Octaarginine TFA
Octaarginine TFA is a cell-penetrating peptide and proteasome inhibitor. Octaarginine TFA exhibits mixed-type inhibition against 20S proteasome chymotrypsin-like, caspase-like, and trypsin-like activities, and inhibits 26S proteasome activity with decreased efficiency. Octaarginine TFA induces ubiquitin-conjugated protein accumulation, mediates HSPG-dependent cellular internalization via macropinocytosis, enhances liposomal cargo uptake and gene delivery. Octaarginine TFA can be used for the research of cervix carcinoma, collagen antibody-induced arthritis, and bacterial infections.
For research use only. We do not sell to patients.
- Formula: C48H98N32O9.xC2HF3O2
- Molecular Weight:1267.50 (free base)
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Storage:
Sealed storage, away from moisture.
Powder -80°C, 2 years , -20°C, 1 year* In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
To place orders, for customer services and technical support, please contact: MedChemExpress USA
Tel: 609-228-6898 E-mail: [email protected] [email protected]
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Biological Activity
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Chemical Information
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Solvent & Solubility
- Purity & Documentation
- References
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Help & FAQs
Biological Activity
OctaarginineTFA potently inhibits the chymotrypsin-like and caspase-like activities of purified rat skeletal muscle 20S proteasomes with IC50 values of 100 nM and 200 nM, respectively, and weakly inhibits the trypsin-like activity; this inhibitory activity remains stable under physiological salt conditions[1].
Octaarginine (up to 8 μM; 5-30 min) TFA inhibits the activities of purified human erythrocyte 26S proteasomes and 20S/PA28 proteasome complexes, though with lower efficiency than for isolated 20S proteasomes[1].
Octaarginine (30-60 μM; 2 h) TFA inhibits chymotrypsin-like and caspase-like proteasome activities in cultured HeLa cells, leading to accumulation of ubiquitin-conjugated proteins, but does not significantly affect trypsin-like activity[1].
Free Octaarginine peptide efficiently delivers protein, peptide, and plasmid DNA cargos into cultured cells, with stearylation of R8 significantly enhancing plasmid DNA transfection efficiency to match Lipofectamine levels[2].
Octaarginine (3.9-7.9 nmol; 16 h) TFA inhibits the growth of E. coli and S. aureus bacterial cells, reducing survival to 60% at 7.9 nmol (16 h incubation) and 40% at 3.9 nmol (16 h incubation), respectively[4].
Octaarginine TFA causes membrane damage and permeabilization in both E. coli and S. aureus bacterial cells[4].
Octaarginine (5-30 nmol; 24 h) TFA inhibits HeLa human cancer cell growth in a concentration-dependent manner, with maximum inhibition of 49% at 15 nmol (24 h incubation)[4].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Rhodamine-labeled octaarginine (R8) (20 μL of 0.1 mM; intra-articular injection; single dose) accumulation is significantly decreased in the degenerative articular cartilage of CAIA mice, reflecting loss of chondroitin sulfate proteoglycans[3].
MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.
Chemical Information
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Appearance Solid
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Molecular Weight 1267.50 (free base)
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Formula C48H98N32O9.xC2HF3O2
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Sequence
Arg-Arg-Arg-Arg-Arg-Arg-Arg-Arg
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Sequence Shortening
RRRRRRRR
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Shipping
Room temperature in continental US; may vary elsewhere.
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Storage
Sealed storage, away from moisture
Powder -80°C 2 years -20°C 1 year * In solvent : -80°C, 6 months; -20°C, 1 month (sealed storage, away from moisture)
Solvent & Solubility
H2O
Peptide Solubility and Storage Guidelines:
1. Calculate the length of the peptide.
2. Calculate the overall charge of the entire peptide according to the following table:
| Contents | Assign value | |
|---|---|---|
| Acidic amino acid | Asp (D), Glu (E), and the C-terminal -COOH. | -1 |
| Basic amino acid | Arg (R), Lys (K), His (H), and the N-terminal -NH2 | +1 |
| Neutral amino acid | Gly (G), Ala (A), Leu (L), Ile (I), Val (V), Cys (C), Met (M), Thr (T), Ser (S), Phe (F), Tyr (Y), Trp (W), Pro (P), Asn (N), Gln (Q) | 0 |
3. Recommended solution:
| Overall charge of peptide | Details |
|---|---|
| Negative (<0) |
1. Try to dissolve the peptide in water first. 2. If water fails, add NH4OH (<50 μL). 3. If the peptide still does not dissolve, add DMSO (50-100 μL) to solubilize the peptide. |
| Positive (>0) |
1. Try to dissolve the peptide in water first. 2. If water fails, try dissolving the peptide in a 10%-30% acetic acid solution. 3. If the peptide still does not dissolve, try dissolving the peptide in a small amount of DMSO. |
| Zero (=0) |
1. Try to dissolve the peptide in organic solvent (acetonitrile, methanol, etc.) first. 2. For very hydrophobic peptides, try dissolving the peptide in a small amount of DMSO, and then dilute the solution with water to the desired concentration. |
Purity & Documentation
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Data Sheet (273 KB)
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SDS (252 KB)
- Français - FR (252 KB)
- Deutsch - DE (252 KB)
- Norwegian - NO (252 KB)
- Español - ES (252 KB)
- Swedish - SV (252 KB)
- Italian - IT (252 KB)
- Korean - KR (252 KB)
- Portuguese - PT (252 KB)
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Handling Instructions (2659 KB)
References
[1]. Kloss A, et al. The cell-penetrating peptide octa-arginine is a potent inhibitor of proteasome activities. Eur J Pharm Biopharm. 2009;72(1):219-225. [Content Brief]
[2]. Khalil IA, et al. Octaarginine-modified liposomes: enhanced cellular uptake and controlled intracellular trafficking. Int J Pharm. 2008;354(1-2):39-48. [Content Brief]
[3]. Inagawa K, et al. Optical imaging of mouse articular cartilage using the glycosaminoglycans binding property of fluorescent-labeled octaarginine. Osteoarthritis Cartilage. 2009;17(9):1209-1218. [Content Brief]
[4]. Ratrey P, et al. Enhancing Aqueous Solubility and Antibacterial Activity of Curcumin by Complexing with Cell-Penetrating Octaarginine. ACS Omega. 2020;5(30):19004-19013. Published 2020 Jul 23. [Content Brief]
Calculators
Concentration (start) × Volume (start) = Concentration (final) × Volume (final)
Octaarginine TFA Related Classifications
HY-P2483A Related Classifications
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