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Tight-binding streptavidin ligands from a cyclic peptide library

X Zang¹, Z Yu, Y H Chu

¹Department of Chemistry, Ohio State University, Columbus 43210, USA.

Bioorganic & Medicinal Chemistry Letters

|January 5, 1999

Summary

Screening cyclic peptides identified cyclo(AHPQFPAE)K-CONH2 as a high-affinity streptavidin ligand. This cyclic peptide binds 1000-fold tighter than its linear form, demonstrating the power of constrained peptide libraries.

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Area of Science:

Biochemistry
Peptide Chemistry
Molecular Recognition

Background:

Cyclic peptides offer conformational rigidity compared to linear peptides.
Developing high-affinity ligands is crucial for various biochemical applications.

Purpose of the Study:

To identify novel high-affinity ligands using a cyclic peptide library.
To evaluate the binding affinity of cyclic peptides to streptavidin.

Main Methods:

Screening of a soluble cyclic peptide library (cyclo(AXXXXXAE)K-CONH2).
Characterization of ligand binding affinity using IC50 values.
Comparison of binding affinity between cyclic and linear peptides.

Main Results:

Identification of cyclo(AHPQFPAE)K-CONH2 as a tight-binding ligand for streptavidin (IC50 = 128 nM).

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The cyclic peptide exhibited 1000-fold higher affinity than its linear counterpart.

Conformationally constrained cyclic peptides show enhanced binding.

Conclusions:

Library screening of conformationally constrained cyclic peptides is effective for discovering high-affinity ligands.
Cyclic peptides represent a promising class of molecules for targeted molecular recognition.