General Information

    • DRAMP ID

    • DRAMP21468

    • Peptide Name

    • peptide 2 (derived from OH-CM6)

    • Sequence

    • KFFⓀKLKⓀAVKKGFKKFAKV

    • Sequence Length

    • 20

    • Original Sequence

    • KFFKKLKKAVKKGFKKFAKV

    • Source

    • Synthetic construct

Activity Information

    • Biological Activity

    • Antimicrobial, Antibacterial, Anti-Gram+, Anti-Gram-

    • Comments

    • Function: Antibacterial activity against Gram-positive and Gram-negative bacteria.

    • Target Organism

      • [Ref.32216308] Gram-positive bacteria: Staphylococcus aureus (MIC99.9= 8 μg/mL), methicillin-resistant Staphylococcus aureus (MIC99.9= 4 μg/mL), Listeria monocytogenes (MIC99.9= 2 μg/mL);
      • Gram-negative bacteria: E.coli (MIC99.9= 16 μg/mL), Pseudomonas aeruginosa (MIC99.9= 8 μg/mL), clinically isolated drug-resistant E.coli (MIC99.9= 16 μg/mL)

    • Hemolytic Activity

      • [Ref.32216308] It has 1.9% hemolysis against human red blood cells at peptide concentration of 320 μg/mL

    • Cytotoxicity

    • No cytotoxicity information found in the reference(s) presented

Structure Information

    • Linear/Cyclic

    • Cyclic (Stapled)

    • N-terminal Modification

    • Free

    • C-terminal Modification

    • Amidation

    • Special Amino Acid and Stapling Position

    • ①The Ⓚ (position: 4 and 8) in sequence indicates Nε-o-Ns-Nα-Fmoc-lysine before stapling. ②Ⓚ (4) and Ⓚ (8) are cross-linked by a (E)-but-2-enyl spacer employing the N-alkylation reaction.

    • Stereochemistry

    • L

    • Secondary Structure

    • Random coils in PBS.

    • Structure Description

    • ①All the peptides were random coils in PBS but displayed varied levels of α-helicity in the presence of 30 mM SDS. ②Other stapled peptides had an α-helix content ranging from 16 to 38%, but their antibacterial activity and proteolytic stability were quite similar.

    • Helical Wheel Diagram

    • DRAMP21468 helical wheel diagram

    • Predicted Structure

Physicochemical Information

    • Formula

    • C₁₂₄H₂₀₉N₃₁O₂₀

    • Absent Amino Acids

    • CDEHIMNPQRSTWY

    • Common Amino Acids

    • K

    • Mass

    • 2454.17

    • PI

    • /

    • Basic Residues

    • 8

    • Acidic Residues

    • 0

    • Hydrophobic Residues

    • 9

    • Hydrophobicity

    • /

    • Polar Residues

    • 1

DRAMP21468

Literature Information

  • Literature 1

    • Title

    • Novel Stapling by Lysine Tethering Provides Stable and Low Hemolytic Cationic Antimicrobial Peptides

    • Reference

    • J Med Chem. 2020 Apr 23;63(8):4081-4089. doi: 10.1021/acs.jmedchem.9b02025. Epub 2020 Apr 8.

    • Author

    • Hong Li, Yuchen Hu, Qi Pu, Tong He, Qianyu Zhang, Wen Wu, Xuefeng Xia and Jinqiang Zhang