General Information
-
DRAMP ID
- DRAMP29031
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Peptide Name
- Stripe-based foldamer peptide 3
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Source
- Synthetic construct
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Family
- N/A
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Gene
- N/A
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Sequence
- KLLKKZGKLLKKZGKLLKKZG
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Sequence Length
- 21
-
UniProt Entry
- No entry found
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Protein Existence
- Synthetic form
Activity Information
-
Biological Activity
- Antimicrobial, Antibacterial, Anti-Gram+, Anti-Gram-
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Target Organism
-
- [Ref.33369262] Gram-positive bacteria: Staphylococcus aureus NBRC13276 (MIC = 6.25 μM) ;
- Gram-negative bacteria: Escherichia coli DH5α (MIC = 3.125 μM), Pseudomonas aeruginosa NBRC13275 (MIC = 6.25 μM), multidrug-resistant Pseudomonas aeruginosa ATCCBAA-2111 (MDRP) (MIC = 12.5 μM)
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Hemolytic Activity
-
- [Ref.33369262] It exhibits hemolysis at 1.56 μM agasint human red blood cells.
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Cytotoxicity
- No cytotoxicity information found in the reference(s) presented
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Binding Target
Structure Information
-
Linear/Cyclic
- Linear
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N-terminal Modification
- Free
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C-terminal Modification
- Free
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Nonterminal Modifications and Unusual Amino Acids
- The Z (position: 6, 13 and 20) in sequence denote Ac₆c residue (1-Aminocyclohexanecarboxylic acid).
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Stereochemistry
- L
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Structure
- α-Helix content = 49% in 20 mM phosphate buffered saline (PBS) solution (pH 7.4), with 1% sodium dodecyl sulfate
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Structure Description
- [Ref.33369262] As shown in Figure 2, peptides 2, 3, 4 and 5 showed negative maxima at around 208 and 222nm, which suggests that they formed stable α-helical structures, similar to Stripe.
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Helical Wheel Diagram
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PDB ID
- None
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Predicted Structure
- There is no predicted structure for DRAMP29031.
Physicochemical Information
-
Formula
- C96H179N27O16
Absent Amino Acids
- ACDEFHIMNPQRSTVWY
Common Amino Acids
- K
Mass
- 2407.94
PI
- 10.9
Basic Residues
- 9
Acidic Residues
- 0
Hydrophobic Residues
- 6
Net Charge
- +9
-
Boman Index
- -1761
Hydrophobicity
- -0.643
Aliphatic Index
- 111.43
Half Life
-
- Mammalian:1.3 hour
- Yeast:3 min
- E.coli:2 min
Extinction Coefficient Cystines
- 0
Absorbance 280nm
- 0
Polar Residues
- 3
DRAMP29031
Comments Information
Function
- Antibacterial activity against Gram-negative bacteria.
It is a helical foldmer peptide based on "Stripe" (an AMP manually designed) by introducing hydrophobic α,α-disubstituted amino acids (1-aminocyclohexanecarboxylic acid Ac₆c). The peptide showed similar or silightly weaker activity than Stripe.
Literature Information
- ·Literature 1
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Title
- Rational Design of Helix-Stabilized Antimicrobial Peptide Foldamers Containing α,α-Disubstituted Amino Acids or Side-Chain Stapling
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Pubmed ID
- 33369262
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Reference
- Chempluschem. 2020 Dec;85(12):2731-2736. doi: 10.1002/cplu.202000749.
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Author
- Motoharu Hirano, Chihiro Saito, Chihiro Goto, Hidetomo Yokoo, Ryuji Kawano, Takashi Misawa, Yosuke Demizu