General Information
-
DRAMP ID
- DRAMP21484
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Peptide Name
- S-6K-F17-3G
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Sequence
- KKKKKKAGFⓍAWGⓍFGA
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Sequence Length
- 17
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Original Sequence
- KKKKKKAAFAAWAAFAA
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Source
- Synthetic construct
Activity Information
-
Biological Activity
- Antimicrobial, Antibacterial, Anti-Gram-
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Comments
- Function: Antibacterial activity against Gram-negative bacteria. No experiments about antibacterial activity against Gram-positive bacteria are recorded.
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Target Organism
-
- [Ref.29275987] Gram-negative bacteria: E. coli (MIC= 4.2 μM)
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Hemolytic Activity
-
- [Ref.29275987] MHC = 128 μM against human red blood cells. Note: Minimum hemolytic concentration (MHC) is the minimum peptide concentration at which red blood cells undergo > 2% hemolysis.
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Cytotoxicity
- No cytotoxicity information found in the reference(s) presented
Structure Information
-
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: 10 and 14) in sequence indicates 2-(4'-pentenyl) alanine. ②Ⓧ (10) and Ⓧ (14) are cross-linked by hydrocarbon stapling.
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Stereochemistry
- L
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Secondary Structure
- Lack of significant structure
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Structure Description
- Substitutions with polar, known 'helix-breaker' Gly residues led to losses in helical character until finally the peptide containing 3 Gly and 1 Asn (S-6K-F17-3GN) shows a severe loss in helical structure
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Helical Wheel Diagram
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Predicted Structure
- Please click DRAMP21484 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
- C₉₄H₁₄₈N₂₄O₁₈
Absent Amino Acids
- CDEHILMNPQRSTVY
Common Amino Acids
- K
Mass
- 1902.32
PI
- /
-
Basic Residues
- 6
Acidic Residues
- 0
Hydrophobic Residues
- 6
Hydrophobicity
- 1.66
Polar Residues
- 3
DRAMP21484
Literature Information
- Literature 1
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Title
- Influence of hydrocarbon-stapling on membrane interactions of synthetic antimicrobial peptides
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Pubmed ID
- 29275987
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Reference
- Bioorg Med Chem. 2018 Mar 15;26(6):1189-1196. doi: 10.1016/j.bmc.2017.10.020. Epub 2017 Oct 21.
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Author
- Tracy A Stone, Gregory B Cole, Huong Q Nguyen, Simon Sharpe, Charles M Deber