Elamipretide Explained

Iupac Name:(2S)-6-Amino-2-(2S)-2-(2R)-2-amino-5-(diaminomethylideneamino)pentanoylamino]-3-(4-hydroxy-2,6-dimethylphenyl)propanoylamino]-N-[(2''S'')-1-amino-1-oxo-3-phenylpropan-2-yl]hexanamide
Cas Number:736992-21-5
Pubchem:11764719
Unii:87GWG91S09
Kegg:D10925
Synonyms:H-D-Arg-Tyr(2,6-diMe)-Lys-Phe-NH2; D-Arginyl-2,6-dimethyl-L-tyrosyl-L-lysyl-L-phenylalaninamide
C:32
H:49
N:9
O:5
Stdinchikey:SFVLTCAESLKEHH-WKAQUBQDSA-N
Stdinchi: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

Elamipretide (also known as SS-31,, MTP-131 and Bendavia)[1] [2] is a small mitochondrially-targeted tetrapeptide (D-Arg-dimethylTyr-Lys-Phe-NH2) that appears to reduce the production of toxic reactive oxygen species and stabilize cardiolipin.[3]

Stealth Peptides, a privately held company, was founded in 2006 to develop intellectual property licensed from several universities including elamipretide; it subsequently changed its name to Stealth BioTherapeutics.[4] [5]

As of November 2017 Stealth had obtained an orphan designation in the US for use in mitochondrial myopathy and had started a Phase III trial in that indication.[2] As of January 2020, trial expectations were not met.[6]

Notes and References

  1. Recommended INN List 75. WHO Drug Information. 2016. 30. 1. 111.
  2. Web site: Elamipretide. AdisInsight. 29 November 2017. en.
  3. Kloner RA, Shi J, Dai W . New therapies for reducing post-myocardial left ventricular remodeling . Annals of Translational Medicine . 3 . 2 . 20 . February 2015 . 25738140 . 4322169 . 10.3978/j.issn.2305-5839.2015.01.13 .
  4. News: Valigra . Lori . vanc . Stealth Peptides sees positive results from Bendavia . Boston Business Journal . April 9, 2012.
  5. News: Dolgin. Elie . vanc . New drugs offer hope for mitochondrial disease. STAT. 11 February 2016.
  6. Web site: Elamipretide Failed to Meet Promise of Earlier Trial Results for.... PhD. Alberto Molano. 2020-01-10. Mitochondrial Disease News. en-US. 2020-02-24.