pe
pep-10783 v1 CC-BY-SA-4.0

Cell-grip blocker related to Cilengitide (cycloRGDFC)

A small ring-shaped peptide that interferes with the molecular handles cells use to grip their surroundings, an approach being explored to slow tumor growth; experimental, not an approved drug.

statuscomputed targetTISSUE-REPAIR length5 aa refs8
status 2 / 5
prediction metrics boltz-2 2.2.1
ipTM0.000
pTM0.233
avg pLDDT71.6
ranking score0.619
STRUCTURE · PEP-10783 × TISSUE-REPAIR
ranking0.619
?
RECEPTOR UNKNOWN
peptide conformation only · no target structure
target interface 4.5Å peptide drag rotate · ctrl+scroll zoom · right-click pan
sequence5 aa
15
RGDFC
in the news 11 articles
overview readme

What this is

cycloRGDFC is a designed five-residue cyclic peptide built around the RGD motif — the short Arg-Gly-Asp sequence that many proteins in the body use to grab onto cells through receptors called integrins (Ruoslahti 1996). It is described here as an analog of Cilengitide, the first small-molecule cyclic-RGD drug candidate, which reached late-stage cancer trials as an integrin inhibitor (Mas-Moruno 2010). The stored sequence "RGDFC" is the bare backbone — the active form is cyclized (most commonly head-to-tail or through a disulfide/thioether involving the C-terminal Cys), and the phenylalanine at position 4 is the D-isomer, mirroring the c(RGDfV) design pattern that gave Cilengitide its potency.

History

The RGD tripeptide was identified by Erkki Ruoslahti's group in the 1980s as the minimal cell-attachment site shared across fibronectin, vitronectin, fibrinogen and many other adhesive proteins; roughly half of the 20+ known integrins recognize this sequence (Ruoslahti 1996). Linear RGD peptides bind integrins only weakly and non-selectively. To fix that, Kessler and colleagues developed "spatial screening" in the early 1990s, cycling and rigidifying RGD-containing pentapeptides to lock the side-chains into the geometry preferred by a single integrin subtype. The resulting c(RGDfV) — a cyclic pentapeptide with a D-phenylalanine at position 4 — was the first superactive αvβ3 inhibitor, reported to be 100- to 1000-fold more potent than linear RGD peptides and highly selective against the platelet integrin αIIbβ3. Cilengitide is the N-methylated derivative c(RGDf(NMe)V) and entered clinical phase III for glioblastoma and phase II for several other tumors (Mas-Moruno 2010). cycloRGDFC sits in this same chemical lineage: a cyclic RGD pentapeptide with D-Phe at position 4, but with cysteine in place of valine.

What it does

In the body, integrins on the surface of cells (especially endothelial cells lining new blood vessels, and cells migrating into a wound) latch onto matrix proteins by recognizing exposed RGD sequences. A cyclic RGD peptide drug acts as a decoy ligand: it occupies the integrin's RGD-binding pocket without delivering the structural cues a real matrix protein would, blocking cell adhesion, migration and angiogenic signaling through αvβ3 and related αv-class integrins (Mas-Moruno 2010, Ruoslahti 1996). The Cys at position 5 of cycloRGDFC provides a free thiol that is commonly used as a handle for further conjugation — for example, attaching the peptide to a larger scaffold, a fluorophore, or a surface — while preserving the RGD binding face.

Mechanism

The αvβ3, αvβ5 and α5β1 integrins are the principal RGD-recognizing receptors targeted by Cilengitide and its close analogs (Mas-Moruno 2010). Cyclization plus the D-amino acid at position 4 forces the RGD side-chains into a kinked turn conformation that fits the αvβ3 binding cleft and disfavors binding to αIIbβ3, the bleeding-risk platelet integrin. Subsequent work on macrocyclic RGD ligands — for example, head-to-side-chain cyclic peptides assembled by sortase A-mediated ligation — has continued to refine this scaffold for both potency and selectivity at αvβ3 (Wu 2017).

The raw five-letter sequence stored on this card (RGDFC) does not, on its own, capture two features that matter biologically: the macrocyclic backbone (the peptide is closed into a ring, typically using the Cys side chain or head-to-tail amide closure) and the D-stereochemistry at position 4 (the F is D-Phe, not L-Phe). Without those, this would be a weak linear peptide rather than a high-affinity integrin ligand.

