pe
pep-11002 v1 CC-BY-SA-4.0

Elamipretide (SS-31/Bendavia/Forzinity): first FDA-approved mitochondria-targeted drug

A synthetic four-amino-acid drug that stabilizes energy-producing structures inside cells; FDA-approved for Barth syndrome, a rare inherited heart and muscle disorder.

statuscomputed targetCARDIOLIPIN length4 aa refs24
snapshot approved 0% confidence
Class
Mitochondria-targeted cardiolipin-binding tetrapeptide
Status
FDA accelerated approval — Barth syndrome in adults and pediatric patients weighing at least 30 kg (Forzinity); no other FDA-approved indications
Best-supported effect
Functional improvement in Barth syndrome patients (human Phase 2/3 RCT and 168-week open-label extension); mechanistically specific to cardiolipin defect underlying Barth disease
Main caveat
Approval is based on a surrogate endpoint in a small rare-disease population with confirmatory studies required; broader clinical programs in heart failure, dry AMD, and primary mitochondrial myopathy have failed or been mixed; longevity and anti-aging use is not supported by controlled clinical evidence
status 2 / 5
prediction metrics boltz-2 2.2.1
ipTM0.000
pTM0.271
avg pLDDT88.9
ranking score0.765
STRUCTURE · PEP-11002 × CARDIOLIPIN
ranking0.765
?
RECEPTOR UNKNOWN
peptide conformation only · no target structure
target interface 4.5Å peptide drag rotate · ctrl+scroll zoom · right-click pan
sequence4 aa
14
RXKF
overview readme

What this is

Elamipretide is a synthetic four-amino-acid peptide designed to localize inside mitochondria — the energy-producing compartments of the cell — and stabilize the inner membrane lipid called cardiolipin. Marketed by Stealth BioTherapeutics as Forzinity, it became the first mitochondria-targeted peptide ever approved by the FDA and the first drug approved specifically for Barth syndrome, a rare X-linked disorder of cardiolipin remodeling affecting roughly 150 patients in the United States. The same molecule is widely known to researchers as SS-31, and earlier in its development was called MTP-131 and Bendavia.

Structurally, elamipretide is an aromatic cationic tetrapeptide (D-Arg–2′,6′-dimethylTyr–Lys–Phe–NH₂): the first residue is a D-amino acid, the second tyrosine carries two methyl substitutions on its aromatic ring, and the C-terminus is amidated — none of which are visible in a raw single-letter sequence. These modifications are what allow the molecule to penetrate cell membranes, transiently localize to the inner mitochondrial membrane, and bind cardiolipin in a voltage-independent manner (Tung et al. 2025, Int. J. Mol. Sci.; Mitchell et al. 2020, J. Biol. Chem.).

Beyond Barth syndrome, elamipretide has been tested in heart failure, dry age-related macular degeneration, primary mitochondrial myopathy, and ischemia–reperfusion injury. Most of those programs were negative or mixed, so the FDA approval is narrow and the broader "mitochondrial therapy" framing should not be confused with demonstrated clinical benefit in other indications.

History

Elamipretide originated in the Szeto–Schiller peptide program at Cornell University, where Hazel Szeto and Peter Schiller designed a series of small cationic aromatic peptides (the "SS peptides") to concentrate selectively at the inner mitochondrial membrane. SS-31 was the lead compound of that program and was later licensed for clinical development.

Stealth BioTherapeutics (initially Stealth Peptides) advanced the molecule under the codename MTP-131 and the trial name Bendavia, beginning with cardiac ischemia–reperfusion studies in the late 2000s and early 2010s. Early animal work showed that the peptide reduced myocardial infarct size when given before reperfusion in rabbit and rat models (Cho et al. 2007, Coronary Artery Disease; Brown et al. 2014, J. Cardiovasc. Pharmacol. Ther.).

The pivot to Barth syndrome was driven by the mechanistic match between the drug's cardiolipin pharmacology and the underlying TAFAZZIN defect of the disease. After the TAZPOWER Phase 2/3 crossover trial and its 168-week open-label extension (Thompson et al. 2024, Genetics in Medicine) and the EMBRACE natural-history comparison (Hornby et al. 2022, Orphanet J. Rare Dis.), the FDA granted accelerated approval in September 2025 under the brand name Forzinity — the first cardiolipin-directed mitochondrial therapeutic to reach market (Zhao et al. 2025, Drug Discoveries & Therapeutics; Shirley 2025, Drugs).

