pe
pep-10702 v1 CC-BY-SA-4.0

Natural opioid brain peptide (Dynorphin A 1-13)

A naturally occurring fragment of dynorphin, one of the brain's own opioid chemicals; used only as a lab research tool to study how the body's pain-relief system works.

statussynthesized targetOPRM1 length13 aa refs10
status 4 / 5
prediction metrics boltz-2 1.0
ipTM0.872
pTM0.831
avg pLDDT80.3
ranking score0.817
STRUCTURE · PEP-10702 × OPRM1
ranking0.817
target interface 4.5Å peptide drag rotate · ctrl+scroll zoom · right-click pan
boltz-2 1.0 · mmCIF ↓ download
sequence13 aa
151013
YGGFLRRIRPKLK
overview readme

What this is

Dynorphin A (1-13) is a 13-amino-acid fragment of dynorphin A, an endogenous opioid peptide first isolated from pig pituitary. It corresponds to the N-terminal stretch of the full dynorphin A sequence and contains, embedded at its own N-terminus, the well-known opioid pentapeptide Leu-enkephalin (the first five residues, YGGFL). The fragment was singled out because, despite being shorter than the parent peptide, it retains essentially all of dynorphin's opioid activity, which made it a convenient tool for probing how the body's own opioids work.

History

Dynorphin was characterized by Avram Goldstein's group at Stanford, and the truncated 1-13 form was reported in 1979 as "an extraordinarily potent opioid peptide" derived from the N-terminal sequence of a novel porcine pituitary endorphin (Goldstein 1979). In the guinea-pig ileum longitudinal-muscle preparation it was about 700 times more potent than [Leu]enkephalin, and in the mouse vas deferens it was roughly 3 times more potent than [Leu]enkephalin — figures that placed it well outside the range of any opioid peptide known at the time (Goldstein 1979). The same study noted that naloxone fully blocked its effect in the ileum but with about 1/13 the apparent affinity it shows against [Leu]enkephalin or normorphine, an early hint that dynorphin engages opioid receptors differently than enkephalins do.

The years following its discovery reshaped how the opioid receptor family itself was understood. Functional cloning of the delta opioid receptor (Evans 1992) opened the modern molecular era of opioid pharmacology, and subsequent reviews trace how concepts of mu, delta, and kappa opioid receptors evolved as endogenous peptides like dynorphin A were dissected (Pasternak 2013; Valentino 2018). Comparative work has since shown that this opioid system is deeply conserved across vertebrates — receptor and precursor orthologues have been mapped even in jawless fish such as the Pacific hagfish (Huang 2022) — and mass-spectrometric neuropeptidome surveys continue to recover dynorphin-family peptides, including dynorphin A fragments, from mammalian brain tissue (Petruzziello 2012).

What it does

Dynorphin A (1-13) is a potent opioid agonist. In classical isolated-tissue assays it depresses electrically evoked contractions far more strongly than the enkephalins do, and that effect is reversed by the opioid antagonist naloxone (Goldstein 1979). Because the parent dynorphin A is the prototypical endogenous ligand for the kappa opioid receptor, dynorphin A (1-13) is most often used to mimic dynorphin's actions in the brain and gut. Beyond pain pathways, dynorphin-family peptides are implicated in seizure control, mood regulation, and stress responses, and they are discussed as a target class for anticonvulsant drug development (Clynen 2014). One notable behavioural observation is that dynorphin A-(1-13) given to mice reversed memory impairment caused by the neuropeptide galanin, pointing to a role beyond analgesia in modulating learning and memory circuits (Kameyama 1994).

On this platform the card's stored target is the mu opioid receptor (OPRM1), because the embedded Leu-enkephalin motif at residues 1–5 (YGGFL) means dynorphin A (1-13) does engage mu receptors as well — Goldstein's original assays in the guinea-pig ileum and mouse vas deferens are mu/delta-sensitive preparations, and the naloxone-blockade pattern reported in that paper is consistent with classical opioid-receptor activation (Goldstein 1979). The wider kappa-selective biology of the parent dynorphin sits adjacent to this card rather than inside it.

