

Purpose of the Study:

  • To synthesize and characterize novel amide derivatives of Hyaluronic Acid (HA) with varying alkyl chain lengths (C8-C18).
  • To evaluate the stability of these Hyaluronic Acid derivatives (Hyadd) against thermal, oxidative, and enzymatic degradation.
  • To compare the performance of modified HA polymers with unmodified HA and chemically cross-linked HA (HBC).

Main Methods:

  • Synthesis of five amide derivatives of Hyaluronic Acid using linear alkyl-amines (C8, C12, C15, C16, C18).
  • Assessment of degradation via rheological experiments and Size Exclusion Chromatography (SEC) analysis.
  • Monitoring of viscoelastic properties (elastic modulus, dynamic viscosity) under different stress conditions.

Main Results:

  • Hyaluronic Acid amide derivatives (Hyadd) showed no detectable free alkyl-amines after degradation, indicating glycosidic bond cleavage.
  • Hyadd-C15, Hyadd-C16, and Hyadd-C18 exhibited significantly stabilized viscoelastic properties during thermal degradation compared to Hyadd-C8 and Hyadd-C12.
  • While molecular weight decrease rates were similar across modified and unmodified HA, longer alkyl chains in Hyadd resulted in higher viscoelasticity in depolymerized products.
  • Hyadd demonstrated improved preservation of viscoelasticity after degradation compared to linear HA, performing similarly to chemically cross-linked HA (HBC).

Conclusions:

  • Amide derivatization of Hyaluronic Acid, particularly with longer alkyl chains (C15-C18), enhances its stability against thermal, oxidative, and enzymatic degradation.
  • These modified Hyaluronic Acid polymers offer improved viscoelastic property retention, making them promising for applications requiring greater durability.
  • The study highlights the potential of tailored HA modifications for developing advanced biomaterials with superior performance characteristics.