pe
pep-10708 v1 CC-BY-SA-4.0

Gut-hormone fragment for lab research (CCK octapeptide 2-8, desulfated)

A lab-made snippet of the gut hormone CCK, used to study how CCK tells the brain you're full and triggers digestion. Research tool only.

statusbioassayed targetCCKAR length7 aa refs11
status 4 / 5 · 2 verified on platform
prediction metrics boltz-2 1.0
ipTM0.979
pTM0.871
avg pLDDT76.2
ranking score0.806
STRUCTURE · PEP-10708 × CCKAR
ranking0.806
target interface 4.5Å peptide drag rotate · ctrl+scroll zoom · right-click pan
boltz-2 1.0 · mmCIF ↓ download
sequence7 aa
157
YMGWMDF
overview readme

What this is

Cholecystokinin Octapeptide (2-8) (desulfated) is a research-grade laboratory peptide used to study how the gut hormone cholecystokinin (CCK) talks to its two different receptors. CCK is the hormone the small intestine releases after a fatty or protein-rich meal — it triggers gallbladder contraction, drives the pancreas to release digestive enzymes, and signals "I've eaten enough" to the brain via the vagus nerve. This particular molecule is the seven-residue tail end of CCK (YMGWMDF) with one critical modification deliberately missing: the sulfate group that normally decorates the tyrosine. The stored sequence also omits the C-terminal amide (-NH₂) cap that is present on the biologically active form. Because the tyrosine sulfate is what gives native CCK its high-affinity grip on the CCK-1 receptor (the one that drives gallbladder, pancreas, and satiety responses), the desulfated form loses most of that activity while retaining binding at the CCK-2 receptor — making it a useful tool for separating those two pathways in the lab. It is not a therapeutic and has no approved human use (Rehfeld, Frontiers in Endocrinology, 2017; Miller and Desai, Frontiers in Endocrinology, 2021).

History

CCK was identified in 1928 by Ivy and Oldberg as the intestinal factor that contracted the gallbladder — "cholecystokinin" literally meaning "gallbladder-mover." A separate "pancreozymin" activity reported in 1943 was eventually shown to be the same molecule. In the 1960s, Viktor Mutt and Erik Jorpes at the Karolinska Institute sequenced the 33-residue form (CCK-33) after large-scale extraction from porcine small intestine and identified the sulfated C-terminal heptapeptide as the minimal sequence carrying full receptor activity (Reeve and colleagues, Annals of the New York Academy of Sciences, 1994; Chandra and Liddle, Current Opinion in Endocrinology, Diabetes & Obesity, 2007). Subsequent receptor pharmacology in the 1980s and 1990s established that the sulfate on the tyrosine is the primary determinant of CCK-1 receptor potency, while the CCK-2 (gastrin) receptor binds sulfated and desulfated forms with similar affinity (Miller and colleagues, Pharmacology & Therapeutics, 2008). Desulfated heptapeptide fragments like the molecule on this card entered the literature as tool compounds to dissect which CCK actions depend on sulfation (CCK-1) and which do not (CCK-2).

What it does

The native, sulfated heptapeptide reproduces the classical CCK actions — gallbladder contraction, pancreatic enzyme secretion, slowed gastric emptying, and vagal-afferent satiety signaling (Miller and Desai, Frontiers in Endocrinology, 2021). Removing the tyrosine sulfate, as in this card's sequence, collapses high-affinity binding at the CCK-1 receptor while leaving binding at the CCK-2 (gastrin) receptor largely intact (Miller and colleagues, Pharmacology & Therapeutics, 2008; Cawston and Miller, British Journal of Pharmacology, 2010). The practical consequence is that the desulfated heptapeptide is much weaker at producing the satiety, gallbladder, and pancreatic responses driven by CCK-1, and is used instead as a CCK-2-preferring ligand for in vitro and animal studies of receptor-subtype contributions.

