Synthesis of oligotuftsin-based branched oligopeptide conjugates for chemotactic drug targeting

G. Mező, Orsolya Láng, Annamária Jakab, Katalin B. Bai, Ildikó Szabó, G. Schlosser, Julianna Láng, L. Kőhidai, F. Hudecz

Research output: Contribution to journalArticle

17 Citations (Scopus)

Abstract

The synthesis and chemotactic properties of a new class of branched oligopeptide-based conjugates are described. Tetratuftsin derivatives containing chemotactic formyl tripeptides (For-MLF, For-NleLF or For-MMM) in branches were prepared by stepwise solid-phase peptide synthesis. The influence of the composition and ionic charge of the carrier-branched oligopeptide on the chemotactic behaviour of the conjugate was studied in Tetrahymena pyriformis. Conjugates with methotrexate (Mtx) as a drug component was also prepared. For this, a GFLGC spacer, cleavable by cathepsin B, was used. The spacer with N-terminal methotrexate was coupled to the chloroacetylated chemotactic carrier molecule by thioether bond formation. The chemotactic activity and cytotoxity of Mix conjugates were also studied.

Original languageEnglish
Pages (from-to)328-336
Number of pages9
JournalJournal of Peptide Science
Volume12
Issue number5
DOIs
Publication statusPublished - May 2006

Fingerprint

Oligopeptides
Drug Delivery Systems
Methotrexate
Tetrahymena pyriformis
Cathepsin B
Solid-Phase Synthesis Techniques
Sulfides
Derivatives
Peptides
Molecules
Chemical analysis
Pharmaceutical Preparations

Keywords

  • Chemotactic peptide
  • Chemotaxis
  • Conjugation
  • Cytotoxicity
  • Drug targeting
  • Methotrexate
  • Tetratuftsin
  • Thioether linkage

ASJC Scopus subject areas

  • Analytical Chemistry
  • Biochemistry, Genetics and Molecular Biology(all)
  • Biochemistry

Cite this

Synthesis of oligotuftsin-based branched oligopeptide conjugates for chemotactic drug targeting. / Mező, G.; Láng, Orsolya; Jakab, Annamária; Bai, Katalin B.; Szabó, Ildikó; Schlosser, G.; Láng, Julianna; Kőhidai, L.; Hudecz, F.

In: Journal of Peptide Science, Vol. 12, No. 5, 05.2006, p. 328-336.

Research output: Contribution to journalArticle

Mező, G. ; Láng, Orsolya ; Jakab, Annamária ; Bai, Katalin B. ; Szabó, Ildikó ; Schlosser, G. ; Láng, Julianna ; Kőhidai, L. ; Hudecz, F. / Synthesis of oligotuftsin-based branched oligopeptide conjugates for chemotactic drug targeting. In: Journal of Peptide Science. 2006 ; Vol. 12, No. 5. pp. 328-336.
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AU - Szabó, Ildikó

AU - Schlosser, G.

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