Synthesis of decapeptide ofl-aspartic acid and benzyl-l-aspartic acid by solid phase peptide synthesis

  • Bong K. Yoo
  • M. A. Jalil Miah
  • Eung-Seok Lee
  • Kun Han
Articles Drug Design


Polyene macrolide amphotericin B (AmB) is the drug of choice for the treatment of disseminated fungal infections. However, because of its pronounced side effects, the drug has limited applicability. There are few interesting reports, which state that co-administration of the drug with homo-peptide of polyaspartic acid reduces the side effects of the drug. In our present study, an approach has been made to systematically synthesize low molecular weight heteropeptides consisting ofl-aspartic acid and its derivative. It was hypothesized that such heteropeptides will reduce the toxic side effects of the drug by facile hydrophobic binding between the polymer and the drug. We have employed the strategy of solid phase peptide synthesis (SPPS) to synthesize low molecular weight hetero-peptides by usingl-aspartic acid and benzyl-l-aspartic acid to induce the hydrophobic binding between the peptide and the drug. In future, the proposed methodology can be employed to tailor other polypeptides substituted with benzyl groups to reduce the nephrotoxicity of AmB.

Key words

Amphotericin B Side effects Decapeptides l-Aspartic acid Solid phase peptide synthesis 


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Copyright information

© The Pharmaceutical Society of Korea 2005

Authors and Affiliations

  • Bong K. Yoo
    • 1
  • M. A. Jalil Miah
    • 2
  • Eung-Seok Lee
    • 1
  • Kun Han
    • 2
  1. 1.College of PharmacyYeungnam UniversityKyungbukKorea
  2. 2.College of PharmacyChungbuk National UniversityChungbukKorea

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