Evidence

  • Human: No therapeutic role. The only CCK-derived peptide with an approved human indication is sincalide — the sulfated CCK-8 octapeptide, used as a diagnostic agent for gallbladder imaging; it is a distinct molecule from the desulfated heptapeptide on this card (Miller and Desai, Frontiers in Endocrinology, 2021). Human pharmacology of the CCK-2 receptor has been studied with selective small-molecule antagonists rather than this peptide; Grasing and colleagues reported single- and multiple-dose pharmacokinetics and tolerability of the CCK-2 antagonist L-365,260 in healthy volunteers, alongside readouts on anxiety, hunger, and cognition (Journal of Clinical Pharmacology, 1996).
  • Animal: The CCK-1/CCK-2 discrimination that distinguishes sulfated from desulfated CCK heptapeptide has been mapped extensively in rodent satiety, gallbladder, and gastric-acid models; mouse CCK-2 receptor structure and expression were characterized by Lay and colleagues (Biochemical and Biophysical Research Communications, 2000).
  • In vitro: Sulfated CCK-8 binds the CCK-1 receptor with sub-nanomolar to low-nanomolar affinity; desulfation produces an approximately three-orders-of-magnitude loss of CCK-1 affinity while CCK-2 affinity is essentially preserved (Miller and colleagues, Pharmacology & Therapeutics, 2008; Cawston and Miller, British Journal of Pharmacology, 2010). This differential is the molecular basis for treating the desulfated heptapeptide as a CCK-2-preferring probe.

Mechanism

CCK-1 (CCKAR) and CCK-2 (CCKBR / gastrin receptor) are both Gq-coupled class A G-protein-coupled receptors that signal through phospholipase C, IP₃, intracellular calcium release, and protein kinase C (Miller and colleagues, Pharmacology & Therapeutics, 2008). They diverge sharply in how they read the ligand's N-terminal region: CCK-1 uses a binding pocket that makes direct contact with the sulfated tyrosine, so removing the sulfate severely reduces affinity, whereas CCK-2 does not require the sulfate and binds CCK-8, desulfated CCK-8, the tetrapeptide CCK-4, and gastrin with comparable affinity (Cawston and Miller, British Journal of Pharmacology, 2010; Rehfeld, Frontiers in Endocrinology, 2017). CCK-2 is expressed in the stomach (where it is the gastrin receptor driving acid secretion via histamine release from enterochromaffin-like cells), in brain regions implicated in anxiety, panic, and nociception, and ectopically in several tumor types — properties that have made CCK-2-binding peptide derivatives an active focus for radiolabeled imaging and targeted radiotherapy (Roosenburg and colleagues, Amino Acids, 2011; Fani and Maecke, Theranostics, 2012; Bian and colleagues, Theranostics, 2025). Native CCK peptides — including the heptapeptide — are cleared from circulation in minutes by proteolysis and renal excretion, which is why endogenous CCK acts mainly as a local vagal-paracrine signal rather than a long-range circulating hormone (Reeve and colleagues, Annals of the New York Academy of Sciences, 1994).

Known effects

  • CCK-1 receptor binding — Sharply reduced versus the sulfated parent; the desulfated heptapeptide retains only weak CCK-1 activity (Miller and colleagues, Pharmacology & Therapeutics, 2008).
  • CCK-2 receptor binding — Largely preserved; useful as a CCK-2-preferring ligand in vitro (Cawston and Miller, British Journal of Pharmacology, 2010).
  • Satiety, gallbladder contraction, pancreatic enzyme secretion — Weak compared with sulfated CCK-8, because these effects are CCK-1-dominated (Miller and Desai, Frontiers in Endocrinology, 2021).
  • Research scaffold for CCK-2-targeted radiotheranostics — The C-terminal CCK heptapeptide/octapeptide is the structural starting point for CCK-2 receptor imaging agents and targeted radiotherapy candidates against CCK-2-expressing tumors (Roosenburg and colleagues, Amino Acids, 2011; Fani and Maecke, Theranostics, 2012; Bian and colleagues, Theranostics, 2025).

Safety signals

The desulfated CCK heptapeptide has no human therapeutic exposure history of its own. Adjacent safety information in the literature covers the sulfated parent (sincalide — abdominal cramping, nausea, and transient gastrointestinal symptoms during diagnostic infusion) and CCK-2-targeted small-molecule antagonists studied in healthy-volunteer trials (Grasing and colleagues, Journal of Clinical Pharmacology, 1996). No carcinogenicity or chronic-toxicity dataset exists for the desulfated heptapeptide as a discrete agent.

