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General Information
DRAVP ID DRAVPe02270
Peptide Name Mirabamide F
Sequence XXAGXXXXKVGXX
Sequence Length 5
UniProt ID No entry found
Taxon ID None
Source sponge Stelletta clavosa
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 HIV-1
Assay Neutralization Assays.
Activity
Hemolytic Activity No hemolysis information or data found in the reference(s) presented in this entry
Cytotoxicity No cytotoxicity information found in the reference(s) presented
Binding Target Glycoprotein.
Mechanism The mechanism of action for peptides E through H likely involves their amphipathic and cyclic nature, which enables them to interact with both viral and host cell components to inhibit HIV-1 infection. These peptides may target the HIV-1 envelope glycoproteins, such as gp120 and gp41, which are critical for viral entry into host cells. By binding to gp120, they could block its interaction with the CD4 receptor or CCR5/CXCR4 co-receptors, preventing viral attachment. Additionally, interference with gp41 could disrupt the membrane fusion process required for viral entry. Their structural properties also suggest potential interactions with the host cell membrane, altering its lipid microdomains and impeding the fusion process. Furthermore, these peptides might inhibit the HIV-1 reverse transcriptase enzyme, blocking viral RNA to DNA transcription, or interact with viral assembly proteins to disrupt the formation of infectious virions. The exact mechanism for each peptide requires further investigation, including binding studies and structural analyses, to elucidate their precise targets and pathways of action.
Structure Information
PDB ID None
Linear/Cyclic Cyclic
N-terminal Modification The N-terminal is modified by Htda (3-hydroxy-2,6,8-trimethyldeca-(4Z,6E)-dienoic acid),
C-terminal Modification The C-terminal is linked to rhamnose via β-OMeTyr
Other Modification Dhtda replaced with Htda (3-hydroxy-2,6,8-trimethyldeca-(4Z,6E)-dienoic acid).β-OMeTyr-NMeThr-Ala-Gly-3-OMeAla-3-OHLeu-4-ClHPr-3,4-DiMeGln-Dab-Aba-Gly-Htda-Rha.This sequence also has several modifications. X at position 1 is β-O-methyltyrosine (β-OMeTyr), X at position 2 is N-methylthreonine (NMeThr), X at position 5 is 3-O-methylalanine (3-OMeAla), X at position 6 is 3-hydroxyleucine (3-OHLeu), X at position 7 is 4-chlorohydroxyproline (ClHPr), X at position 8 is 3,4-dimethylglutamine (3,4-DiMe
Stereochemistry L
Physicochemical Information
Formula C72H112ClN13O23
Absent amino acids RNDCQEHILMFPSWYVOU
Common amino acids G
Mass 403.44
Pl 5.57
Basic residues 0
Acidic residues 0
Hydrophobic residues 2
Net charge 0
Boman Index -1.03
Hydrophobicity 0.9
Aliphatic Index 78
Half Life
Extinction Coefficient cystines 0
Absorbance 280nm 0
Polar residues 1
Literature Information
Literature 1
Title Mirabamides E-H, HIV-Inhibitory Depsipeptides from the Sponge Stelletta clavosa
Pubmed ID 21280591
Reference J Nat Prod. 2011 Feb 25;74(2):185-93.
Author Lu Z, Van Wagoner RM, Harper MK, Baker HL, Hooper JN, Bewley CA, Ireland CM.
To the extent possible under law, the person who associated CC0 with this work has waived all copyright and related or neighboring rights to this work.