CYCLIC PEPTIDE COMPOUND HAVING HIGH MEMBRANE PERMEABILITY, AND LIBRARY CONTAINING SAME
First Claim
1. A library of cyclic peptide compounds, wherein the library substantially consists of cyclic peptide compounds which do not have (1) an indole skeleton or (2) a substituted or unsubstituted hydroxyphenyl group in the side chains of the cyclic portion.
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Abstract
The present inventors have found that when screening for cyclic peptide compounds that can specifically bind to a target molecule, the use of a library including cyclic peptide compounds having a long side chain in the cyclic portion can improve the hit rate for cyclic peptide compounds that can specifically bind to the target molecule. Meanwhile, the present inventors have found that tryptophan and tyrosine residues, which have conventionally been used in oral low molecular-weight pharmaceuticals and are amino acid residues having an indole skeleton or a hydroxyphenyl group, are not suitable for peptides intended to attain high membrane permeability.
5 Citations
15 Claims
- 1. A library of cyclic peptide compounds, wherein the library substantially consists of cyclic peptide compounds which do not have (1) an indole skeleton or (2) a substituted or unsubstituted hydroxyphenyl group in the side chains of the cyclic portion.
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12. A cell-free translation system for producing a peptide compound, wherein the cell-free translation system does not substantially comprise (a), (b), or (c) below:
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(a) an amino acid having an indole skeleton in the side chain, or a nucleic acid encoding the amino acid; (b) an amino acid having a fused-ring structure formed by two or more aromatic rings in the side chain, or a nucleic acid encoding the amino acid; and (c) an amino acid having a substituted or unsubstituted hydroxyphenyl group in the side chain, or a nucleic acid encoding the amino acid.
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13. A method of producing a library of peptide compounds, the method comprising at least one step selected from the group consisting of(a) and (b) below:
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(a) preparing an amino acid pool substantially not comprising an amino acid which has an indole skeleton in the side chain, and synthesizing a peptide compound using a part or all of the amino acids comprised in the pool as constituent amino acids; and (b) preparing a template pool substantially not comprising a nucleic acid encoding an amino acid which has an indole skeleton in the side chain, and synthesizing a peptide compound from the template pool.
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Specification