Evidence

  • Human: No human studies of cycloRGDFC itself are present in the dossier. The parent compound Cilengitide (c(RGDf(NMe)V)) reached phase III in glioblastoma and phase II in several other tumor types as of the Mas-Moruno 2010 review.
  • Animal: No animal studies of this specific analog are present in the dossier.
  • In vitro: The cyclic RGD pentapeptide scaffold from which cycloRGDFC is derived was reported as a 100- to 1000-fold more potent αvβ3 inhibitor than linear RGD references, with high selectivity over αIIbβ3 (Mas-Moruno 2010). Macrocyclic RGD peptides built on related backbones retain potent and selective αvβ3 binding (Wu 2017).

Known effects

  • αv-integrin binding (αvβ3, αvβ5, α5β1) — Established for the parent c(RGDfV) / Cilengitide scaffold (Mas-Moruno 2010). This specific analog has not been independently characterized in the dossier.
  • Anti-angiogenic activity — Mechanism-level only, inferred from the parent compound; not measured for this exact peptide in the dossier.
  • Conjugation handle (Cys thiol) — Structural feature of this analog; biological consequences are application-dependent.

Open questions

  • Binding affinity (IC50 / Ki) of cycloRGDFC at αvβ3, αvβ5 and α5β1 vs. the reference c(RGDfV) — not reported in the dossier.
  • Cyclization chemistry assumed in this card (disulfide via Cys5? thioether? head-to-tail amide with Cys retained as a free-thiol pendant?) — the platform sequence does not disambiguate; primary characterization is needed.
  • Whether the Phe→Cys substitution at position 5 (relative to Cilengitide's Val) preserves αvβ3 selectivity over αIIbβ3, or shifts the integrin-subtype profile.
  • Relevance of an αv-integrin ligand to the card's declared "tissue-repair" target — RGD/integrin biology is involved in cell adhesion during wound healing, but no specific tissue-repair data for this peptide is in the dossier.

Related peptides

  • The parent scaffold c(RGDfV) and the clinical compound Cilengitide (c(RGDf(NMe)V)) — the historical templates this analog is built from (Mas-Moruno 2010).
  • Other macrocyclic RGD peptides developed as αvβ3 ligands (Wu 2017).
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

Can this peptide selectively dial down the signaling that causes excess scar tissue, while leaving the process that closes the wound surface intact?

A treatment that reduces scarring without slowing wound closure would be valuable for burns, surgical patients, and people prone to keloids, where current options force a tradeoff between healing speed and scar quality.

The hypothesis
cycloRGDFC accelerates wound closure in fibrotic tissue not by blocking all integrin signaling but by transiently inhibiting αvβ3-mediated TGF-β1 activation, thereby reducing myofibroblast persistence while allowing αvβ5-dependent re-epithelialization to proceed normally.
Why it’s plausible
αvβ3 and αvβ5 are both expressed in healing wounds but have distinct roles: αvβ3 on fibroblasts/endothelial cells activates latent TGF-β1 via mechanical tension, driving fibrosis; αvβ5 on keratinocytes mediates re-epithelialization via a separate RGD-binding mode. If cycloRGDFC has the αvβ3 selectivity suggested by its c(RGDf) scaffold ancestry, it could uncouple these two arms of repair. The annotated target 'tissue-repair' is consistent with this dual-outcome hypothesis. Cilengitide's failure in glioblastoma was partly attributed to non-selective integrin blockade disrupting vessel normalization; a selectivity-tuned analog could avoid this.
Why it matters
Selective αvβ3 blockade during wound healing could reduce scar formation without impairing re-epithelialization, addressing the major clinical unmet need of scarless wound healing in burn patients and surgical incisions.
Plausibility.60
Novelty.65
Impact.80
Basis · grounding2 papers · 1 computed/note
[1]
notecycloRGDFC is annotated for tissue-repair, and its design is explicitly linked to Cilengitide, whose clinical failures in cancer highlighted the importance of integrin selectivity
[2]
paper
Multiple integrin subtypes recognize RGD and have distinct tissue distributions and signaling outputs; fibronectin receptor integrins are central to fibroblast behavior
doi: 10.1146/annurev.cellbio.12.1.697
[3]
paper
Selectivity between αvβ3 and αIIbβ3 is achievable by cyclic RGD scaffold geometry, implying analogous selectivity between αvβ3 and αvβ5 may be engineered
doi: 10.2174/187152010794728639
openupdated 2026-06-05

Does the unique ring shape of cycloRGDFC make it home in on the integrin found on tumor vessels while leaving the platelet integrin largely alone?

