pe
pep-10705 v1 CC-BY-SA-4.0

Brain pain-relief peptide, extended form (Met-enkephalin + arginine)

A lab-made version of one of the brain's own natural pain-relief molecules (met-enkephalin), with one extra building block added. Used only as a research tool, not a medicine.

statussynthesized targetOPRM1 length6 aa refs7
status 4 / 5
prediction metrics boltz-2 1.0
ipTM0.961
pTM0.824
avg pLDDT80.7
ranking score0.838
STRUCTURE · PEP-10705 × OPRM1
ranking0.838
target interface 4.5Å peptide drag rotate · ctrl+scroll zoom · right-click pan
boltz-2 1.0 · mmCIF ↓ download
sequence6 aa
156
YGGFMR
overview readme

What this is

[Met⁵,Arg⁶] enkephalin (YGGFMR) is a six-residue synthetic peptide that extends the natural brain signaling molecule met-enkephalin by one amino acid — arginine added at the C-terminus. Met-enkephalin (Tyr-Gly-Gly-Phe-Met) is one of the body's own opioid peptides, produced in the central nervous system and peripheral tissues including the adrenal glands. The added arginine at position 6 makes this an analog used in research to explore how small structural changes at the C-terminus affect activity and selectivity at opioid receptors. It is a research compound, not a drug.

History

Met-enkephalin belongs to a large family of mammalian opioid peptides, all sharing the N-terminal Tyr-Gly-Gly-Phe-Met or Tyr-Gly-Gly-Phe-Leu core and all derived from three biosynthetic precursor proteins: proenkephalin (PENK), proopiomelanocortin (POMC), and prodynorphin (PDYN). Pasternak and colleagues (Pharmacological Reviews 2013) trace the conceptual evolution of mu opioid pharmacology from the earliest enkephalin binding studies through to modern receptor subtype and biased-agonism frameworks. The four opioid receptor types — delta, kappa, mu, and NOP — were found to be broadly conserved across vertebrate species in phylogenetic analyses by Dreborg and colleagues (PNAS 2008) and Stevens (Frontiers in Bioscience 2009). Wang and colleagues (2002) characterized enkephalin-family peptides in bovine adrenal medulla using fast HPLC coupled to electrospray ionization mass spectrometry (Peptides 2002). The [Met⁵,Arg⁶] extension variant has been studied alongside other C-terminally extended enkephalin analogs as part of efforts to map which residues govern receptor subtype selectivity and proteolytic stability.

What it does

[Met⁵,Arg⁶] enkephalin binds to opioid receptors — principally the mu-opioid receptor (MOR, gene OPRM1) — and activates them. The mu-opioid receptor is a class A G protein-coupled receptor (GPCR) that mediates analgesia, reward, and a range of modulatory effects in both the central nervous system and peripheral tissues (Kim and colleagues, Experimental & Molecular Medicine 2025). Met-enkephalin itself has documented protective effects in experimental models of autoimmune and inflammatory conditions, an activity abolished by the opioid receptor antagonist naltrexone, confirming opioid receptor mediation (Turčić and colleagues, Acta Pharmaceutica 2025). Adding arginine at position 6 changes the peptide's charge, C-terminal geometry, and susceptibility to carboxypeptidases relative to the parent pentapeptide, making it a useful probe for structure–activity studies at the mu receptor.

Evidence

  • Human: No human clinical trials published for [Met⁵,Arg⁶] enkephalin specifically. Research use is confined to biochemical and pharmacological studies.
  • Animal: L-Met-enkephalin has shown protective effects in animal models of autoimmune and inflammatory disease; these effects are opioid receptor-dependent (Turčić and colleagues 2025). D-amino acid substitutions in the enkephalin scaffold, including at the Met⁵ position, produce analogs with altered hepatoprotective and receptor-modulatory profiles compared with the native L-form (Turčić and colleagues 2025).
  • In vitro: Binding studies of enkephalin variants at mu- and delta-opioid receptors have been used to map receptor selectivity across the analog series; the [Met⁵]enkephalin parent has been benchmarked alongside cyclized and D-amino acid variants in comparative pharmacology research. Turčić and colleagues (2025) examined how D-amino acid substitutions in the enkephalin scaffold alter receptor modulation profiles relative to the native L-form.

