General Information
-
DRAMP ID
- DRAMP21468
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Peptide Name
- peptide 2 (derived from OH-CM6)
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Sequence
- KFFⓀKLKⓀAVKKGFKKFAKV
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Sequence Length
- 20
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Original Sequence
- KFFKKLKKAVKKGFKKFAKV
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Source
- Synthetic construct
Activity Information
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Biological Activity
- Antimicrobial, Antibacterial, Anti-Gram+, Anti-Gram-
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Comments
- Function: Antibacterial activity against Gram-positive and Gram-negative bacteria.
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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)
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Hemolytic Activity
-
- [Ref.32216308] It has 1.9% hemolysis against human red blood cells at peptide concentration of 320 μg/mL
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Cytotoxicity
- No cytotoxicity information found in the reference(s) presented
Structure Information
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Linear/Cyclic
- Cyclic (Stapled)
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N-terminal Modification
- Free
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C-terminal Modification
- Amidation
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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.
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Stereochemistry
- L
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Secondary Structure
- Random coils in PBS.
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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.
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Helical Wheel Diagram
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Predicted Structure
- Please click DRAMP21468 predicted structure to download. The green ribbons represent the stapling amino acids, and the green bonds are the bridge linking two residues of stapling amino acids.
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
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Title
- Novel Stapling by Lysine Tethering Provides Stable and Low Hemolytic Cationic Antimicrobial Peptides
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Pubmed ID
- 32216308
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Reference
- J Med Chem. 2020 Apr 23;63(8):4081-4089. doi: 10.1021/acs.jmedchem.9b02025. Epub 2020 Apr 8.
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Author
- Hong Li, Yuchen Hu, Qi Pu, Tong He, Qianyu Zhang, Wen Wu, Xuefeng Xia and Jinqiang Zhang