Spinorphin

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title: "Spinorphin" type: doc version: 1 created: 2026-02-28 author: "Wikipedia contributors" status: active scope: public tags: ["enkephalinase-inhibitors", "opioid-peptides"] topic_path: "general/enkephalinase-inhibitors" source: "https://en.wikipedia.org/wiki/Spinorphin" license: "CC BY-SA 4.0" wikipedia_page_id: 0 wikipedia_revision_id: 0

| ImageFile = Spinorphin.svg | ImageClass = skin-invert-image | ImageSize = 300px | IUPACName = L-leucyl-L-valyl-L-valyl-L-tyrosyl-L-prolyl-L-tryptophyl-L-threonine | OtherNames = LVVYPWT; LVV-hemorphin-4 |Section1={{Chembox Identifiers | IUPHAR_ligand = 1026 | CASNo = 137201-62-8 | PubChem = 3081832 | ChemSpiderID = 2339355 | SMILES = O=C(NC@HC(C)C)C@@HCC(C)C | InChI = 1/C45H64N8O10/c1-23(2)19-31(46)39(56)50-37(25(5)6)43(60)51-36(24(3)4)42(59)49-34(20-27-14-16-29(55)17-15-27)44(61)53-18-10-13-35(53)41(58)48-33(40(57)52-38(26(7)54)45(62)63)21-28-22-47-32-12-9-8-11-30(28)32/h8-9,11-12,14-17,22-26,31,33-38,47,54-55H,10,13,18-21,46H2,1-7H3,(H,48,58)(H,49,59)(H,50,56)(H,51,60)(H,52,57)(H,62,63)/t26-,31+,33+,34+,35+,36+,37+,38+/m1/s1 | InChIKey = BXIFNVGZIMFBQB-DYDSHOKNBN | StdInChI = 1S/C45H64N8O10/c1-23(2)19-31(46)39(56)50-37(25(5)6)43(60)51-36(24(3)4)42(59)49-34(20-27-14-16-29(55)17-15-27)44(61)53-18-10-13-35(53)41(58)48-33(40(57)52-38(26(7)54)45(62)63)21-28-22-47-32-12-9-8-11-30(28)32/h8-9,11-12,14-17,22-26,31,33-38,47,54-55H,10,13,18-21,46H2,1-7H3,(H,48,58)(H,49,59)(H,50,56)(H,51,60)(H,52,57)(H,62,63)/t26-,31+,33+,34+,35+,36+,37+,38+/m1/s1 | StdInChIKey = BXIFNVGZIMFBQB-DYDSHOKNSA-N |Section2={{Chembox Properties | Formula = C45H64N8O10 | MolarMass = 877.037 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt =

Spinorphin is an endogenous, non-classical opioid peptide of the hemorphin family first isolated from the bovine spinal cord (hence the prefix spin-) and acts as a regulator of the enkephalinases, a class of enzymes that break down endogenous the enkephalin peptides. It does so by inhibiting the enzymes aminopeptidase N (APN), dipeptidyl peptidase III (DPP3), angiotensin-converting enzyme (ACE), and neutral endopeptidase (NEP). Spinorphin is a heptapeptide and has the amino acid sequence Leu-Val-Val-Tyr-Pro-Trp-Thr (LVVYPWT). It has been observed to possess antinociceptive, antiallodynic, and anti-inflammatory properties. The mechanism of action of spinorphin has not been fully elucidated (i.e., how it acts to inhibit the enkephalinases), but it has been found to act as an antagonist of the P2X3 receptor, and as a weak partial agonist/antagonist of the FP1 receptor.

References

References

  1. (December 2001). "The endogenous opioid spinorphin blocks fMet-Leu-Phe-induced neutrophil chemotaxis by acting as a specific antagonist at the N-formylpeptide receptor subtype FPR". Journal of Immunology.
  2. (October 1993). "[Spinorphin, a new inhibitor of enkephalin-degrading enzymes derived from the bovine spinal cord]". Masui. The Japanese Journal of Anesthesiology.
  3. (July 1993). "Isolation and identification of an endogenous inhibitor of enkephalin-degrading enzymes from bovine spinal cord". Biochemical and Biophysical Research Communications.
  4. (December 2001). "Spinorphin, an endogenous inhibitor of enkephalin-degrading enzymes, potentiates leu-enkephalin-induced anti-allodynic and antinociceptive effects in mice". Japanese Journal of Pharmacology.
  5. (September 2007). "Structure-activity relationship studies of spinorphin as a potent and selective human P2X(3) receptor antagonist". Journal of Medicinal Chemistry.

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enkephalinase-inhibitorsopioid-peptides