Known effects

  • Mu-opioid receptor agonism — Mechanistic / in vitro; primary pharmacological activity of the enkephalin scaffold at OPRM1
  • Anti-inflammatory / immunomodulatory — Preclinical (animal models); demonstrated for L-Met-enkephalin; opioid receptor-dependent (Turčić and colleagues 2025)
  • Analgesic signaling — Mechanistic; consistent with mu-opioid receptor activation as reviewed in Pasternak and colleagues (Pharmacological Reviews 2013)

Mechanism

[Met⁵,Arg⁶] enkephalin acts as an agonist at the mu-opioid receptor (OPRM1), a class A GPCR whose molecular activation mechanism and structural biology have been detailed in recent cryo-EM studies reviewed by Kim and colleagues (Experimental & Molecular Medicine 2025). The broader evolution of mu-opioid receptor concepts — from the first enkephalin binding assays through to receptor subtype multiplicity and signaling-biased agonism — is surveyed in Pasternak and colleagues (Pharmacological Reviews 2013). Modifications at the C-terminus of the enkephalin scaffold, such as the Arg⁶ extension in this analog, alter the peptide's charge and C-terminal geometry relative to the parent pentapeptide YGGFM, influencing both receptor engagement and susceptibility to peptidase degradation. Research into C-terminally extended enkephalin variants has been part of the broader program of mapping which positions beyond the conserved Tyr-Gly-Gly-Phe-Met core govern selectivity between mu and delta opioid receptor subtypes.

Related peptides

The enkephalin family includes [Leu⁵]enkephalin (Tyr-Gly-Gly-Phe-Leu), the leucine counterpart sharing the same N-terminal tetrapeptide. Both derive from endogenous precursor processing and act at delta and mu opioid receptors. Beta-endorphin, a longer opioid peptide also derived from POMC, contains the [Met⁵]enkephalin sequence at its N-terminus. Within the platform, the mu-opioid receptor (OPRM1) is shared as the primary target with other opioid peptide analogs — see the OPRM1 target page for related cards.

Hypotheses4 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

Could making a mirror-image version of the methionine in [Met5,Arg6]-enkephalin produce a longer-lasting peptide that protects the liver from injury, similar to what has been shown for the shorter parent peptide?

If true, a simple chemical modification of this peptide could yield a new approach to treating or preventing acute liver failure, one of the most serious and under-treated conditions in emergency medicine, using a molecule derived from the body's own opioid system.

The hypothesis
The D-stereoisomer of [Met5,Arg6]-enkephalin (D-YGGFMR or specifically D-Met5 substitution) activates OPRM1 while resisting endopeptidase cleavage at the Gly2-Gly3 and Phe4-Met5 bonds, producing hepatoprotective effects at lower doses than the L-form because hepatic OPRM1 engagement is sustained rather than rapidly terminated by enkephalinase.
Why it’s plausible
The literature snippet from doi:10.2478/acph-2025-0036 is directly titled 'Peptide chirality and opioid receptor modulation: Hepatoprotective effect of d-Met-enkephalin in acetaminophen-induced liver injury,' establishing that D-Met substitution in enkephalin produces hepatoprotective effects and alters opioid receptor modulation. This concept is likely extensible to the Arg6 analog: if D-Met5 improves stability and hepatoprotection in Met-enkephalin, then D-Met5 in YGGFMR would combine hepatoprotective stability with the potentially altered MOR/DOR selectivity conferred by the Arg6 extension.
Why it matters
Acetaminophen-induced liver injury is the leading cause of acute liver failure in the US. A stable opioid peptide with hepatoprotective properties would be mechanistically novel and could inform liver-targeted peptide therapeutics.
Plausibility.65
Novelty.65
Impact.75
Basis · grounding1 paper · 2 computed/notes
[1]
paper
Direct title match: study of D-Met-enkephalin chirality, opioid receptor modulation, and hepatoprotective effect in acetaminophen-induced liver injury, providing the key mechanistic precedent for chirality-based stabilization and liver protection.
doi: 10.2478/acph-2025-0036
[2]
sequenceYGGFMR: Met5 is the same residue as in parent met-enkephalin where D-stereochemistry was shown to be hepatoprotective; Arg6 extension is an additional variable whose contribution to hepatoprotection is unknown.
[3]
structureipTM=0.961 indicates robust OPRM1 binding geometry; a D-Met5 substitution would need to maintain this pose while adding metabolic resistance.
openupdated 2026-06-05

Does the arginine added to the end of [Met5,Arg6]-enkephalin make this peptide bind the pain-relieving mu-opioid receptor more selectively than the natural version, which hits both mu and delta opioid receptors?