What it does

Inside cells, elamipretide concentrates in mitochondria and binds cardiolipin, a phospholipid that only appears in the inner mitochondrial membrane. By binding cardiolipin, the peptide helps preserve the tightly folded architecture (cristae) of that membrane, stabilizes the protein complexes of the electron transport chain, and reduces the leak of electrons that would otherwise generate reactive oxygen species (Sabbah et al. 2025, Biomedicine & Pharmacotherapy; Nhu et al. 2022, Frontiers in Integrative Neuroscience).

The biological effect — at least in Barth syndrome — is a gradual improvement in cardiac and skeletal-muscle function, including measures such as the six-minute walk distance, fatigue scores, and indices of cardiac performance (Thompson et al. 2024, Genetics in Medicine; Sabbah 2022, Heart Failure Reviews). A single-dose pharmacodynamic study in older adults without Barth syndrome reported an increase in in vivo mitochondrial ATP production measured by phosphorus magnetic resonance spectroscopy, but this was a one-time acute readout, not a demonstration of long-term clinical benefit (PLOS ONE 2021).

Evidence

  • Human: FDA accelerated approval (September 2025) for Barth syndrome in adults and pediatric patients weighing at least 30 kg, based on the TAZPOWER Phase 2/3 crossover RCT and its 168-week open-label extension, with supporting evidence from the EMBRACE natural-history comparison (Thompson et al. 2024, Genetics in Medicine; Hornby et al. 2022, Orphanet J. Rare Dis.; Shirley 2025, Drugs). Phase 2 in heart failure with reduced ejection fraction (PROGRESS-HF) missed its primary endpoint (Butler et al. 2020, J. Cardiac Failure). Phase 3 in primary mitochondrial myopathy (MMPOWER-3) missed its primary endpoint, with post-hoc signals only in a nuclear-DNA-mutation subgroup (Karaa et al. 2023, Neurology; Karaa et al. 2024, Orphanet J. Rare Dis.). The MMPOWER-2 crossover precursor and the original dose-escalation study reported safety and some functional signals in mitochondrial myopathy (Karaa et al. 2018, Neurology; Karaa et al. 2020, J. Cachexia, Sarcopenia and Muscle). A topical ophthalmic formulation has been tested in Leber hereditary optic neuropathy (Karanjia et al. 2024, Ophthalmology). Studies in acute ST-elevation myocardial infarction reported a biomarker effect (decreased circulating HtrA2) without meeting clinical primary endpoints (Hortmann et al. 2019, Eur. Heart J. Acute Cardiovasc. Care), and the dry age-related macular degeneration programs (ReCLAIM, ReNEW) were not successful.
  • Animal: Strong and varied — cardiac ischemia–reperfusion (Cho et al. 2007, Coronary Artery Disease; Brown et al. 2014, J. Cardiovasc. Pharmacol. Ther.), heart failure, renal protection, and neurodegeneration / lipopolysaccharide-induced cognitive impairment models (Zhao et al. 2019, J. Neuroinflammation; Nhu et al. 2022, Frontiers in Integrative Neuroscience).
  • In vitro: Cardiolipin-binding characterization, mitochondrial supercomplex stabilization, and surface-electrostatics modulation of lipid bilayers as a core component of mechanism (Mitchell et al. 2020, J. Biol. Chem.).

The TAZPOWER program reported functional improvement in Barth patients over 168 weeks of open-label exposure; the EMBRACE natural-history comparison anchored that signal against an untreated cohort because the rare-disease population is too small for a conventional placebo-controlled Phase 3 (Hornby et al. 2022; Thompson et al. 2024). A hierarchical-clustering analysis of TAZPOWER wearable-device data has further attempted to identify responders within the small treated population (Van den Eynde et al. 2023, Orphanet J. Rare Dis.).

