General Information

    • DRAMP ID

    • DRAMP20942

    • Peptide Name

    • [Pro3,DLeu9]TL(9) (Temporin L peptide derivative)

    • Source

    • Synthetic construct

    • Family

    • Derived from Temporin L

    • Gene

    • Not found

    • Sequence

    • FVPWFSKFLKRIL

    • Sequence Length

    • 13

    • UniProt Entry

    • No entry found

    • Protein Existence

    • Synthetic

Activity Information

    • Biological Activity

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

    • Target Organism

      • [Ref.28863356] Gram-positive bacteria: Bacillus megaterium Bm11 (MIC=3.125 μM), Staphylococcus aureus Cowan I (MIC=12.5 μM), Staphylococcus epidermidis ATCC 12228 (MIC=3.125 μM);
      • Gram-negative bacteria: Acinetobacter baumannii ATCC 19606 (MIC=6.25 μM), Escherichia coli D21 (MIC=12.5 μM), Pseudomonas syringae pv tabaci 1918 (MIC=12.5 μM), Pseudomonas aeruginosa ATCC 2785 (MIC=12.5 μM);
      • Yeasts: Candida albicans ATCC 10231 (MIC=1.56 μM), Candida crusei ATCC 6258 (MIC=1.56 μM)

    • Hemolytic Activity

      • [Ref.28863356]7±4% hemolysis at 50 μM, 5±3% hemolysis at 25 μM, 5±2% hemolysis at 12.5 μM, 1±2% hemolysis at 6.25 μM, 0±1% hemolysis at 3.125 μM against human red blood cells.
      • 28.22 ± 3.52% cytotoxic effect at 25 μM, 87.9 ± 1.07% cytotoxic effect at 50 μM on HaCaT cells.

    • Cytotoxicity

      • [Ref.28863356] The cytotoxic effect is 0%, 28.22±3.52% and 87.9±1.07% at 12.5, 25 and 50 μM

    • Binding Target

    • Not found

Structure Information

    • Linear/Cyclic

    • Linear

    • N-terminal Modification

    • Free

    • C-terminal Modification

    • Amidation

    • Nonterminal Modifications and Unusual Amino Acids

    • None

    • Stereochemistry

    • Mixed (D-Leu9, D-Lys10)

    • Structure

    • Alpha helix

    • Structure Description

    • The analogues bearing a D residue showed a reduction in the percentage of helicity compared to the corresponding L analogues in the MMs

    • Helical Wheel Diagram

    • DRAMP20942 helical wheel diagram

    • PDB ID

    • None

    • Predicted Structure

    • There is no predicted structure for DRAMP20942.

Physicochemical Information

    • Formula

    • C87H129N19O15

    • Absent Amino Acids

    • ACDEGHMNQTY

    • Common Amino Acids

    • F

    • Mass

    • 1681.1

    • PI

    • 11.17

    • Basic Residues

    • 3

    • Acidic Residues

    • 0

    • Hydrophobic Residues

    • 8

    • Net Charge

    • +3

    • Boman Index

    • 65

    • Hydrophobicity

    • 0.7

    • Aliphatic Index

    • 112.31

    • Half Life

      • Mammalian:1.1 hour
      • Yeast:3 min
      • E.coli:2 min

    • Extinction Coefficient Cystines

    • 5500

    • Absorbance 280nm

    • 458.33

    • Polar Residues

    • 1

DRAMP20942

Comments Information

    • Function

    • Antimicrobial activity against the Gram-negative bacteria, Gram-positive bacteria and Fungi. The position 9 of [Pro3,DLeu9]TL(9) is D-Leucine, D-Lysine replace L-Proline at the position 10 on the peptide [Pro3,DLeu9]TL(2).

Literature Information

  • ·Literature 1

    • Title

    • Glycine-replaced derivatives of [Pro3,DLeu9]TL, a temporin L analogue: Evaluation of antimicrobial, cytotoxic and hemolytic activities

    • Reference

    • Eur J Med Chem. 2017 Oct 20;139:750-761.

    • Author

    • Merlino F, Carotenuto A, Casciaro B, Martora F, Loffredo MR, Di Grazia A, Yousif AM, Brancaccio D, Palomba L, Novellino E, Galdiero M, Iovene MR, Mangoni ML, Grieco P.