If true, this naturally occurring peptide extension could be used to isolate the contribution of mu-opioid receptors specifically in experiments, improving the accuracy of research into pain, mood disorders, and addiction.

The hypothesis
The C-terminal Arg6 extension in [Met5,Arg6]-enkephalin (YGGFMR) shifts receptor selectivity toward OPRM1 over OPRD1 (delta-opioid receptor) relative to parent Met-enkephalin (YGGFM), because Arg6 introduces a cationic residue that contacts an anionic extracellular loop residue unique to OPRM1's architecture, and this contact is absent in the more compact OPRD1 binding pocket.
Why it’s plausible
Parent met-enkephalin has well-characterized mixed MOR/DOR activity. Adding Arg6 extends the peptide by one residue with a strongly cationic side chain. If the DOR orthosteric pocket is more compact than MOR and cannot accommodate Arg6 without steric penalty, the extension would selectively reduce DOR affinity while preserving MOR affinity. The high ipTM=0.961 against OPRM1 supports confident MOR engagement. This would reframe YGGFMR as a more selective MOR tool than its parent.
Why it matters
Distinguishing MOR from DOR contributions to pain, reward, and mood requires selective pharmacological tools. If YGGFMR is more MOR-selective than met-enkephalin, it represents an underused endogenous-sequence-based research tool for cleanly interrogating mu-opioid biology.
Plausibility.65
Novelty.50
Impact.60
Basis · grounding2 papers · 2 computed/notes
[1]
sequenceYGGFMR: Arg6 adds a cationic guanidinium group extending beyond the Met5 of parent met-enkephalin (YGGFM); this extension would be expected to interact with receptor surfaces outside the core pentapeptide binding pocket.
[2]
structureipTM=0.961 at OPRM1 confirms very high-confidence MOR binding, consistent with a peptide that fits the MOR pocket well; DOR binding would need to be compared to determine relative selectivity shift.
[3]
paper
Opioid peptide binding sites in the brain first reported in 1973 and phylogenetic conservation of opioid receptors across vertebrates provides evolutionary context for MOR vs. DOR binding pocket conservation and divergence.
doi: 10.1073/pnas.0805590105
[4]
paper
MOR sequence alignment across mice, rats, and humans with transmembrane domain annotation provides structural basis for identifying which extracellular loop residues could differentially contact Arg6.
doi: 10.1124/pr.112.007138
openupdated 2026-06-05

Could this arginine-extended enkephalin, released from the adrenal gland alongside adrenaline during stress, normally dampen inflammation in the gut and liver, and do patients who lose their adrenal glands miss this anti-inflammatory signal?

If true, patients who have had their adrenal glands removed or who have adrenal insufficiency might benefit from replacement of this opioid peptide signal alongside standard hormone therapy, potentially reducing their unusually high susceptibility to inflammatory complications.

The hypothesis
Endogenous [Met5,Arg6]-enkephalin released from adrenal chromaffin cells during stress acts on peripheral OPRM1 in the liver and gut in a paracrine manner to modulate inflammatory tone, and deficiency of this adrenal opioid output contributes to the exaggerated inflammatory response seen in adrenal insufficiency states.
Why it’s plausible
The readme notes that met-enkephalin is produced in adrenal glands and Wang et al. (2002) characterized enkephalin-family peptides in bovine adrenal medulla. Chromaffin cells co-release enkephalins with catecholamines during sympathoadrenal activation. OPRM1 is expressed on peripheral immune cells and enteric neurons. If YGGFMR (the Arg6-extended form) is specifically enriched in adrenal secretion relative to plain met-enkephalin, its peripheral opioid effects on inflammation could be disproportionate to its circulating concentration.
Why it matters
Adrenal insufficiency (Addison's disease, post-surgical adrenalectomy) is managed with glucocorticoid and mineralocorticoid replacement but never with opioid peptide replacement. If chromaffin-derived enkephalin analogs are immunomodulatory, their loss in adrenal insufficiency could be an unrecognized contributor to inflammatory susceptibility.
Plausibility.45
Novelty.75
Impact.70
Basis · grounding1 paper · 2 computed/notes
[1]
noteReadme explicitly states met-enkephalin is produced in adrenal glands; Wang et al. (2002) characterized enkephalin-family peptides in bovine adrenal medulla, establishing the adrenal origin of enkephalin variants including C-terminally extended forms.
[2]
paper
Opioid peptides as regulators of nociceptive neurotransmission and reward, with specific binding sites first reported in 1973; broader context of opioid peptide biology in peripheral tissues.
doi: 10.1073/pnas.0805590105
[3]
structureipTM=0.961 at OPRM1 confirms robust receptor engagement; peripheral OPRM1 on immune cells and enteric neurons would be accessible to adrenal-secreted YGGFMR in portal circulation.
openupdated 2026-06-05