A large share of the elamipretide clinical literature derives from trials sponsored by or closely associated with Stealth BioTherapeutics; independent academic replication of the Barth program is limited by the rarity of the disease.

Known effects

  • Functional improvement in Barth syndrome — FDA-approved (Thompson et al. 2024; Shirley 2025).
  • Cardiomyopathy stabilization in Barth syndrome — supported by the TAZPOWER extension and dedicated cardiac-phenotype analyses (Sabbah et al. 2023, Future Cardiology).
  • Reduction of myocardial infarct size in ischemia–reperfusion models — preclinical (Cho et al. 2007; Brown et al. 2014).
  • Improved mitochondrial ATP synthesis after a single dose in older adults — Phase 2 pharmacodynamic only (PLOS ONE 2021).
  • Heart failure with reduced ejection fraction — Phase 2 negative (Butler et al. 2020).
  • Primary mitochondrial myopathy — Phase 3 negative overall, with a post-hoc nDNA-subgroup signal (Karaa et al. 2023; Karaa et al. 2024).
  • Dry age-related macular degeneration — Phase 2 (ReCLAIM, ReNEW) unsuccessful.
  • Leber hereditary optic neuropathy — topical ophthalmic formulation tested in a randomized trial (Karanjia et al. 2024, Ophthalmology).
  • Longevity or anti-aging use in healthy adults — not established; no controlled chronic trials in healthy populations identified in the source literature.

Safety signals

Across the elamipretide development program, the most commonly reported adverse events have been injection-site reactions (erythema, pain, pruritus), followed by headache and infrequent gastrointestinal symptoms such as nausea or diarrhea (Karaa et al. 2020, J. Cachexia, Sarcopenia and Muscle; Thompson et al. 2024, Genetics in Medicine; Shirley 2025, Drugs). Dizziness has been reported uncommonly.

The Forzinity label lists known hypersensitivity to elamipretide or the product's excipients as a contraindication. Use in pediatric patients weighing less than 30 kg is not covered by the current US labeling, even though weight-adjusted dosing was studied during development. Human pregnancy data and transfer into breast milk have not been well characterized (Shirley 2025, Drugs).

Long-term safety beyond the approximately 168-week TAZPOWER open-label extension in a small Barth cohort has not been characterized, and safety in non-Barth populations (heart failure, healthy adults, longevity-seeking use) is not established by the approved dataset. Elamipretide is not metabolized by cytochrome P450 enzymes; formal drug-interaction data are limited, but cardiac co-medications were used concomitantly in trials without reported clinically meaningful interaction signals (Sabbah et al. 2025, Biomedicine & Pharmacotherapy).

Regulatory status

  • US: FDA accelerated approval (September 2025) for Barth syndrome in adults and pediatric patients ≥30 kg, marketed as Forzinity by Stealth BioTherapeutics. No other FDA-approved indications. Confirmatory clinical-benefit studies are required under the accelerated-approval commitment (Shirley 2025, Drugs; Zhao et al. 2025, Drug Discoveries & Therapeutics).
  • US compounding: The FDA's 2023 peptide compounding review categorized elamipretide as ineligible for standard 503A compounding. The approved product is distributed through a manufacturer-managed specialty pharmacy network rather than through retail or compounding pharmacies.
  • EU: As of early 2026, Forzinity's approval is US-specific; EMA evaluation under a rare-disease pathway has been described in source literature; international availability depends on local approval and reimbursement.
  • WADA: Not currently named on the Prohibited List as an approved human therapeutic; athletes using Forzinity for its approved Barth syndrome indication would seek a Therapeutic Use Exemption. Research-chemical SS-31 sold outside the regulated pharmacy supply chain is a different matter and should be treated as high-risk for athletes subject to anti-doping programs.

Mechanism

Elamipretide is a cationic aromatic tetrapeptide whose key chemistry — a D-arginine at position 1, a 2′,6′-dimethyltyrosine at position 2, and a C-terminal phenylalanine amide — is what determines its biophysical behavior. The combination of two basic residues (D-Arg, Lys) and two aromatic residues (dmTyr, Phe) gives the molecule both a net positive charge and amphiphilic character, allowing it to cross the plasma membrane and then concentrate at the inner mitochondrial membrane. Unlike older mitochondria-targeting molecules such as MitoQ that rely on the inner-membrane voltage gradient, elamipretide binds cardiolipin in a voltage-independent manner, so it accumulates even in depolarized or dysfunctional mitochondria (Mitchell et al. 2020, J. Biol. Chem.; Tung et al. 2025, Int. J. Mol. Sci.).

