Peptide Database

Peptide NameRetrocyclin 1

Function Ontology

Anticancer

Antimicrobial

Antimicrobial ▸ Antibacterial

Antimicrobial ▸ Antibacterial ▸ Anti-Gram-negative

Antiviral

Antiviral ▸ Anti-HIV

Antiviral ▸ Anti-HIV ▸ Anti-HIV-1

Antiviral ▸ Antiviral mechanism ▸ Viral entry inhibition

Antiviral ▸ Antiviral mechanism ▸ Viral entry inhibition ▸ Entry inhibitor

Antiviral ▸ Antiviral mechanism ▸ Viral replication inhibition ▸ Replication inhibitor

Standard StatusStandard

Sequence Length18 amino acids

Chemical FormulaC74H136N30O19S6

DescriptionStandard

        GICRCICGRGICRCICGR
    

Molecular Weight1942.45 Da

Isoelectric Point (pI)9.01

Net Charge (pH 7.0)3.70

Net Charge (pH 7.4) 3.41

Charge Density (pH 7.0) 0.2056

GRAVY Index0.74

Hydrophobic Moment 0.66

Boman Index-0.05

Instability Index-4.71

Aliphatic Index 86.67

Aromaticity 0.0000

Extinction Coeff. Reduced 0.00

Extinction Coeff. Oxidized 375.00

The radar chart summarizes major physicochemical dimensions for quick comparison, while exact numerical values remain listed on the left.

Amino Acid Composition

TPSA 805.62

LogP -10.02

H-bond Donors 37.0

H-bond Acceptors 29.0

Rotatable Bonds 65.0

Heavy Atoms 129.0

Ring Count 0.0

Amide Bonds 17.0

3D PDB MODEL

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2D CHEMICAL STRUCTURE

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RECORD: Rec_0410920 VERIFIED: YES

Provenance & Taxonomy

Organismsynthetic construct [Synthetic]

Tax ID32630

Structure & Mods

Confighead-to-tail cyclic peptide [Cyclic]

Chiralitymixed L/D amino-acid peptide [Mixed]

Other ModsA RTD-like theta-defensin derived from human pseudogenes. Derivatives: RC-101 (seq: GICRCICGKGICRCICGR) is obtained by changing R9 to K9 to facilitate chrorophore-labeling. RC-111 has the same amino acid sequence as RC-100 and is also cyclic, but its residues are placed in reverse order along the peptide's backbone. RC-111ox, an acyclic variant of RC-111 with a beta-hairpin structure, also inhibited HIV-1 infection, but did so less effectively than cyclic RC-111 (AIDS Res Hum Retroviruses. 2007; 23:508-14). RC-112 is composed exclusively of D-amino acids, whereas retrocyclin-1 contains only L-amino acids. RC-112 is more active than retrocyclin-1 against HIV, probably owing to higher stability to proteases (J Pept Res. 2004 Jun;63(6):469-76). MOA:virus: It binds to gp120 and CD4, thereby inhibiting HIV entry (Wang W J Immunol 2004; 173:515-520). Peptide formulation: Formulated RC-101 microbicide was safe and virus-active in pigtailed macaques model (PLoS One. 2010 Nov 29;5(11):e15111). Recommended reading: Penberthy WT et al 2011 Cell Mol Life Sci 68:2231-2242. Updated 10/5/2011

Bio-Activity Profile

Function

Antiviral

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