General Information


DRAVP ID  DRAVPe02310

Peptide Name   3-Chol

Sequence  KKKKGSGC

Sequence Length  8

UniProt ID  No entry found

Taxon ID  None

Source  Synthetic construct

Validation   Experimentally Validated



Origin Information


Gene Name/ID  Not Available

GenBank  Not Available

Amino Acid position  Not Available

Domain Accession ID  Not Available

Nucleotide sequence ID  Not Available

Molecular Type  Not Available

Chromosomal Position  Not Available



Activity Information


Target Organism  EBOV

Assay  Not Available

Activity 

  • [Ref:23962564]EBOV:IC90=20 microM

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

Cytotoxicity 

  • [Ref:23962564]Exceeding 15 microM, concentrations of 3-Chol caused observable toxicity in Vero cells, hindering the evaluation of its antiviral activity at higher doses.

Binding Target  Glycoprotein.

Mechanism  3-Chol, comprising a tetralysine segment linked to cholesterol, effectively inhibits both VSV-GP and VSV-G viral entry, with over 90% inhibition at higher concentrations. Despite lacking the GP CHR sequence, its activity against VSV-GP suggests a potential dependency on the native C-heptad repeat sequence. The study underscores the non-specific inhibitory role of cholesterol-conjugated peptides like 3-Chol against VSV-GP entry, implicating a mechanism involving both peptide and cholesterol components in inhibiting Ebola virus glycoprotein-mediated cell entry.



Structure Information


PDB ID  None

Predicted Structure Download 

Linear/Cyclic  Linear

N-terminal Modification  cholesterylation

C-terminal Modification  Free

Other Modification  In the peptide sequence, the cysteine residue at position 8 is modified with a cholesterol (Chol) moiety. HIV-1 C-peptide conjugated to cholesterol contain covalent side chain-side chain crosslinks to promote an alpha-helical conformation. The cholesterol-conjugated C-peptides proved to be potent inhibitors of Ebola virus glycoprotein (GP)-mediated cell entry (~10^3-fold reduction in infection at 40 microM

Stereochemistry  L



Physicochemical Information


Formula  C34H66N12O10S1

Absent amino acids  ADEFHILMNOPQRTUVWY

Common amino acids  K

Mass  835.03

Pl  10.04

Basic residues  4

Acidic residues  0

Hydrophobic residues  0

Net charge  4

Boman Index  2.8

Hydrophobicity  -1.837

Aliphatic Index  0

Half Life 

  •     Mammalian:1.3 hours
  •     Yeast:3min
  •     E.coli:3min

Extinction Coefficient cystines  0

Absorbance 280nm  0

Polar residues  6



Literature Information


Literature 1

Title   C-peptide inhibitors of Ebola virus glycoprotein-mediated cell entry: effects of conjugation to cholesterol and side chain-side chain crosslinking

Pubmed ID   23962564

Reference   Bioorg Med Chem Lett. 2013;23(19):5356-60.

Author   Higgins CD, Koellhoffer JF, Chandran K

DOI   10.1016/j.bmcl.2013.07.056