Cyclopeptides of Linum usitatissimum

Bolesłiaw Picur, Marek Cebrat, Janusz Zabrocki, Ignacy Z. Siemion

Research output: Contribution to journalArticle

Abstract

Cyclolinopeptide A (CLA), a cyclic nonapeptide from linseed, possesses strong immunosuppressive and antimalarial activity along with the ability to inhibit cholate uptake into hepatocytes. The structure of the peptide was studied extensively in solution as well as in the solid state. It is postulated that both the Pro-Pro cis-amide bond and an 'edge-to-face' interaction between the aromatic rings of two adjacent Phe residues are important for biological activity. Structure-activity relationship studies of many linear and cyclic analogues of CLA suggest that the Pro-Xxx-Phe sequence and the flexibility of the peptide are important for the immunosuppressive activity.

Original languageEnglish (US)
Pages (from-to)569-574
Number of pages6
JournalJournal of Peptide Science
Volume12
Issue number9
DOIs
StatePublished - Sep 2006
Externally publishedYes

Fingerprint

Flax
Cyclic Peptides
Immunosuppressive Agents
Cholates
Peptides
Antimalarials
Structure-Activity Relationship
Bioactivity
Amides
Hepatocytes
cyclolinopeptide A

Keywords

  • Cyclolinopeptide
  • Cyclosporin
  • Edge-to-face
  • Immunomodulation
  • Immunosuppression

ASJC Scopus subject areas

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

Cite this

Picur, B., Cebrat, M., Zabrocki, J., & Siemion, I. Z. (2006). Cyclopeptides of Linum usitatissimum. Journal of Peptide Science, 12(9), 569-574. https://doi.org/10.1002/psc.779

Cyclopeptides of Linum usitatissimum. / Picur, Bolesłiaw; Cebrat, Marek; Zabrocki, Janusz; Siemion, Ignacy Z.

In: Journal of Peptide Science, Vol. 12, No. 9, 09.2006, p. 569-574.

Research output: Contribution to journalArticle

Picur, B, Cebrat, M, Zabrocki, J & Siemion, IZ 2006, 'Cyclopeptides of Linum usitatissimum', Journal of Peptide Science, vol. 12, no. 9, pp. 569-574. https://doi.org/10.1002/psc.779
Picur B, Cebrat M, Zabrocki J, Siemion IZ. Cyclopeptides of Linum usitatissimum. Journal of Peptide Science. 2006 Sep;12(9):569-574. https://doi.org/10.1002/psc.779
Picur, Bolesłiaw ; Cebrat, Marek ; Zabrocki, Janusz ; Siemion, Ignacy Z. / Cyclopeptides of Linum usitatissimum. In: Journal of Peptide Science. 2006 ; Vol. 12, No. 9. pp. 569-574.
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