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
-
Predicted Structure
- There is no predicted structure for DRAMP21484.
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
-
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