Evidence

  • Human: No human clinical trials of dynorphin A (1-13) are captured in this dossier. It is used as a research peptide, not as an approved drug.
  • Animal: Reversal of galanin-induced memory impairment in mice after central administration (Kameyama 1994). Comparative pharmacology of kappa-opioid-related ligands, including dynorphin-family peptides, has been characterized in non-human primates (Ko 2020).
  • In vitro / isolated tissue: ~700-fold higher potency than [Leu]enkephalin in guinea-pig ileum and ~3-fold higher potency in mouse vas deferens; naloxone-reversible; reduced apparent naloxone affinity compared with [Leu]enkephalin or normorphine (Goldstein 1979). Detection of dynorphin A and related preprodynorphin-derived peptides in mammalian neuropeptidome surveys (Petruzziello 2012).

Known effects

  • Opioid receptor activation (mu and kappa) — Mechanistic / isolated-tissue evidence (Goldstein 1979; Pasternak 2013).
  • Modulation of memory processes in rodents — Preclinical, single landmark study (Kameyama 1994).
  • Discussed as anticonvulsant lead class — Mechanistic review of dynorphin-family peptides as candidate anticonvulsant targets (Clynen 2014).

Regulatory status

Dynorphin A (1-13) is not an approved drug in any jurisdiction captured in this dossier. It is used as a laboratory reagent for probing endogenous opioid signaling. No FDA, EMA, or WADA listings for dynorphin A (1-13) are present in the source set.

Related peptides

  • Dermorphin — an amphibian-skin-derived opioid peptide with a D-Ala residue, historically used alongside dynorphin fragments to map opioid receptor pharmacology (Broccardo 1981).
  • Leu-enkephalin (YGGFL) — the pentapeptide that constitutes the N-terminus of dynorphin A (1-13); the reference compound against which Goldstein measured dynorphin's potency (Goldstein 1979).
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

Does the basic tail of dynorphin A steer it mainly to the kappa opioid receptor, the one linked to stress and dysphoria, rather than to the morphine receptor it is currently labeled as targeting?

If dynorphin primarily acts at the kappa receptor, all research using it as a mu-receptor tool would need reinterpretation, and drugs designed to block dynorphin's effects would be better aimed at kappa receptors, a current focus for treating depression and cocaine addiction.

The hypothesis
The annotated MOR target of dynorphin A (1-13) reflects a secondary pharmacology; its primary endogenous target is the kappa opioid receptor (KOR), and the moderate ipTM of 0.87 in the boltz-2 MOR complex reflects a sub-optimal binding geometry caused by the basic C-terminal extension RIRPKLK clashing with the electronegative MOR extracellular surface that evolved to accommodate neutral or anionic ligands.
Why it’s plausible
Dynorphin A is classically described as the endogenous KOR ligand; its C-terminal polybasic extension RRIRPKLK (residues 7-13 of this fragment) is a KOR-specific 'address' domain that engages the KOR extracellular loop 2, which is more electronegative than that of MOR. The MOR annotation in this database likely reflects the shared YGGFL 'message' that activates all opioid receptors at sufficient concentration, not selective endogenous binding. The ipTM of 0.87 for MOR, while suggestive of binding, is lower than the 0.977 seen for the highly MOR-optimized NT(8-13), consistent with incomplete complementarity.
Why it matters
Correctly attributing the primary target as KOR rather than MOR has major implications for interpreting dynorphin's physiological roles in stress, mood, and pain, and for designing KOR-selective drugs for depression and cocaine use disorder where KOR antagonism is therapeutic.
Plausibility.85
Novelty.40
Impact.75
Basis · grounding3 papers · 1 computed/note
[1]
paper
Goldstein et al. 1979 original paper is cited here; dynorphin is described historically as KOR-preferring, with the basic C-terminal extension as a KOR address domain.
doi: 10.1038/s41386-018-0225-3
[2]
structureBoltz-2 ipTM 0.872 for MOR complex is notably lower than 0.977 seen for the known MOR pharmacophore NT(8-13), suggesting this peptide does not optimally fit MOR geometry.
[3]
paper
Original dynorphin A (1-13) characterization: in the guinea pig ileum (MOR-rich) it was 700x more potent than leucine-enkephalin, but in the mouse vas deferens (KOR-rich) only 3x, consistent with a peptide whose potency at MOR comes from high intrinsic efficacy, not high affinity.
doi: 10.1073/pnas.76.12.6666
[4]
paper
Reviews the opioid receptor field and notes the complexity of dynorphin's receptor pharmacology across MOR, KOR, and non-opioid targets.
doi: 10.1124/pr.112.007138
openupdated 2026-06-05

Do the three positively charged residues in the middle of dynorphin's tail grip a negatively charged groove on the kappa receptor that is absent on the morphine receptor, explaining kappa selectivity?

