SS-31 (Elamipretide) 10mg/50mg
Properties
| Molecular Formula | |
|---|---|
| Molecular Weight | 639.8 g/mol |
| Monoisotopic Mass | 639.38566570 g/mol |
| Polar Area | N/A |
| Complexity | 991 |
| XLogP | 0 |
| Heavy Atom Count | 46 |
| Hydrogen Bond Donor Count | 9 |
| Hydrogen Bond Acceptor Count | 8 |
| Rotatable Bond Count | 19 |
| Physical Appearance | Fine White Lyophilized Powder |
| Stability | Lyophilized protein is to be stored at 30°F. It is recommended to aliquot the reconstituted (dissolved) protein into several discrete vials in order to avoid repeated freezing and thawing. Reconstituted protein can be stored at 40°F |
| PubChem LCSS |
Identifiers
| CID | 11764719 |
|---|---|
| CAS | |
| InChI | InChI=1S/C32H49N9O5/c1-19-15-22(42)16-20(2)23(19)18-27(41-29(44)24(34)11-8-14-38-32(36)37)31(46)39-25(12-6-7-13-33)30(45)40-26(28(35)43)17-21-9-4-3-5-10-21/h3-5,9-10,15-16,24-27,42H,6-8,11-14,17-18,33-34H2,1-2H3,(H2,35,43)(H,39,46)(H,40,45)(H,41,44)(H4,36,37,38)/t24-,25+,26+,27+/m1/s1 |
| InChIKey | SFVLTCAESLKEHH-WKAQUBQDSA-N |
| Isomeric SMILES | CC1=CC(=CC(=C1C[C@@H](C(=O)N[C@@H](CCCCN)C(=O)N[C@@H](CC2=CC=CC=C2)C(=O)N)NC(=O)[C@@H](CCCN=C(N)N)N)C)O |
| Canonical SMILES | CC1=CC(=CC(=C1CC(C(=O)NC(CCCCN)C(=O)NC(CC2=CC=CC=C2)C(=O)N)NC(=O)C(CCCN=C(N)N)N)C)O |
| IUPAC Name | (2S)-6-amino-2-[[(2S)-2-[[(2R)-2-amino-5-(diaminomethylideneamino)pentanoyl]amino]-3-(4-hydroxy-2,6-dimethylphenyl)propanoyl]amino]-N-[(2S)-1-amino-1-oxo-3-phenylpropan-2-yl]hexanamide |
Description
SS-31 (Elamipretide)
Product is sold for prescriber purposes only. Please handle with care and follow all safety guidelines for the specific chemicals involved.
SS-31, also known as elamipretide, is a mitochondria-targeted tetrapeptide with significant therapeutic potential in various disease models. In rodent studies, SS-31 has demonstrated efficacy in ameliorating mitochondrial dysfunction, reducing oxidative stress, and improving cellular bioenergetics.(pubmed.ncbi.nlm.nih.gov, pubmed.ncbi.nlm.nih.gov)
In a study investigating diabetic retinopathy, SS-31 administration in streptozotocin-induced diabetic rats preserved retinal structure and function. The peptide reduced oxidative damage, maintained the integrity of the inner blood-retinal barrier, and modulated the expression of apoptosis-related proteins, suggesting its protective role in diabetic retinal complications .(pubmed.ncbi.nlm.nih.gov)
Another study focused on cardiac ischemia-reperfusion injury demonstrated that SS-31 improved myocardial function and reduced infarct size in rats. The peptide’s protective effects were attributed to its ability to stabilize mitochondrial membranes and attenuate oxidative stress, highlighting its potential in cardiac injury management .
In the context of neurodegenerative diseases, SS-31 has shown promise in a rat model of glaucoma. The peptide preserved retinal ganglion cells, reduced apoptosis, and improved visual function, indicating its neuroprotective capabilities in ocular neurodegeneration .(pubmed.ncbi.nlm.nih.gov)
Furthermore, SS-31 has been evaluated in models of traumatic brain injury (TBI). In such studies, SS-31 administration resulted in improved mitochondrial function, reduced neuronal apoptosis, and enhanced cognitive outcomes, suggesting its therapeutic potential in TBI .(pmc.ncbi.nlm.nih.gov)
Lastly, research on Barth syndrome, a mitochondrial disorder, revealed that SS-31 improved cardiac mitochondrial function and respiratory capacity in a mouse model. These findings support the peptide’s role in correcting mitochondrial abnormalities associated with genetic disorders .
Collectively, these studies underscore SS-31’s multifaceted therapeutic potential in addressing mitochondrial dysfunction across various organ systems. Its ability to target and stabilize mitochondrial membranes positions it as a promising candidate for treating diseases characterized by impaired mitochondrial function.(pubmed.ncbi.nlm.nih.gov, pmc.ncbi.nlm.nih.gov)
References:
- Huang, J., et al. “Mitochondria-targeted antioxidant peptide SS31 protects the retinas of diabetic rats.” Current Molecular Medicine, vol. 13, no. 6, 2013, pp. 935–945. https://pubmed.ncbi.nlm.nih.gov/23745582/(pubmed.ncbi.nlm.nih.gov)
- Wu, X., et al. “Mitochondria-targeted antioxidant peptide SS-31 mediates neuroprotection in a rat experimental glaucoma model.” Acta Biochimica et Biophysica Sinica, vol. 51, no. 4, 2019, pp. 411–421. https://pubmed.ncbi.nlm.nih.gov/30811524/(pubmed.ncbi.nlm.nih.gov)
- Zhang, X., et al. “Evaluation of SS-31 as a Potential Strategy for Tendinopathy Treatment.” Journal of Bone and Joint Surgery, vol. 104, no. 21, 2022, pp. 1886–1894. https://pubmed.ncbi.nlm.nih.gov/35862638/(pubmed.ncbi.nlm.nih.gov)
- Szeto, H. H., et al. “Cell-permeable peptide antioxidants as a novel therapeutic approach for mitochondrial diseases.” Biochemical and Biophysical Research Communications, vol. 348, no. 2, 2006, pp. 628–636. https://pubmed.ncbi.nlm.nih.gov/16895581/(pubmed.ncbi.nlm.nih.gov)
- Dai, D. F., et al. “Mitochondrial-targeted peptide SS-31 ameliorates mitochondrial dysfunction in aging and heart failure.” Aging Cell, vol. 13, no. 5, 2014, pp. 858–867. https://pubmed.ncbi.nlm.nih.gov/24911540/
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