General Information

General Information

DRAVP ID DRAVPe01861

Peptide Name Entry 29

Sequence rRRKAXXf

Sequence Length 8

UniProt ID No entry found

Source Synthetic construct

Activity Information

Target Organism DENV

Assay Fluorimetric assay

Activity

[Ref.28539222]dengue virus 2(DENV2):inhibition of the activity of NS2B-NS3 protease(IC50= 1.7 μM); inhibition of virus-induced cytopathic effects (CPE) in BHK-21 cells(EC50=11.8 μM).

Hemolytic Activity No hemolysis information or data found in the reference(s) presented in this entry

Cytotoxicity

[Ref.28539222]BHK-21 cells: CC50=134.1 μM.

Binding Target NS2B-NS3 protease

Mechanism The cyclic peptide could inhibit the activity of NS2B-NS3 protease, which is an essential enzyme for the replication of dengue virus.

Structure Information

PDB ID None

Predicted Structure Download No predicted structure available

Linear/Cyclic Cyclic

N-terminal Modification No specific N-terminal

C-terminal Modification No specific C-terminal

Other Modification The 'X' at position 6 indicates homophenylalanine(hPhe), position 7 indicates L-1-naphthylalanine(L-1Nal). The N-terminal and C-terminal cyclized by a amide bond.

Stereochemistry Mixed(D-Arg1, Phe8)

Physicochemical Information

Formula C21H35N11O

Absent amino acids CDEFGHILMNPQSTVWY

Common amino acids RX

Mass 1055.67

Pl 12.3

Basic residues 3

Acidic residues 0

Hydrophobic residues 1

Net charge 3

Boman Index -3358

Hydrophobicity -138.75

Aliphatic Index 12.5

Half Life

Mammalian:
Yeast:
E.coli:

Extinction Coefficient cystines 0

Absorbance 280nm 0

Polar residues 0

Literature Information

Literature 1

Title Discovery of novel cyclic peptide inhibitors of dengue virus NS2B-NS3 protease with antiviral activity.

Pubmed ID 28539222

Reference Bioorg Med Chem Lett. 2017 Aug 1;27(15):3586-3590.

Author Takagi Y, Matsui K, Nobori H, Maeda H, Sato A, Kurosu T, Orba Y, Sawa H, Hattori K, Higashino K, Numata Y, Yoshida Y.

DOI 10.1016/j.bmcl.2017.05.027