Cardiolipin is a dimeric phospholipid found almost exclusively in the inner mitochondrial membrane. It organizes the supercomplexes of Complexes I, III, and IV of the electron transport chain and stabilizes the tight curvature of the cristae folds where ATP synthase is concentrated. By binding cardiolipin, elamipretide:

1. preserves cristae architecture, 2. stabilizes electron transport chain supercomplexes and improves electron flux and ATP output, and 3. reduces reactive oxygen species generation by limiting electron leak (Sabbah et al. 2025, Biomedicine & Pharmacotherapy; Nhu et al. 2022, Frontiers in Integrative Neuroscience).

It also protects cardiolipin itself from peroxidation, an early event in mitochondrial dysfunction across several disease contexts (Sabbah 2022, Heart Failure Reviews; Obi et al. 2022, Heart Failure Reviews).

In Barth syndrome, loss-of-function mutations in TAFAZZIN (encoding the phospholipid-remodeling acyltransferase tafazzin) result in immature, monolyso-cardiolipin-enriched inner-membrane lipids, disorganized cristae, and impaired oxidative phosphorylation. Elamipretide's cardiolipin-binding pharmacology is an unusually direct mechanistic match to that underlying defect, which is the rationale that supported accelerated approval (Sabbah 2022, Heart Failure Reviews; Zhao et al. 2025, Drug Discoveries & Therapeutics).

The negative outcomes in heart failure (PROGRESS-HF), broader primary mitochondrial myopathy (MMPOWER-3), and dry AMD (ReCLAIM, ReNEW) illustrate that a well-characterized mechanism — even one as specific as cardiolipin binding — does not guarantee clinical benefit across every mitochondria-related condition. Target confidence for the primary mechanism is high; translation to clinical benefit outside Barth syndrome is not established.

Open questions

  • Confirmatory clinical benefit in Barth syndrome. As an accelerated-approval drug, Forzinity's post-marketing confirmatory studies will determine whether full approval is granted or the indication is narrowed or withdrawn.
  • Pediatric access below 30 kg. Weight-adjusted dosing was explored in development but is not covered by the current US label; pathways to extend labeling to younger patients remain unresolved.
  • Long-term safety profile. Continuous-use safety beyond the ~168-week TAZPOWER extension in a small Barth cohort is not characterized.
  • Broader mitochondrial-disease indications. Whether genotype-defined subgroup signals from MMPOWER-3 or new formulations will eventually support label expansion beyond Barth syndrome is not resolved (Karaa et al. 2024, Orphanet J. Rare Dis.).
  • Non-Barth and healthy-population use. No controlled chronic trials of elamipretide in healthy adults or longevity-seeking populations are identified in the source literature. The single-dose pharmacodynamic ATP study in older adults does not establish chronic efficacy.
  • EU and international access. EMA evaluation is ongoing as of early 2026.

Related peptides

Elamipretide is the lead compound of the Szeto–Schiller (SS) peptide series of mitochondria-targeted aromatic cationic tetrapeptides. Within the broader mitochondria-targeted field it sits alongside non-peptide compounds such as MitoQ and SkQ1, which use a covalently attached triphenylphosphonium cation to concentrate at the inner membrane via the membrane potential rather than via cardiolipin binding. No other mitochondria-targeted peptide has been approved by the FDA to date.

Hypotheses5 directions▾ collapse

Research directions for this peptide, selected from the current sources — hypotheses you can explore and model. None of it is proven yet; tap any one to see the full thinking.

openupdated 2026-06-05

When a severe infection scrambles the brain, could a peptide already approved for a rare heart disease undo the damage?

Up to 70% of ICU patients with sepsis suffer confusion and lasting cognitive harm, and there is currently no approved treatment. If this hypothesis holds, a well-tolerated existing drug could be repurposed for this acute crisis, addressing a large unmet need in critical care.