Regulatory status

  • US: No FDA-approved use for the desulfated heptapeptide. The only CCK-derived compound with an FDA indication is sincalide (sulfated CCK-8, brand name Kinevac), approved for diagnostic gallbladder scintigraphy and pancreatic exocrine function testing — a different molecule from the one on this card.
  • Therapeutic CCK-1 agonists: Multiple development programs for obesity and gastrointestinal disorders reached clinical trials and were discontinued; no CCK-1 agonist has reached approval, with rapid receptor tachyphylaxis and a narrow tolerability window cited as the dominant failure modes (Miller and Desai, Frontiers in Endocrinology, 2021).
  • WADA: CCK is not specifically named on the Prohibited List; the S2 category (peptide hormones, growth factors, and their mimetics) is written broadly enough that performance- or appetite-related off-label use of CCK-family peptides could fall within its scope.

Related peptides

  • Gastrin — endogenous CCK-2 receptor agonist produced by gastric G-cells; shares the C-terminal Trp-Met-Asp-Phe-NH₂ pharmacophore with CCK, which is the molecular reason CCK-2 is also called the gastrin receptor (Miller and colleagues, Pharmacology & Therapeutics, 2008).
  • Sincalide (sulfated CCK-8) — the active hormone analog approved as a diagnostic gallbladder-contraction agent; the direct contrast molecule for this card, with sulfation and the C-terminal amide intact.
  • GLP-1 — postprandial gut hormone with overlapping satiety function; succeeded clinically as a weight-loss target where CCK-1 agonism repeatedly failed (Miller and Desai, Frontiers in Endocrinology, 2021).

Open questions

  • Whether engineered CCK-2-selective peptide ligands built on the desulfated heptapeptide scaffold can deliver durable, on-target imaging or therapeutic effects against CCK-2-expressing tumors without engaging residual CCK-1 signaling (Roosenburg and colleagues, Amino Acids, 2011; Bian and colleagues, Theranostics, 2025).
  • Whether allosteric CCK-1 modulators — distinct from orthosteric agonists like CCK-8 — can separate satiety from tachyphylaxis and tolerability limits, a question raised by repeated failures of full CCK-1 agonist programs (Cawston and Miller, British Journal of Pharmacology, 2010; Miller and Desai, Frontiers in Endocrinology, 2021).
  • The relative contribution of central versus peripheral CCK-2 signaling to anxiety, panic, and nociception remains mechanistically implicated but clinically undruggable (Lay and colleagues, Biochemical and Biophysical Research Communications, 2000).
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 swapping the missing sulfate on the end of this modified CCK fragment with a similar but enzyme-resistant chemical group make a stable version that fully activates the hunger-suppressing CCK receptor?

If true, this approach could yield a peptide-based appetite suppressant that works by mimicking a natural fullness signal, potentially offering a new route to treating obesity with fewer side effects than current drugs.

The hypothesis
Replacing Tyr1 of desulfated CCK 2-8 with a phosphotyrosine mimic (e.g., sulfotyrosine, fluorosulfotyrosine, or a phosphonate) within the YMGWMDF scaffold would restore high-affinity CCKAR binding while yielding a compound more resistant to phosphatase cleavage than native sulfated CCK-8, generating a metabolically stable dual CCKAR/CCKBR agonist.
Why it’s plausible
The readme and literature establish that tyrosine sulfation is the key determinant of CCKAR affinity. Metabolic instability of the native sulfopeptide limits its therapeutic use. A non-hydrolyzable sulfate or phosphate mimic at Tyr1 of YMGWMDF would restore the electrostatic and steric requirements for CCKAR engagement without the metabolic liability. The short 7-mer scaffold is chemically tractable for such substitutions.
Why it matters
CCKAR agonists have therapeutic potential in obesity (satiety) and pancreatic insufficiency. A stable CCKAR-active 7-mer would be a major advance over the rapidly cleared native peptides used in current research.
Plausibility.70
Novelty.50
Impact.75
Basis · grounding1 paper · 2 computed/notes
[1]
noteReadme explicitly identifies tyrosine sulfate as the key pharmacophore for CCKAR selectivity and notes the stored compound lacks both sulfate and C-terminal amide.
[2]
sequenceYMGWMDF at 7 residues is short enough to be synthesized cost-effectively with non-natural amino acids including sulfotyrosine or phosphotyrosine mimics.
[3]
paper
Functional amylase-release assay comparing CCK isoforms provides a validated pharmacological readout to test whether restored CCKAR activity in an engineered analog is functionally equivalent to native CCK-8.
doi: 10.1111/j.1749-6632.1994.tb44047.x
openupdated 2026-06-05

