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Related Experiment Videos

Peptide acylation by poly(alpha-hydroxy esters).

Andrea Lucke1, Josef Kiermaier, Achim Göpferich

  • 1Department of Pharmaceutical Technology, University of Regensburg, Germany.

Pharmaceutical Research
|March 9, 2002
PubMed
Summary
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Peptides encapsulated in poly(lactic acid) (PLA) and poly(lactic-co-glycolic acid) (PLGA) microspheres undergo acylation from lactic and glycolic acid units. This peptide acylation impacts drug delivery safety and requires careful assessment.

Area of Science:

  • Biomaterials Science
  • Polymer Chemistry
  • Drug Delivery Systems

Background:

  • Poly(lactic acid) (PLA) and poly(lactic-co-glycolic acid) (PLGA) are widely used biodegradable polymers for drug delivery.
  • Peptide acylation, a chemical modification, can alter peptide structure and function.
  • Understanding degradation byproducts is crucial for assessing the safety of PLA and PLGA based drug delivery systems.

Purpose of the Study:

  • To investigate the potential acylation of peptides incorporated within PLA and PLGA microspheres.
  • To identify the extent and mechanisms of peptide acylation during microsphere degradation.

Main Methods:

  • Encapsulation of atrial natriuretic peptide (ANP) and salmon calcitonin (sCT) into PLA and PLGA microspheres.
  • Monitoring peptide integrity via HPLC-MS analysis during four weeks of microsphere degradation.

Related Experiment Videos

  • Utilizing sCT fragmentation with endoproteinase Glu-C to identify modified amino acids and investigating peptide stability in lactic acid solutions.

    • Main Results:

    • Both ANP and sCT were acylated by lactic and glycolic acid units within degrading microspheres in a time-dependent manner.
    • After 21 days, significant acylation was observed: 60% of ANP and 7% of sCT within PLA microspheres.
    • Acylation targets include the N-terminal amine group, lysine, tyrosine, or serine; lactic acid oligomers are identified as the primary acylation source.

    Conclusions:

    • The use of PLA and PLGA for peptide drug delivery requires careful consideration due to potential peptide acylation.
    • Acylation products may pose hazards, necessitating assessment according to FDA standards, with implications for existing products.
    • Strategies to minimize the acylation reaction are essential for safe and effective peptide delivery systems.