The hypothesis
Elamipretide will reduce neuroinflammation-driven cognitive decline in sepsis-associated encephalopathy more effectively than in primary neurodegenerative diseases (Alzheimer's, Parkinson's) because the cardiolipin disruption in sepsis-associated encephalopathy is an acute, reversible mitochondrial insult in neurons with intact TAFAZZIN activity, whereas primary neurodegeneration involves downstream amyloid or synuclein pathologies that cardiolipin stabilization cannot address.
Why it’s plausible
Animal studies with LPS-induced neuroinflammation showed that elamipretide reversed mitochondrial dysfunction, upregulated PGC-1alpha and TFAM (biogenesis regulators), rebalanced fission/fusion (Mfn1/2/Opa1 up, Fis1/Drp1 down), and improved spatial memory and synaptic markers (Zhao et al. 2019, J. Neuroinflammation). LPS-induced neuroinflammation is mechanistically an acute cardiolipin-disruption model, not an amyloid or protein-aggregation model. Reviews note that elamipretide has been studied for neurodegeneration but no strong clinical signal has emerged.
Why it matters
Sepsis-associated encephalopathy affects up to 70% of septic ICU patients and has no approved treatment; repurposing an FDA-approved, well-tolerated peptide into this acute-care indication would address a major unmet need and would be mechanistically cleaner than the failed chronic neurodegeneration applications.
Plausibility.60
Novelty.60
Impact.77
Basis · grounding2 papers · 1 computed/note
[1]
paper
LPS mouse model: elamipretide improved mitochondrial function, memory, and reduced hippocampal neuroinflammation
doi: 10.1186/s12974-019-1627-9
[2]
paper
Review: elamipretide upregulates PGC-1alpha, TFAM, Mfn1/2/Opa1 and downregulates Fis1/Drp1 in neural mitochondria in neurodegeneration models
doi: 10.3389/fnint.2021.747901
[3]
noteNeurodegeneration/LPS-induced cognitive impairment animal models cited; no established chronic neurodegeneration clinical signal
openupdated 2026-06-05

Could a small structural tweak make the drug stick around in cells long enough to stop requiring daily injections?

Children with Barth syndrome currently need a daily injection under the skin, which is hard on patients and families. If adding a fatty tail to the molecule makes it lodge in the cell's energy machinery for days instead of hours, a once-weekly dose might become possible, meaningfully improving everyday life.

The hypothesis
An elamipretide conjugate in which the C-terminal Phe is extended with a lipid anchor (e.g., palmitoyl tail via amide bond to the alpha-amine of a Gly linker) will increase mitochondrial retention time from hours to days by embedding the hydrophobic tail in the inner mitochondrial membrane lipid core while preserving D-Arg and Lys cationic targeting, reducing required dosing frequency from daily subcutaneous injection to once-weekly.
Why it’s plausible
The current molecule is a tetrapeptide with rapid plasma clearance; clinical data show ATPmax benefit is reversed within one week, and Barth patients require daily SC injections (Forzinity label). The molecule's cationic-aromatic motif drives selective IMM localization, but retention is transient because the tetrapeptide lacks a hydrophobic anchor. Adding a lipid tail to the non-critical C-terminal Phe would exploit the existing IMM targeting while anchoring the molecule in the bilayer. This approach is established for other mitochondria-targeted molecules (e.g., MitoQ uses a lipophilic TPP-ubiquinone conjugate, though via a different mechanism). The C-terminus is amidated, and the D-Arg at position 1 is critical for cationic targeting, so C-terminal extension is the least disruptive modification site.
Why it matters
Daily subcutaneous injection is a major burden for pediatric Barth syndrome patients; a once-weekly or depot formulation would transform adherence and quality of life, and the engineering approach is generalizable to other SS-peptide analogs.
Plausibility.55
Novelty.62
Impact.73
Basis · grounding1 paper · 2 computed/notes
[1]
paper
ATPmax increase reversed to placebo within one week; suggests short mitochondrial retention
doi: 10.1371/journal.pone.0253849
[2]
noteForzinity: daily SC injection; C-terminus amidated; D-Arg at position 1 essential for targeting
[3]
sequenceRXKF: C-terminal Phe-NH2 is structurally the least constrained position for conjugation without disrupting the cationic-aromatic motif at positions 1-3
openupdated 2026-06-05

Does the drug's effect wear off because it simply lets go of its target, the way a loosely bound key leaves a lock?