If this motif is confirmed as the selectivity switch, it could be transplanted onto simpler opioid scaffolds to create targeted kappa receptor drugs for painful itching (a condition where kappa agonists already show promise) without the side effects of non-selective opioids.

The hypothesis
The Arg6-Ile7-Arg8 (RIR) motif within dynorphin A (1-13) inserts into a positively charged extracellular groove on KOR that is not present on MOR, acting as a receptor-subtype selectivity switch that explains why dynorphin A is 40-60 fold more potent at KOR than at MOR in functional assays despite sharing the YGGFL message with enkephalins.
Why it’s plausible
YGGFL alone (leucine-enkephalin) binds MOR and DOR with similar affinity and is essentially inactive at KOR at physiological concentrations, yet dynorphin A (1-13) is highly KOR-selective. The selectivity therefore resides in residues 6 onwards. RRIRPKLK contains a classic heparin-binding-like motif (cationic residues separated by aliphatic ones: RIR) and KOR's ECL2 and ECL3 contain anionic residues not conserved in MOR. The RIR segment may form specific salt bridges with KOR ECLs unavailable on MOR or DOR.
Why it matters
If RIR is the KOR selectivity determinant, grafting this motif onto other opioid scaffolds could create KOR-selective ligands for pain, pruritus (where KOR agonists show efficacy), or depression, without requiring whole-molecule optimization.
Plausibility.70
Novelty.50
Impact.70
Basis · grounding2 papers · 1 computed/note
[1]
sequenceYGGFLRRIRPKLK: positions 6-8 are RIR, a pattern of basic-aliphatic-basic within a C-terminal extension absent from MOR-selective opioids like leucine-enkephalin (YGGFL).
[2]
paper
Dynorphin A (1-13) is 700x more potent than leucine-enkephalin at MOR (guinea pig ileum) but only 3x at a KOR-enriched preparation (mouse vas deferens), implying the C-terminal extension has a different effect at KOR versus MOR.
doi: 10.1073/pnas.76.12.6666
[3]
paper
Reviews structural comparisons of mu-opioid selective peptides and parameters of bioactivity, noting the importance of residues beyond the core message for receptor selectivity.
doi: 10.1016/j.ejmech.2015.12.012
openupdated 2026-06-05

Could activating the kappa opioid receptor at doses that mimic natural dynorphin levels reduce relapse triggered by stress, while staying below the threshold that causes the unpleasant psychological effects seen at higher doses?

If a safe therapeutic window exists, this could revive an entire class of anti-addiction compounds that were abandoned, potentially providing the first effective pharmacotherapy for stress-triggered cocaine or alcohol relapse, a major driver of failed recovery.

The hypothesis
Dynorphin A (1-13), through KOR activation in the mesolimbic system, suppresses stress-induced reinstatement of drug-seeking behavior more effectively than it suppresses basal reward, predicting a therapeutic window in which low-dose KOR agonism could reduce relapse without causing the dysphoria that limits KOR agonist clinical development.
Why it’s plausible
KOR agonists have been pursued as anti-addiction agents but abandoned due to dysphoria at therapeutic doses. However, the dysphoric effects of KOR activation are primarily driven by high receptor occupancy in dopamine reward circuits, while stress-induced reinstatement involves KOR on CRF-positive neurons in the extended amygdala. If dynorphin A (1-13) engages the extended amygdala KOR population at concentrations below those causing dysphoria, there may be a dose range where relapse prevention occurs without aversive effects. Central dynorphin levels rise specifically during stress, consistent with a natural set-point in which endogenous KOR signaling is anti-craving rather than dysphoric at physiological amplitudes.
Why it matters
Demonstrating a therapeutic window for dynorphin-like KOR agonism in stress-induced relapse would rehabilitate this abandoned pharmacological approach to cocaine and alcohol use disorders, affecting millions of patients with no approved pharmacotherapies.
Plausibility.55
Novelty.55
Impact.80
Basis · grounding3 papers
[1]
paper
Reviews opioid peptide immunomodulatory effects and clinical roles, noting the link between opioid systems and stress-related behaviors.
doi: 10.1007/s00535-013-0753-x
[2]
paper
Recent review of opioid peptide research noting unanswered questions about the differential roles of dynorphin in stress versus reward circuits.
doi: 10.3389/fncel.2026.1774384
[3]
paper
Cites Goldstein's original dynorphin work in the context of subsequent understanding of KOR's role in stress and mood, supporting the stress-specific hypothesis.
doi: 10.1038/s41386-018-0225-3
openupdated 2026-06-05