Is the apparent ability of this modified CCK fragment to weakly activate the gallbladder/satiety receptor (CCK-1) merely a result of using too-high concentrations in experiments, rather than a real biological interaction?

If true, results from past studies using this peptide to investigate appetite, anxiety, and digestion would need to be reinterpreted, and researchers could use the compound more confidently to study CCK-2-specific biology, including its roles in the brain's fear and reward circuits.

The hypothesis
Desulfated CCK octapeptide 2-8 (YMGWMDF), lacking the tyrosine sulfate required for high-affinity CCKAR engagement, achieves its residual CCKBR (CCK-2 receptor) selectivity primarily through the Trp4-Met5-Asp6-Phe7 C-terminal tetrapeptide, and any remaining CCKAR activity is an artefact of supraphysiological concentrations rather than a distinct binding mode.
Why it’s plausible
The readme states that desulfation causes loss of high-affinity CCKAR binding while retaining CCKBR activity. The sequence YMGWMDF retains the Trp and Phe residues implicated in receptor engagement. If the residual low-affinity CCKAR binding seen in some assays is purely concentration-dependent rather than reflecting an alternative binding pose, then this compound is a more pure CCKBR tool than typically credited, which matters for interpreting mixed-receptor pharmacology studies.
Why it matters
Pharmacological separation of CCKAR and CCKBR pathways is central to understanding satiety, anxiety, and pancreatic function. If YMGWMDF is purer in CCKBR selectivity than assumed, prior studies attributing mixed effects to CCK signaling may need reassignment.
Plausibility.70
Novelty.45
Impact.60
Basis · grounding3 computed/notes
[1]
noteReadme explicitly states desulfation abolishes high-affinity CCKAR binding while retaining CCKBR activity, establishing the selectivity basis.
[2]
structureipTM=0.979 against annotated CCKAR is paradoxically very high despite the readme noting CCKAR selectivity is lost without sulfation, suggesting the structure-prediction is capturing a low-affinity pose or the receptor annotation may be partially incorrect for the desulfated form.
[3]
sequenceSequence YMGWMDF: Tyr1 lacks sulfate, Trp4 and Phe7 are the aromatic residues most implicated in receptor contact; Met2, Gly3, Met5 form the middle scaffold.
openupdated 2026-06-05

Could this desulfated gut-hormone fragment, which activates only the brain form of the CCK receptor and not the digestive form, help researchers map the specific brain pathways that cause anxiety and panic attacks?

If true, scientists could use this compound to cleanly study the brain circuits involved in anxiety and panic, without the confusing gut side effects of the natural hormone. This could accelerate development of better anti-anxiety drugs that target the CCK system.

The hypothesis
CCKBR activation by desulfated CCK 2-8 (YMGWMDF) in the brain may modulate anxiety and panic responses through endogenous CCK-2 pathways, and the compound's inability to activate CCKAR removes the confounding peripheral satiety and gallbladder signals, making it a more brain-selective pharmacological probe for CCK-2-mediated anxiogenesis than sulfated CCK-8.
Why it’s plausible
CCKBR (CCK-2) is highly expressed in limbic regions including amygdala and hippocampus and is implicated in anxiety and panic. The literature snippet from doi:10.1038/32904 describes behavioral studies in a CCK receptor context. The desulfated form's loss of CCKAR activity means peripheral satiety-related effects (gallbladder contraction, pancreatic enzyme release) are minimized, allowing cleaner attribution of central behavioral effects to CCKBR. This has not been exploited systematically.
Why it matters
CCK-2 antagonists have been explored as anxiolytics. A selective CCKBR agonist probe (this compound) could help map the anxiogenic circuit, clarifying which specific neuronal populations drive CCK-mediated panic.
Plausibility.70
Novelty.40
Impact.65
Basis · grounding1 paper · 2 computed/notes
[1]
sourceBehavioral studies in temperature/humidity-controlled environment testing CCK receptor-related animals suggest CCK receptor pharmacology has established behavioral readouts in rodent models.
[2]
noteReadme confirms CCKBR selectivity of the desulfated form and its use as a tool to separate CCK-1 and CCK-2 pathways.
[3]
paper
Molecular pharmacology of GPCR themed section provides context for receptor-selective pharmacology of CCK receptors.
doi: 10.1111/j.1476-5381.2009.00489.x
openupdated 2026-06-05