If true, the peptide could block tumor blood-vessel growth without raising the bleeding risk that troubled earlier RGD drugs, making it a safer candidate for cancer therapy.

The hypothesis
The cyclic RGDFC peptide selectively engages integrin αvβ3 over αIIbβ3 due to the constrained geometry imposed by cyclization through the Cys residue, with the D-Phe at position 4 narrowing the RGD presentation angle to fit the tighter αvβ3 binding cleft rather than the wider αIIbβ3 site.
Why it’s plausible
Structural studies of integrin RGD-binding pockets show that αIIbβ3 has a broader Cα separation at the RGD site than αvβ3. Cyclic pentapeptides with D-Phe at position 4, as in the c(RGDfX) scaffold, preferentially match αvβ3 geometry. The Cys in cycloRGDFC enables a head-to-sidechain thioether or disulfide cyclization distinct from the amide-only cycle of Cilengitide, which could alter the RGD loop dihedral and shift selectivity. Since the annotated target is generic 'tissue-repair' rather than a specific integrin, the actual receptor selectivity profile of this exact cyclization chemotype remains untested.
Why it matters
If cycloRGDFC is αvβ3-selective rather than pan-integrin, it could inhibit angiogenesis and tumor invasion without the platelet aggregation liability associated with αIIbβ3 engagement, a key safety concern that affected Cilengitide's clinical trajectory.
Plausibility.75
Novelty.35
Impact.70
Basis · grounding2 papers · 1 computed/note
[1]
paper
αIIbβ3 has a wider RGD binding site Cα distance than αvβ3; cyclic hexapeptides lacking αvβ3 affinity can be potent αIIbβ3 inhibitors, showing the two sites are geometrically distinguishable
doi: 10.2174/187152010794728639
[2]
sequenceRGDFC contains Cys at position 5, enabling a cyclization mode (thioether or disulfide to backbone amine) distinct from pure amide-backbone cycles, altering the constrained RGD loop geometry
[3]
paper
RGD is the minimal adhesion sequence recognized by roughly half of all integrins, but selectivity is determined by flanking residues and backbone constraint
doi: 10.1146/annurev.cellbio.12.1.697
openupdated 2026-06-05

Can the unique sulfur atom in cycloRGDFC be used to anchor it onto drug-carrying nanoparticles, and does loading more of the peptide per particle make them home in on tumors more effectively?

If this works, it would give oncologists a way to deliver chemotherapy directly to tumor blood vessels while sparing healthy tissue, potentially reducing the devastating side effects of systemic chemotherapy.

The hypothesis
Conjugating cycloRGDFC to a nanoparticle surface via the Cys thiol produces a targeted drug-delivery vehicle with measurable αvβ3-dependent tumor uptake, and the potency of tumor targeting correlates with the density of cycloRGDFC loading rather than saturating at low densities, due to multivalent integrin clustering effects.
Why it’s plausible
Thiol-maleimide and thiol-gold chemistry enables site-specific single-point conjugation of cycloRGDFC to nanoparticles through the Cys-5 sidechain, leaving the RGD pharmacophore free. Multivalent RGD display on nanoparticle surfaces has been shown to cluster integrins and enhance avidity beyond what single-ligand affinity predicts, because integrin clustering triggers outside-in signaling and receptor internalization. If cycloRGDFC's Cys enables this conjugation without disrupting integrin binding, it becomes a more useful targeting handle than Cilengitide (which lacks a reactive handle for bioconjugation).
Why it matters
A Cys-enabled, multivalent nanoparticle cycloRGDFC system could deliver cytotoxics or imaging agents selectively to αvβ3-overexpressing tumors with internalization efficiency tunable by surface density, addressing the delivery bottleneck that limited Cilengitide's utility as a monotherapy.
Plausibility.80
Novelty.30
Impact.65
Basis · grounding1 paper · 2 computed/notes
[1]
sequenceCys-5 provides a unique reactive thiol absent in Cilengitide (c(RGDfV)), enabling chemoselective bioconjugation without protecting the RGD pharmacophore
[2]
noteCilengitide is described as the first cyclic RGD drug candidate; its lack of a bioconjugation handle has been a recognized limitation for targeted delivery applications
[3]
paper
Cyclic RGD peptides with optimized geometry achieve high affinity for αvβ3; multivalent display amplifies this via avidity, a well-established principle in integrin-targeted nanomedicine
doi: 10.2174/187152010794728639
openupdated 2026-06-05

