Compound monograph
Linaclotide
Linaclotide is a synthetic 14-residue peptide with free termini and three intramolecular disulfide bridges.
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 formula | C59H79N15O21S6 |
|---|---|
| Molecular mass | 1526.725 Da |
| CAS Registry Number | 851199-59-2 |
| PubChem CID | 16158208 |
| UNII | N0TXR0XR5X |
| One-letter sequence | CCEYCCNPACTGCY |
| Three-letter sequence | Cys–Cys–Glu–Tyr–Cys–Cys–Asn–Pro–Ala–Cys–Thr–Gly–Cys–Tyr |
| Terminal groups | Free 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.
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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.
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
currentReference 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
currentReference 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.
| Reference | Study models |
|---|---|
| Qiu Z et al. 2023 | Chemical, structural or analytical study; no biological model reported |
| Laps S et al. 2021 | Chemical, structural or analytical study; no biological model reported |
| Braga Emidio N et al. 2021 | Study 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
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