General Information

General Information

DRAVP ID DRAVPe00559

Peptide Name P21S8

Sequence LDLTYEMLSLQXVVKXLNESY

Sequence Length 21

UniProt ID No entry found

Source Synthetic construct

Activity Information

Target Organism MERS-CoV

Assay Inhibition of MERS-CoV S-Protein-Mediated Cell–Cell Fusion Assay

Activity

[Ref.29442512]MERS-CoV:inhibition of cell-cell fusion in Huh-7 cells(EC50=0.26±0.05 μM);
WT MERS-CoV pseudovirus:inhibition of pseudovirus infection in calu-3 cells(EC50=3.03 ± 0.29 μM);
Q1020H-MERS-CoV pseudovirus:inhibition of pseudovirus infection in calu-3 cells(EC50=4.06± 0.34 μM);
Q1020R-MERS-CoV pseudovirus:inhibition of pseudovirus infection in calu-3 cells(EC50=1.98± 0.28 μM).

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

Cytotoxicity

[Ref.29442512]Calu-3 cell:CC50>100 μM

Binding Target membrane

Mechanism The peptide inhibits MERS-CoV infection and its spike (S) protein-mediated cell–cell fusion.

Structure Information

PDB ID None

Predicted Structure Download No predicted structure available

Linear/Cyclic Cyclic

N-terminal Modification Acetylation

C-terminal Modification Amidation

Other Modification ①The 'X' (position: 12 and 16) in sequence indicates S5 stapling amino acid. Note: S5 is (S)-pentenyl alanine. ②X (12) and X (16) are cross-linked by hydrocarbon stapling.

Stereochemistry L

Physicochemical Information

Formula C102H160N22O31S

Absent amino acids ACFGHIPRW

Common amino acids L

Mass 2481.27

Pl 4.14

Basic residues 1

Acidic residues 3

Hydrophobic residues 7

Net charge -2

Boman Index -1469

Hydrophobicity 14.29

Aliphatic Index 120.48

Half Life

Mammalian:5.5 hour
Yeast:3 min
E.coli:2 min

Extinction Coefficient cystines 2980

Absorbance 280nm 149

Polar residues 6

Literature Information

Literature 1

Title Discovery of Hydrocarbon-Stapled Short α-Helical Peptides as Promising Middle East Respiratory Syndrome Coronavirus (MERS-CoV) Fusion Inhibitors.

Pubmed ID 29442512

Reference J Med Chem. 2018 Mar 8;61(5):2018-2026.

Author Wang C, Xia S, Zhang P, Zhang T, Wang W, Tian Y, Meng G, Jiang S, Liu K.

DOI 10.1021/acs.jmedchem.7b01732