General Information

    • DRAMP ID

    • DRAMP29010

    • Peptide Name

    • A4K14-citropin1.1-Sp4

    • Sequence

    • GLFAVIKKⓍASVⓍKGL

    • Sequence Length

    • 16

    • Original Sequence

    • GLFAVIKKVASVIKGL

    • Source

    • Synthetic construct

Activity Information

    • Biological Activity

    • Antimicrobial, Anticancer

    • Comments

    • Function: Antitumor activity against A549, HCT116 and HepG2 cancer cells. The hydrolysis enzyme (α-chymotrypsin-mediated) degradation half-life of A4K14-citropin1.1-Sp1 is over 10 hours. A4K14-citropin1.1-Sp1 and A4K14-citropin1.1-Sp4 are much more stable than other A4K14-citropin1.1 stapling derivatives in Ref.33363118.

    • Target Organism

      • [Ref.33363118] Cancer cell lines: C4-2B (IC50 = 8.90 μM), A549 (IC50 = 10.51 μM), U87 (IC50 = 7.277 μM), MCF-7 (10.49 μM)

    • Hemolytic Activity

      • No hemolytic activity information found.

    • Cytotoxicity

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

Structure Information

    • Linear/Cyclic

    • Cyclic (Stapled)

    • N-terminal Modification

    • Acetylation

    • C-terminal Modification

    • Amidation

    • Special Amino Acid and Stapling Position

    • ① The Ⓧ (position: 9 and 13) in sequence indicate (S)-2-(4-pentenyl)alanine. ② Ⓧ (9) and Ⓧ (13) are cross-linked by ring-closing metathesis through an oct-4-enyl hydrocarbon staple.

    • Stereochemistry

    • L

    • Secondary Structure

    • Helicity = 85.3% in 50% 2,2,2-trifluoroethanol (TFE) aqueous solution (0.1mg/mL)

    • Structure Description

    • [Ref.33363118] ①CD analysis indicates that the helicity of intial A4K14-citropin 1.1 was 61.5% and that of the stapled peptides ranged from 13.6 to 89.8%.②Among them, A4K14-citropin 1.1-Sp1 and A4K14-citropin 1.1-Sp4 displayed the top 2 degrees of helicity (89.8 and 85.3%, respectively) in the aqueous solution and acquired 1.46- and 1.38-fold improvements compared to A4K14-citropin 1.1, respectively.

    • Helical Wheel Diagram

    • DRAMP29010 helical wheel diagram

    • Predicted Structure

    • There is no predicted structure for DRAMP29010.

Physicochemical Information

    • Formula

    • C₈₄H₁₄₄N₂₀O₁₈

    • Absent Amino Acids

    • CDEHMNPQRTWY

    • Common Amino Acids

    • K

    • Mass

    • 1721.1

    • PI

    • /

    • Basic Residues

    • 3

    • Acidic Residues

    • 0

    • Hydrophobic Residues

    • 8

    • Hydrophobicity

    • /

    • Polar Residues

    • 3

DRAMP29010

Literature Information

  • Literature 1

    • Title

    • Design, Synthesis, and Antitumor Activities Study of Stapled A4K14-Citropin 1.1 Peptides

    • Reference

    • Front Chem. 2020 Dec 10;8:616147. doi: 10.3389/fchem.2020.616147. eCollection 2020.

    • Author

    • Nan Wang, Gang Xie, Chao Liu, Wei Cong, Shipeng He, Yinghua Li, Li Fan, Hong-Gang Hu