General Information

    • DRAMP ID

    • DRAMP21579

    • Peptide Name

    • Val-nHSLP

    • Source

    • Synthetic construct

    • Family

    • Not found

    • Gene

    • Not found

    • Sequence

    • WWVXARAXRR

    • Sequence Length

    • 10

    • UniProt Entry

    • No entry found

    • Protein Existence

    • Synthetic form

Activity Information

    • Biological Activity

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

    • Target Organism

      • [Ref.28073163] Gram-positive bacteria: Bacillus megaterium ATCC 14581 (IC50 = 2.25 μM, MIC = 5.00 μM), Staphylococcus aureus ATCC 6538 (IC50 = 0.63 μM, MIC = 10.0 μM), Enterococcus faecalis ATCC 29212 (IC50 = 0.66 μM, MIC = 5.00 μM);
      • Gram-negative bacteria: Escherichia coli ATCC 700926 (IC50 = 38.3 μM, MIC > 20 μM);
      • Fungi: Candida albicans 002 ATCC 64385 (IC50 > 20 μM, MIC > 20 μM), C. albicans 004 ATCC MYA-2876 (IC50 > 20 μM, MIC > 20 μM).

    • Hemolytic Activity

      • [Ref.28073163] HC50 = 13.4 μM against human red blood cells. Note: HC50 is the half-maximal hemolytic concentration.

    • Cytotoxicity

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

    • Binding Target

    • Not found

Structure Information

    • Linear/Cyclic

    • Linear

    • N-terminal Modification

    • Acylation (Valerylamide)

    • C-terminal Modification

    • Amidation

    • Nonterminal Modifications and Unusual Amino Acids

    • ①The X (position: 4 and 8) in sequence are (S)-2-(4'-pentenyl)-alanine. ②X (4) and X (8) are cross-linked by hydrocarbon stapling through an oct-4-enyl hydrocarbon staple.

    • Stereochemistry

    • L

    • Structure

    • 0.7% α-helix and 33.4% β-strand in 20 mM potassium phosphate buffer; 0.8% α-helix and 35.8% β-strand in 20 mM potassium phosphate buffer made 30% in T

    • Structure Description

    • Overall, the peptides showed some β-strand secondary structural characteristics and little α-helical content.

    • Helical Wheel Diagram

    • DRAMP21579 helical wheel diagram

    • PDB ID

    • None

    • Predicted Structure

    • There is no predicted structure for DRAMP21579.

Physicochemical Information

    • Formula

    • C₆₅H₁₀₃N₂₁O₁₁

    • Absent Amino Acids

    • CDEFGHIKLMNPQSTY

    • Common Amino Acids

    • R

    • Mass

    • 1354.62

    • PI

    • 12.3

    • Basic Residues

    • 3

    • Acidic Residues

    • 0

    • Hydrophobic Residues

    • 5

    • Net Charge

    • +3

    • Boman Index

    • -3244

    • Hydrophobicity

    • -0.75

    • Aliphatic Index

    • 49

    • Half Life

      • Mammalian:2.8 hour
      • Yeast:3 min
      • E.coli:2 min

    • Extinction Coefficient Cystines

    • 11000

    • Absorbance 280nm

    • 1222.22

    • Polar Residues

    • 0

DRAMP21579

Comments Information

    • Function

    • Antibacterial activity against Gram-positive and Gram-negative bacteria. Antifungal activity against Candida albicans is not noteable under 20 μM.

Literature Information

  • ·Literature 1

    • Title

    • Hydrocarbon-stapled lipopeptides exhibit selective antimicrobial activity

    • Reference

    • Biopolymers. 2017 May;108(3). doi: 10.1002/bip.23006.

    • Author

    • Zachary B Jenner, Christopher M Crittenden, Martín Gonzalez, Jennifer S Brodbelt, Kerry A Bruns