General Information

    • DRAMP ID

    • DRAMP21571

    • Peptide Name

    • VAL

    • Sequence

    • KⓍWKVⓍ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 = 18.8 μg/mL), Staphylococcus aureus (MIC = 12.5 μg/mL), Staphylococcus epidermidis (MIC = 50 μg/mL);
      • Gram-negative bacteria: Escherichia coli (MIC = 18.8 μg/mL), Shigella dysenteriae (MIC = 25 μg/mL), Salmonella typhimurium (MIC = 100 μg/mL), Klebsiella pneumoniae (MIC = 18.8 μg/mL), Pseudomonas aeruginosa (MIC = 12.5 μg/mL)

    • Hemolytic Activity

      • [Ref.28547390] It has 1.3% hemolysis against human red blood cells at 25 μM and 2.5% 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

    • Compared to LEU, the previously reported stapled heptapeptide containing leucine in position 5, peptides VAL and ILE, carrying valine and isoleucine, respectively, appeared slightly more helical as determined by the CD signal intensity at 222 nm.

    • Helical Wheel Diagram

    • DRAMP21571 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