General Information
-
DRAMP ID
- DRAMP29002
-
Peptide Name
- Stapled heptapeptide 6
-
Sequence
- LⓍLRLⓍR
-
Sequence Length
- 7
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Original Sequence
- LLLRLLR
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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-positive bacteria. The stapled peptide was much more active against bacteria than the unstapled one.
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Target Organism
-
- Gram-positive bacteria: Staphylococcus aureus ATCC25923 (MIC = 24 ± 4 μg/mL). Methicillin-resistant Staphylococcus aureus (MRSA) (MIC = 15 ± 3 μg/mL)
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Hemolytic Activity
-
- No hemolytic activity information found.
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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: 2 and 6) in sequence indicate (S)-4-pentenyl alanine. 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
- Helicity = 75.1% in 10 mM sodium phosphate buffer (pH 7.4) at peptide concentrations of 100 μM
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Structure Description
- CD spectroscopy was used to characterize the secondary structure of five unstapled heptapeptides and their stapled counterparts in phosphate buffer, indicating a significant increase in peptide helical content upon the stapling, with helicity change from h = 14.1% - 33.7% (for unstapled peptides) to h = 58.9%-75.1% (for stapled peptides).
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Helical Wheel Diagram
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Predicted Structure
- There is no predicted structure for DRAMP29002.
Physicochemical Information
-
Formula
- C₄₄H₈₁N₁₃O₈
Absent Amino Acids
- ACDEFGHIKMNPQSTVW
Common Amino Acids
- L
Mass
- 920.19
PI
- /
-
Basic Residues
- 2
Acidic Residues
- 0
Hydrophobic Residues
- 3
Hydrophobicity
- /
Polar Residues
- 0
DRAMP29002
Literature Information
- Literature 1
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Title
- De Novo Hydrocarbon-Stapling Design of Single-Turn α-Helical Antimicrobial Peptides
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Pubmed ID
- PubMed ID is not available
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Reference
- Int J Pept Res Ther. 2019 Nov 14; 26(4):1711–1719. doi: 10.1007/s10989-019-09964-7.
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Author
- Zhixia Chen, Xiuli Yu, Aiying Zhang, Fangfang Wang, Yankun Xing