Compound record

Leuprolide

Leuprorelin; D-Leu6-Pro9-NHEt-GnRH

Linear D-amino acid N-terminal pyroglutamate Unusual amino acid

Sequence

pEHWSY(dL)LRP-NHEt

EHWSYLLRP

Length 9 residues
Formula C59H84N16O12 elemental composition
Molecular weight 1,209.40 g/mol · average mass
CAS number 53714-56-0 registry ID
PubChem CID 657181 PubChem ID

Length counts residues; formula and mass are the stored free-base values from cited sources; CAS and PubChem identify the substance in public registries. More detail: length & peptide bonds, molecular weight

Structure & modifications

Linear nonapeptide analogue. Ethylamide is a C-terminal modification, not a tenth amino acid.

Notes

Leuprolide (leuprorelin) is a GnRH superagonist: D-Leu6 plus a Pro9 ethylamide instead of Gly10-NH2, yielding a nine-residue peptide with longer plasma half-life than gonadorelin.

FeatureDetail
Length stored9 (ethylamide is not a 10th amino acid)
N-terminusPyroglutamate retained
Display cuesdL, -NHEt
CAS / PubChem53714-56-0 / 657181

Depot salts and implants are formulations of this backbone. Compare carefully with goserelin, which keeps a 10th azaglycine amide rather than Pro-NHEt.

Primary-source references

  • PubChem CID 657181 — leuprolide
  • CAS 53714-56-0
  • Fujino M. et al. Further studies on des-Gly-NH210-LH-RH ethylamide. Biochem. Biophys. Res. Commun. 1973.

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