Does the positively charged arginine at the end of [Met5,Arg6]-enkephalin interact with the beginning of the peptide to create a folded shape that fits the mu-opioid receptor better than the flexible straight-chain parent peptide?

If true, this self-folding behavior would explain why the extended peptide is such a good receptor binder and could guide the design of locked, stable versions of enkephalin that work more consistently as research tools or drug leads.

The hypothesis
In [Met5,Arg6]-enkephalin (YGGFMR), the Arg6 side chain forms an intramolecular salt bridge or hydrogen bond with the N-terminal amino group of Tyr1 in solution, creating a cyclic-like conformation that pre-organizes the YGGFM pharmacophore for OPRM1 binding and accounts for the high ipTM=0.961 despite the extended sequence.
Why it’s plausible
The distance between the Tyr1 alpha-amino group and the Arg6 guanidinium in a 6-residue peptide is geometrically accessible for a through-space electrostatic interaction if the backbone adopts a turn or loop conformation. Such intramolecular contacts are known to pre-organize short peptides and increase receptor affinity by reducing the entropic cost of binding. If YGGFMR adopts such a conformation in solution, this would explain why adding Arg6 does not reduce OPRM1 affinity despite extending the sequence away from the core pharmacophore.
Why it matters
Identifying the conformational basis for YGGFMR's OPRM1 affinity would guide rational cyclization or stapling strategies to create constrained analogs with improved bioavailability and receptor selectivity.
Plausibility.50
Novelty.60
Impact.55
Basis · grounding1 paper · 2 computed/notes
[1]
sequenceYGGFMR: 6 residues; Tyr1 N-terminus to Arg6 guanidinium are at opposite ends of a hexapeptide, placing them within range of an intramolecular salt bridge if the backbone adopts a type-I or type-II beta-turn at Gly2-Gly3.
[2]
structureipTM=0.961 is notably high for a 6-residue peptide with an extension beyond the canonical 5-residue pharmacophore, consistent with a pre-organized binding conformation rather than a flexible random coil.
[3]
paper
MOR structural review provides context for the receptor binding pocket geometry that would accommodate a turn-constrained hexapeptide differently from a fully extended linear chain.
doi: 10.1124/pr.112.007138
details expand to inspect
full evidence table2 metrics
metricvaluetool
ipTM 0.9609720706939697 boltz-2
ranking score 0.8381711840629578 boltz-2
structural qualityopenfold3
metricvaluenote
gpde0.850global PDE — lower = better
disorderNaNfraction disordered
3-letter notation
Tyr-Gly-Gly-Phe-Met-Arg
recipeboltz-2 1.0
parametervalue
modelboltz-2 1.0
weights
hardwarenvidia_nim_api
mlx version
python
random seed
msa strategynone
diffusion samples1
runtime
predicted bymlx@peptide
predicted at2026-04-24
citationbibtex
peptidemodel (2026). Brain pain-relief peptide, extended form (Met-enkephalin + arginine) (pep-10705, v1). PeptideModel. https://peptidemodel.com/card/pep-10705
@peptide{pep10705,
  sequence = {YGGFMR},
  target   = {oprm1},
  author   = {peptidemodel},
  year     = {2026},
  status   = {synthesized}
}
related peptides 1 by signal overlap
clinical trials 30 on ct.gov · 1 on EUCTR · checked 2026-05-09
ct.gov trials 30
with results 3
EUCTR 1
PubMed RCT 20
by phase
2phase 13phase 21phase 34no phase
by status
8completed2unknown
references 7 papers
discussion no comments
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peptidemodel.com CC-BY-SA-4.0 research only · not for human use