General Information
-
DRAMP ID
- DRAMP21597
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Peptide Name
- Ac-SS-14W
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Sequence
- KⓍAKAⓍKKAAKAAWK
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Sequence Length
- 15
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Original Sequence
- KAAKAAKKAAKAAWK
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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.26235946] Gram-positive bacteria: Bacillus subtilis ATCC 6633 (MIC = 25 μM), Staphylococcus aureus ATCC 6538p (MIC = 9.4 μM), Staphylococcus epidermis ATCC 12228 (MIC = 75 μM);
- Gram-negative bacteria: Escherichia coli ATCC 25922 (MIC = 3.1 μM), Shigella dysentariae ATCC 9752 (MIC = 18.8 μM), Salmonella typhimurium ATCC 14028 (MIC > 200 μM), Klebsiella pneumonia ATCC 10031 (MIC = 18.8 μM), Pseudomonas aeruginosa ATCC 27853 (MIC = 100 μM).
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Hemolytic Activity
-
- [Ref.26235946] It has <1% hemolysis against human red blood cells at 12.5 μM and <1% hemolysis at 25 μM.
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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
- Acetylation
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C-terminal Modification
- Amidation
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Special Amino Acid and Stapling Position
- ①The Ⓧ (position: 2 and 6) in sequence indicates (S)-α-methyl, α-pentenylglycine. ②Ⓧ (2) and Ⓧ (6) are cross-linked by hydrocarbon stapling through an oct-4-enyl hydrocarbon staple.
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Stereochemistry
- L
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Secondary Structure
- α-helix in 25 mM potassium phosphate buffer solution (pH6.5)
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Structure Description
- On the other hand, singly-stapled analog Ac-SS-14W exhibited a typical CD spectrum for α-helix, characterized by two minima near 208 and 222 nm and a maximum near 190 nm.
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Helical Wheel Diagram
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Predicted Structure
- There is no predicted structure for DRAMP21597.
Physicochemical Information
-
Formula
- C₇₉H₁₃₆N₂₂O₁₆
Absent Amino Acids
- CDEFGHILMNPQRSTVY
Common Amino Acids
- AK
Mass
- 1650.1
PI
- /
-
Basic Residues
- 6
Acidic Residues
- 0
Hydrophobic Residues
- 7
Hydrophobicity
- /
Polar Residues
- 0
DRAMP21597
Literature Information
- Literature 1
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Title
- Antimicrobial activity of doubly-stapled alanine/lysine-based peptides
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Pubmed ID
- 26235946
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Reference
- Bioorg Med Chem Lett. 2015 Sep 15;25(18):4016-9. doi: 10.1016/j.bmcl.2015.06.053. Epub 2015 Jun 19.
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Author
- Thuy T T Dinh, Do-Hee Kim, Huy X Luong, Bong-Jin Lee, Young-Woo Kim