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Compound monograph

Linaclotide

Linaclotide is a synthetic 14-residue peptide with free termini and three intramolecular disulfide bridges.

Published: 2026-10-21Literature/identifier verification: 2026-10-21
Also known asLinaclotidumLinaclotida

01

Identity & nomenclature

Linaclotide is a synthetic 14-residue peptide with free termini and three intramolecular disulfide bridges.

This record describes the covalent parent without counterion or hydration components.

Declared aliases and development codes: Linaclotidum, Linaclotida.

02

Molecular properties

Molecular formulaC59H79N15O21S6
Molecular mass1526.725 Da
CAS Registry Number851199-59-2
PubChem CID16158208
UNIIN0TXR0XR5X
One-letter sequenceCCEYCCNPACTGCY
Three-letter sequenceCys–Cys–Glu–Tyr–Cys–Cys–Asn–Pro–Ala–Cys–Thr–Gly–Cys–Tyr
Terminal groupsFree N-terminus; Free C-terminal carboxyl

Numbering begins at Cys1 of the 14-residue chain. All chiral residues are L; Gly12 is achiral. Disulfides join Cys1-Cys6, Cys2-Cys10 and Cys5-Cys13. The peptide backbone remains open at both termini.

03

Structural characteristics

Numbering begins at Cys1 of the 14-residue chain. All chiral residues are L; Gly12 is achiral. Disulfides join Cys1-Cys6, Cys2-Cys10 and Cys5-Cys13. The peptide backbone remains open at both termini.

  • Cys1-Cys6 intramolecular disulfide
  • Cys2-Cys10 intramolecular disulfide
  • Cys5-Cys13 intramolecular disulfide

Ring closures: covalent bonds between residues, by position counted from the first residue of the chain.

  • Disulfide Cys1–Cys6: thiol sulfur (Sγ) to thiol sulfur (Sγ). Source: PMID 36770675.
  • Disulfide Cys2–Cys10: thiol sulfur (Sγ) to thiol sulfur (Sγ). Source: PMID 36770675.
  • Disulfide Cys5–Cys13: thiol sulfur (Sγ) to thiol sulfur (Sγ). Source: PMID 36770675.

Terminal features: Free N-terminus, Free C-terminal carboxyl.

04

Molecular targets & mechanisms

05

Analytical considerations

The molecular formula describes the parent; the average mass is calculated using CIAAW 2024 abridged atomic weights. WHO and FDA formulas match the derived C59H79N15O21S6. GSRS carries the non-defining estimate C59H85N15O21S6, differing by H6, beside its matching 1526.725 Da mass. FDA prints 1526.8 (-0.075 Da, -49.122 ppm). Laps et al. Figure 5d gives calculated 1525.1 and observed 1525.1 ± 0.1 under an average-isotope caption: +1.625 Da (+1065.504 ppm) from 1525.1. Those numerical figures are non-defining; 1525.1 is not relabeled as an accurate monoisotopic mass.

What the studies reported

No verified findings are published for this record under Content Policy v1.

06

Verified bibliography

Cited studies by type

The 3 papers this record cites, counted by the kind of work each reports. A count is the size of this record's selection, not of the research that exists, and says nothing about results, safety, effectiveness or approval.

A paper can report more than one kind of work. Each count opens those papers in the bibliography. Compare every record on the Evidence Map.

  1. Reference 1

    A New Regioselective Synthesis of the Cysteine-Rich Peptide Linaclotide.

    Qiu Z, Dai X, Fan C, Cao Y, Lv Z, Liang X, Meng F

    Molecules (Basel, Switzerland) · 2023-01-19 · Journal Article

    current
  2. Reference 2

    General synthetic strategy for regioselective ultrafast formation of disulfide bonds in peptides and proteins.

    Laps S, Atamleh F, Kamnesky G, Sun H, Brik A

    Nature communications · 2021-02-08 · Journal Article

    current
  3. Reference 3

    Improving the Gastrointestinal Stability of Linaclotide.

    Braga Emidio N, Tran HNT, Andersson A, Dawson PE, Albericio F, Vetter I, Muttenthaler M

    Journal of medicinal chemistry · 2021-05-12 · Journal Article

    current

Study models of these references

What kind of experiment each cited paper reports, taken from its abstract unless marked. Not a summary of results.

ReferenceStudy models
Qiu Z et al. 2023Chemical, structural or analytical study; no biological model reported
Laps S et al. 2021Chemical, structural or analytical study; no biological model reported
Braga Emidio N et al. 2021Study models reported: in vitro · from the abstract

Record history

Published 2026-10-21.

No changes to this record's content have been recorded since publication.

Each entry names the parts of this record that changed on that date. Changes to links between records and to catalogue links are not listed. This history covers the tracked record fields; study findings are not listed here.

Cite this record: Purely Peptides Research Library. Linaclotide. Published 2026-10-21. https://purelypeptides.org/research/compounds/linaclotide/

10

Methodology & citation verification

Reference identity is checked against official PubMed metadata. Local deterministic receipts bind each normalized title and canonical metadata record to its verification date. Scientific values remain absent when an authoritative source has not been verified.

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