General Information

    • DRAMP ID

    • DRAMP21574

    • Peptide Name

    • TRP

    • Sequence

    • KⓍWKWⓍK

    • Sequence Length

    • 7

    • Original Sequence

    • /

    • Source

    • Synthetic construct

Activity Information

    • Biological Activity

    • Antimicrobial, Antibacterial, Anti-Gram+, Anti-Gram-

    • Comments

    • Function: Antibacterial activity against Gram-positive and Gram-negative bacteria.

    • Target Organism

      • [Ref.28547390] Gram-positive bacteria: Bacillus subtilis (MIC = 12.5 μg/mL), Staphylococcus aureus (MIC = 12.5 μg/mL), Staphylococcus epidermidis (MIC = 25 μg/mL);
      • Gram-negative bacteria: Escherichia coli (MIC = 12.5 μg/mL), Shigella dysenteriae (MIC = 25 μg/mL), Salmonella typhimurium (MIC = 50 μg/mL), Klebsiella pneumoniae (MIC = 12.5 μg/mL), Pseudomonas aeruginosa (MIC = 12.5 μg/mL)

    • Hemolytic Activity

      • [Ref.28547390] It has 3.2% hemolysis against human red blood cells at 25 μM and 5.9% hemolysis at 50 μM.

    • Cytotoxicity

    • No cytotoxicity information found in the reference(s) presented

Structure Information

    • Linear/Cyclic

    • Cyclic (Stapled)

    • N-terminal Modification

    • Free

    • C-terminal Modification

    • Amidation

    • 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.

    • Stereochemistry

    • L

    • Secondary Structure

    • α-helix in a 25 mM potassium phosphate buffer solution at 20 ℃

    • Structure Description

    • On the other hand, peptide PHE, TRP, and GLU, bearing phenylalanine, tryptophan, and glutamate, respectively, showed a slightly decreased helicity.

    • Helical Wheel Diagram

    • DRAMP21574 helical wheel diagram

    • Predicted Structure

Literature Information

  • Literature 1

    • Title

    • Mono-substitution effects on antimicrobial activity of stapled heptapeptides

    • Reference

    • Arch Pharm Res. 2017 Jun;40(6):713-719. doi: 10.1007/s12272-017-0922-1. Epub 2017 May 25.

    • Author

    • Huy X Luong, Do-Hee Kim, Ngoan T Mai, Bong-Jin Lee, Young-Woo Kim