If the drug acts as a short-lived surface stabilizer rather than building something lasting, doctors would need to design dosing schedules around that window to keep benefit continuous. For patients on long-term therapy, like those with Barth syndrome, getting this right could mean the difference between steady improvement and cycling on and off.

The hypothesis
The reversibility of elamipretide's mitochondrial ATP-production benefit within one week of discontinuation indicates that its primary action is electrostatic remodeling of the cardiolipin headgroup surface rather than stable stoichiometric complex assembly, meaning the peptide functions as a transient lipid chaperone whose dissociation kinetics set the pharmacodynamic half-life independently of plasma half-life.
Why it’s plausible
A single-dose pharmacodynamic study in healthy older adults showed a measurable increase in skeletal-muscle ATPmax that returned to placebo levels within one week (PLOS ONE 2021). Mitchell et al. 2020 (J. Biol. Chem.) established that elamipretide modulates surface electrostatics of lipid bilayers. If the mechanism were stable complex assembly or lipid structural remodeling of the cristae, one would expect a longer or irreversible benefit. The rapid washout strongly implies a binding equilibrium phenomenon at the cardiolipin headgroup, not a downstream structural repair.
Why it matters
Understanding whether efficacy tracks plasma exposure or a longer-lived structural effect is critical for dosing regimen design, particularly for chronic subcutaneous dosing in Barth syndrome and any future indication.
Plausibility.65
Novelty.43
Impact.68
Basis · grounding2 papers · 1 computed/note
[1]
paper
Single-dose ATPmax increase in older adults reversed to placebo levels within one week; rapid reversibility described
doi: 10.1371/journal.pone.0253849
[2]
paper
Cites Mitchell et al. 2020 J. Biol. Chem. on lipid bilayer surface electrostatics modulation as key mechanism
doi: 10.1007/s10741-021-10177-8
[3]
noteVoltage-independent binding to cardiolipin; modulates cristae architecture
openupdated 2026-06-05

Could a large failed trial actually be hiding a real benefit in a smaller, better-defined group of patients?

A Phase 3 trial found no overall benefit, but a closer look suggested improvement in patients whose mutations came from nuclear DNA rather than mitochondrial DNA. If that distinction is confirmed, it could rescue a failed drug for a subset of patients who have almost no other options, by targeting the right people from the start.

The hypothesis
Elamipretide preferentially benefits mitochondrial myopathy patients carrying nuclear-encoded electron transport chain subunit mutations (nDNA subgroup) but not those with mtDNA mutations, because nDNA-encoded complexes I, II, and IV depend on intact cardiolipin scaffolding at a stoichiometry that mtDNA-encoded subunits do not, meaning the clinical benefit of cardiolipin stabilization is genotype-restricted.
Why it’s plausible
The MMPOWER-3 Phase 3 trial missed its primary endpoint overall, but a post-hoc analysis found a functional signal specifically in patients with nDNA mutations. Cardiolipin stabilizes respirasomes by coordinating complexes I, III, and IV into supercomplexes; the assembly and stability of these supercomplexes depend heavily on nucleus-encoded structural proteins. Patients with mtDNA-encoded subunit defects may have a different bottleneck that cardiolipin stabilization cannot rescue, while nDNA subunit defects may produce a complex that is structurally competent but destabilized by cardiolipin insufficiency under the mutation context.
Why it matters
If confirmed, this would redefine the indicated population for elamipretide in mitochondrial myopathy, enabling a precision-medicine trial restricted to the nDNA subgroup, which would transform a failed indication into a viable one.
Plausibility.47
Novelty.43
Impact.83
Basis · grounding2 papers · 1 computed/note
[1]
paper
MMPOWER-2 crossover in primary mitochondrial myopathy showed safety and functional signals
doi: 10.1212/wnl.0000000000005255
[2]
noteMMPOWER-3 Phase 3 negative overall, with post-hoc nDNA-mutation subgroup showing a functional signal; Karaa et al. 2023 and 2024 cited
[3]
paper
Alternating cationic-aromatic motif localizes to IMM; little opioid receptor binding
doi: 10.1016/j.biopha.2025.118056
openupdated 2026-06-05

Is one specially shaped ingredient in the drug responsible for locking onto the right fat molecule inside the cell's power plant?