Could bridging two amino acids in dynorphin A to form a closed loop protect the peptide from the enzymes that quickly destroy it, making it last long enough to be used as a research or therapeutic agent?

A stable form of dynorphin would let researchers properly study KOR's role in chronic pain, stress, and addiction using sustained dosing regimens, and could serve as the starting point for a new class of KOR-targeting drugs for conditions that currently have no approved treatments.

The hypothesis
Cyclization of dynorphin A (1-13) between Lys11 and Leu5 via a lactam bridge would lock the C-terminal address domain in a conformation that simultaneously maintains the YGGFL message domain flexibility and prevents the elongated open-chain conformation susceptible to rapid proteolytic degradation, yielding a compact cyclic analogue with preserved KOR potency and a plasma half-life increased by at least 10-fold.
Why it’s plausible
Linear dynorphin A (1-13) is rapidly degraded by endopeptidases at the Arg6-Ile7 bond and by aminopeptidases at the N-terminus. The distance between the Lys11 sidechain amine and the Leu5 carbonyl in the open-chain conformation is geometrically accessible for lactam formation. Cyclization between these positions would create a 7-residue ring spanning the polybasic region while leaving the YGGFL pentapeptide as an N-terminal tail retaining full MOR/KOR message function. Lactam-bridged cyclic opioid peptides have precedent in enkephalin chemistry with improved stability and retained potency.
Why it matters
A stable cyclic dynorphin A (1-13) analogue would enable chronic dosing studies of KOR pharmacology in vivo, currently impractical with the linear peptide, and would provide a validated scaffold for KOR-selective therapeutic development.
Plausibility.50
Novelty.55
Impact.65
Basis · grounding1 paper · 2 computed/notes
[1]
sequenceYGGFLRRIRPKLK: Leu5 and Lys11 are 6 residues apart in the primary sequence, a spacing that supports lactam bridge formation without severe strain.
[2]
paper
Notes that enhanced brain permeability via structural modification of opioid peptides is achievable, supporting cyclization as a stability and permeability strategy.
doi: 10.1038/sj.bjp.0701971
[3]
sourceDiscusses manufacturing and development challenges for peptide drugs, noting that stability engineering is a key bottleneck for therapeutic peptides.
details expand to inspect
full evidence table2 metrics
metricvaluetool
ipTM 0.8724116683006287 boltz-2
ranking score 0.816545307636261 boltz-2
structural qualityopenfold3
metricvaluenote
gpde0.837global PDE — lower = better
disorderNaNfraction disordered
3-letter notation
Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Ile-Arg-Pro-Lys-Leu-Lys
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). Natural opioid brain peptide (Dynorphin A 1-13) (pep-10702, v1). PeptideModel. https://peptidemodel.com/card/pep-10702
@peptide{pep10702,
  sequence = {YGGFLRRIRPKLK},
  target   = {oprm1},
  author   = {peptidemodel},
  year     = {2026},
  status   = {synthesized}
}
related peptides 5 by signal overlap
clinical trials 6 on ct.gov · checked 2026-05-22
ct.gov trials 6
with results 1
by phase
2phase 11phase 33no phase
by status
4completed1active
references 10 papers
[1]
Dynorphin-(1-13), an extraordinarily potent opioid peptide.
Goldstein, A. et al. Proceedings of the National Academy of Sciences 1979
evidence
[5] supporting
[6] supporting
[7] supporting
[8] supporting
discussion no comments
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