Could this modified gut peptide interact with the main CCK digestion receptor at a completely different binding pocket from where the natural hormone docks, potentially explaining puzzling low-level activity seen in some experiments?

If true, this would reveal a new docking site on an important digestive receptor, potentially enabling chemists to design simpler, non-sulfated drugs that could be taken by mouth to treat obesity, pancreatitis, or irritable bowel syndrome.

The hypothesis
The paradoxically high structure-prediction confidence (ipTM=0.979) for desulfated CCK 2-8 at CCKAR reflects a real but low-affinity allosteric binding mode at a site that does not require tyrosine sulfate, distinct from the orthosteric sulfopeptide binding site, and this allosteric engagement could partially explain residual CCKAR activity observed at high concentrations.
Why it’s plausible
The readme states the desulfated form loses high-affinity CCKAR binding, yet the Boltz-2 complex prediction gives ipTM=0.979, indicating a stable predicted binding pose. If this is not an artefact, it implies the receptor has a secondary docking region accessible to the desulfated peptide that the sulfate-dependent orthosteric site masks or competes with. Allosteric sites on CCKARs are increasingly recognized.
Why it matters
Discovery of an allosteric CCKAR binding mode accessible without tyrosine sulfation would be mechanistically novel and could guide development of non-sulfated small-molecule modulators with oral bioavailability, addressing a key limitation of sulfopeptide drugs.
Plausibility.35
Novelty.70
Impact.60
Basis · grounding1 paper · 2 computed/notes
[1]
structureipTM=0.979 is very high confidence for a compound the readme describes as having lost high-affinity CCKAR activity, suggesting either prediction artefact or a real alternative binding geometry.
[2]
noteReadme explicitly states high-affinity CCKAR binding requires the tyrosine sulfate, implying the predicted pose (if real) must be at a site independent of sulfate contacts.
[3]
paper
Comparison of CCK-58 and CCK-8 potencies for amylase release confirms CCKAR functional readouts are well-established, providing a framework in which allosteric modulation could be distinguished from orthosteric agonism by efficacy profiling.
doi: 10.1111/j.1749-6632.1994.tb44047.x
details expand to inspect
full evidence table2 metrics
metricvaluetool
ipTM 0.9792879223823547 boltz-2
ranking score 0.8055791854858398 boltz-2
structural qualityopenfold3
metricvaluenote
gpde0.759global PDE — lower = better
disorderNaNfraction disordered
3-letter notation
Tyr-Met-Gly-Trp-Met-Asp-Phe
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). Gut-hormone fragment for lab research (CCK octapeptide 2-8, desulfated) (pep-10708, v1). PeptideModel. https://peptidemodel.com/card/pep-10708
@peptide{pep10708,
  sequence = {YMGWMDF},
  target   = {cckar},
  author   = {peptidemodel},
  year     = {2026},
  status   = {bioassayed}
}
related peptides 3 by signal overlap
clinical trials 13 on ct.gov · checked 2026-05-22
ct.gov trials 13
with results 3
PubMed RCT 12
by phase
1phase 11phase 48no phase
by status
5completed3recruiting1terminated
references 11 papers
[1]
Natural and Synthetic CCK‐58
REEVE, J. et al. Annals of the New York Academy of Sciences 1994
supporting
[8]
Structure and Developmental Expression of the Mouse CCK-B Receptor Gene
Lay, J. et al. Biochemical and Biophysical Research Communications 2000
supporting
[10]
Cholecystokinin
Chandra, R. et al. Current Opinion in Endocrinology, Diabetes & Obesity 2007
supporting
discussion no comments
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