RS-09 is a novel synthetic peptide that mimic LPS by interacting with TLR-4 and acting as a TLR4 agonist. This LPS mimotope-TLR-4 interaction will allow for the development and use of these peptides as a new class of adjuvants, namely TLR-4 agonists. It promotes NF-κB nuclear translocation and induces inflammatory cytokine secretion in RAW264.7 macrophages in vitro. It acts as an adjuvant in vivo and can enhance X-15 specific antibody serum concentrations, when administered with X-15-KLH in mice.
Physicochemical Properties
| Molecular Formula | C31H49N9O9 |
| Molecular Weight | 691.775666952133 |
| Exact Mass | 691.365 |
| CAS # | 1449566-36-2 |
| Related CAS # | RS 09 TFA |
| PubChem CID | 155977542 |
| Appearance | White to off-white solid powder |
| Density | 1.3±0.1 g/cm3 |
| Boiling Point | 1191.2±65.0 °C at 760 mmHg |
| Flash Point | 674.2±34.3 °C |
| Vapour Pressure | 0.0±0.3 mmHg at 25°C |
| Index of Refraction | 1.586 |
| LogP | -1.89 |
| Hydrogen Bond Donor Count | 10 |
| Hydrogen Bond Acceptor Count | 21 |
| Rotatable Bond Count | 16 |
| Heavy Atom Count | 63 |
| Complexity | 1320 |
| Defined Atom Stereocenter Count | 7 |
| SMILES | C[C@@H](C(=O)N1CCC[C@H]1C(=O)N2CCC[C@H]2C(=O)N[C@@H](CC3=CN=CN3)C(=O)N[C@@H](C)C(=O)N[C@@H](CC(C)C)C(=O)N[C@@H](CO)C(=O)O)N.C(=O)(C(F)(F)F)O.C(=O)(C(F)(F)F)O |
| InChi Key | MKCNGKQUSQZTFM-AZNUZYABSA-N |
| InChi Code | InChI=1S/C31H49N9O9.2C2HF3O2/c1-16(2)11-20(27(44)38-22(14-41)31(48)49)36-25(42)18(4)35-26(43)21(12-19-13-33-15-34-19)37-28(45)23-7-5-9-39(23)30(47)24-8-6-10-40(24)29(46)17(3)32;2*3-2(4,5)1(6)7/h13,15-18,20-24,41H,5-12,14,32H2,1-4H3,(H,33,34)(H,35,43)(H,36,42)(H,37,45)(H,38,44)(H,48,49);2*(H,6,7)/t17-,18-,20-,21-,22-,23-,24-;;/m0../s1 |
| Chemical Name | (2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-1-[(2S)-1-[(2S)-2-aminopropanoyl]pyrrolidine-2-carbonyl]pyrrolidine-2-carbonyl]amino]-3-(1H-imidazol-5-yl)propanoyl]amino]propanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoic acid;2,2,2-trifluoroacetic acid |
| HS Tariff Code | 2934.99.9001 |
| Storage |
Powder-20°C 3 years 4°C 2 years In solvent -80°C 6 months -20°C 1 month Note: Please store this product in a sealed and protected environment, avoid exposure to moisture. |
| Shipping Condition | Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs) |
Biological Activity
| References |
[1]. Synthetic Toll like receptor-4 (TLR-4) agonist peptides as a novel class of adjuvants. PLoS One. 2012;7(2):e30839. |
Solubility Data
| Solubility (In Vitro) | H2O : ~100 mg/mL (~144.55 mM) |
| Solubility (In Vivo) |
Solubility in Formulation 1: 100 mg/mL (144.55 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication. (Please use freshly prepared in vivo formulations for optimal results.) |
| Preparing Stock Solutions | 1 mg | 5 mg | 10 mg | |
| 1 mM | 1.4455 mL | 7.2277 mL | 14.4555 mL | |
| 5 mM | 0.2891 mL | 1.4455 mL | 2.8911 mL | |
| 10 mM | 0.1446 mL | 0.7228 mL | 1.4455 mL |