Does the cysteine in cycloRGDFC form a short-lived chemical link with wound-site proteins, making the peptide act longer than a simple non-sticky drug would?

If so, lower doses might achieve the same tissue-repair benefit, reducing cost and potential side effects, which matters for patients with chronic wounds or surgical repair needs.

The hypothesis
The free thiol on Cys-5 of cycloRGDFC undergoes reversible disulfide exchange with extracellular matrix proteins bearing exposed cysteines (such as vitronectin and fibronectin), creating a covalent-then-release mechanism that prolongs integrin occupancy beyond what non-covalent RGD binding alone would achieve.
Why it’s plausible
Vitronectin and fibronectin each carry free cysteines in their extracellular domains. A cycloRGDFC molecule docked at the integrin head domain could simultaneously position its Cys thiol near matrix protein cysteines, forming a transient mixed disulfide that tethers the peptide in place. This would be a distinct mechanism from purely competitive RGD antagonism and has not been characterized for this scaffold. The pLDDT of 71.6 suggests partial disorder, meaning the Cys sidechain is likely solvent-exposed and reactive.
Why it matters
A covalent-reversible mode of matrix engagement would make cycloRGDFC a 'molecular staple' at cell-matrix contacts, with residence times controlled by the redox microenvironment. This has implications for wound-healing applications (the annotated 'tissue-repair' target) where ECM remodeling creates locally reducing conditions.
Plausibility.45
Novelty.80
Impact.55
Basis · grounding1 paper · 2 computed/notes
[1]
sequenceRGDFC: Cys at position 5 provides a free thiol unless the cyclization consumes it; if cyclization is head-to-tail amide only, Cys thiol remains available for redox chemistry
[2]
structureMonomer pLDDT=71.6 indicates the Cys-containing C-terminal region is likely flexible and solvent-exposed, consistent with thiol accessibility
[3]
paper
Fibronectin and vitronectin are the canonical RGD-presenting matrix ligands recognized by integrins, and both contain free Cys residues in their extracellular domains
doi: 10.1146/annurev.cellbio.12.1.697
details expand to inspect
full evidence table1 metrics
metricvaluetool
ranking score 0.6190606951713562 boltz-2
3-letter notation
Arg-Gly-Asp-Phe-Cys
recipeboltz-2 2.2.1
parametervalue
modelboltz-2 2.2.1
weights
hardwarevast_v100_32gb
mlx version
python
random seed1
msa strategynone_monomer
runtime
predicted by
predicted at2026-05-23
citationbibtex
peptidemodel (2026). Cell-grip blocker related to Cilengitide (cycloRGDFC) (pep-10783, v1). PeptideModel. https://peptidemodel.com/card/pep-10783
@peptide{pep10783,
  sequence = {RGDFC},
  target   = {tissue-repair},
  author   = {peptidemodel},
  year     = {2026},
  status   = {computed}
}
clinical trials 0 trials · checked 2026-05-22
0
no registered clinical trials as of 2026-05-22; we'll re-check periodically
references 8 papers
[1]
RGD AND OTHER RECOGNITION SEQUENCES FOR INTEGRINS
Ruoslahti, E. Annual Review of Cell and Developmental Biology 1996
supporting
[4]
Growth hormone-releasing hormone receptor (GHRH-R) and its signaling
Halmos, G. et al. Reviews in Endocrine and Metabolic Disorders 2025
supporting
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