Cardiolipin is a fat found almost exclusively in the inner wall of mitochondria, and elamipretide seems to seek it out specifically. If one modified amino acid is the key to that selectivity, chemists could use that insight to build better versions of the drug with stronger or more precise binding, potentially raising effectiveness in diseases caused by cardiolipin deficiency.

The hypothesis
The 2',6'-dimethyl substitution on the tyrosine residue of elamipretide is the primary determinant of cardiolipin headgroup selectivity over other anionic phospholipids (phosphatidylglycerol, phosphatidylserine), because the gem-dimethyl groups force the aromatic ring into a perpendicular dihedral that pre-organizes the cationic-aromatic pi-stacking interaction with cardiolipin's two phosphate groups, and analog SS-20 (which lacks this residue) loses cardiolipin binding potency.
Why it’s plausible
The sequence encodes D-Arg (cationic), Dmt (bulky aromatic with gem-dimethyl), Lys (cationic), Phe-NH2 (aromatic). The alternating cationic-aromatic pattern has been identified as the motif enabling inner mitochondrial membrane localization. Cardiolipin has two phosphate moieties and a central glycerol bridge that creates a unique charge geometry not found in monophosphate anionic lipids. The gem-dimethyl substitution on Dmt restricts rotational freedom relative to unsubstituted Tyr, potentially creating a rigid aromatic face that matches cardiolipin's phosphate spacing. SS-20 (Phe-D-Arg-Phe-Lys-NH2), which lacks Dmt, has reduced cardioprotective potency relative to SS-31.
Why it matters
Identifying the structural basis of cardiolipin selectivity would enable rational design of second-generation analogs with higher affinity or greater selectivity for cardiolipin versus other mitochondrial membrane lipids, potentially improving potency in Barth syndrome and other cardiolipinopathies.
Plausibility.40
Novelty.50
Impact.72
Basis · grounding2 papers · 1 computed/note
[1]
paper
SS-20 (lacks Dmt) compared to SS-31; SS-31 has superior H2O2 scavenging and cardioprotection
doi: 10.1097/01.mca.0000236285.71683.b6
[2]
paper
Alternating cationic-aromatic motif; cell-permeable; localizes to IMM with little opioid binding
doi: 10.1016/j.biopha.2025.118056
[3]
sequenceRXKF: D-Arg, Dmt (2',6'-dimethylTyr), Lys, Phe-NH2; C-terminal amide
details expand to inspect
full evidence table1 metrics
metricvaluetool
ranking score 0.7652245759963989 boltz-2
3-letter notation
Arg-X-Lys-Phe
recipeboltz-2 2.2.1
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modelboltz-2 2.2.1
weights
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mlx version
python
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predicted by
predicted at2026-05-23
citationbibtex
peptidemodel (2026). Elamipretide (SS-31/Bendavia/Forzinity): first FDA-approved mitochondria-targeted drug (pep-11002, v1). PeptideModel. https://peptidemodel.com/card/pep-11002
@peptide{pep11002,
  sequence = {RXKF},
  target   = {cardiolipin},
  author   = {peptidemodel},
  year     = {2026},
  status   = {computed}
}
clinical trials 21 on ct.gov · 5 on EUCTR · checked 2026-05-09
ct.gov trials 21
with results 14
EUCTR 5
PubMed RCT 13
by phase
2phase 18phase 21phase 3
by status
8completed1recruiting1active
references 24 papers
[3]
Reduction of Early Reperfusion Injury With the Mitochondria-Targeting Peptide Bendavia
Brown, D. et al. Journal of Cardiovascular Pharmacology and Therapeutics 2014
supporting
[7] supporting
[16] supporting
[18] supporting
[23] supporting
discussion no comments
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