Leumorphin


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

| ImageFile = | ImageSize = | IUPACName = L-Tyrosylglycylglycyl-L-phenylalanyl-L-leucyl-L-arginyl-L-arginyl-L-glutaminyl-L-phenylalanyl-L-lysyl-L-valyl-L-valyl-L-threonyl-L-arginyl-L-seryl-L-glutaminyl-L-α-glutamyl-L-α-aspartyl-L-prolyl-L-asparaginyl-L-alanyl-L-tyrosyl-L-serylglycyl-L-α-glutamyl-L-leucyl-L-phenylalanyl-L-α-aspartyl-L-alanine | OtherNames = Dynorphin B-29; Dynorphin B (1–29) |Section1={{Chembox Identifiers | CASNo = 93443-35-7 | PubChem = 16131065 | ChemSpiderID = 48063590 | SMILES = CC@HO | InChI = 1/C150H224N42O46/c1-74(2)59-97(181-137(227)99(62-81-27-15-12-16-28-81)171-113(202)70-165-112(201)69-166-123(213)88(152)61-84-38-42-86(196)43-39-84)135(225)174-91(35-24-56-163-149(158)159)125(215)172-90(34-23-55-162-148(156)157)126(216)175-95(47-51-110(154)199)130(220)182-101(63-82-29-17-13-18-30-82)138(228)173-89(33-21-22-54-151)132(222)189-119(76(5)6)143(233)190-120(77(7)8)144(234)191-121(80(11)195)145(235)178-92(36-25-57-164-150(160)161)127(217)188-107(73-194)141(231)177-94(46-50-109(153)198)129(219)176-96(49-53-116(206)207)131(221)186-105(68-118(210)211)146(236)192-58-26-37-108(192)142(232)185-103(66-111(155)200)133(223)168-78(9)122(212)179-100(65-85-40-44-87(197)45-41-85)140(230)187-106(72-193)124(214)167-71-114(203)170-93(48-52-115(204)205)128(218)180-98(60-75(3)4)136(226)183-102(64-83-31-19-14-20-32-83)139(229)184-104(67-117(208)209)134(224)169-79(10)147(237)238/h12-20,27-32,38-45,74-80,88-108,119-121,193-197H,21-26,33-37,46-73,151-152H2,1-11H3,(H2,153,198)(H2,154,199)(H2,155,200)(H,165,201)(H,166,213)(H,167,214)(H,168,223)(H,169,224)(H,170,203)(H,171,202)(H,172,215)(H,173,228)(H,174,225)(H,175,216)(H,176,219)(H,177,231)(H,178,235)(H,179,212)(H,180,218)(H,181,227)(H,182,220)(H,183,226)(H,184,229)(H,185,232)(H,186,221)(H,187,230)(H,188,217)(H,189,222)(H,190,233)(H,191,234)(H,204,205)(H,206,207)(H,208,209)(H,210,211)(H,237,238)(H4,156,157,162)(H4,158,159,163)(H4,160,161,164)/t78-,79-,80+,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,119-,120-,121-/m0/s1 | InChIKey = NVEXXUGCBSXDLS-LNEXRSTEBX | StdInChI = 1S/C150H224N42O46/c1-74(2)59-97(181-137(227)99(62-81-27-15-12-16-28-81)171-113(202)70-165-112(201)69-166-123(213)88(152)61-84-38-42-86(196)43-39-84)135(225)174-91(35-24-56-163-149(158)159)125(215)172-90(34-23-55-162-148(156)157)126(216)175-95(47-51-110(154)199)130(220)182-101(63-82-29-17-13-18-30-82)138(228)173-89(33-21-22-54-151)132(222)189-119(76(5)6)143(233)190-120(77(7)8)144(234)191-121(80(11)195)145(235)178-92(36-25-57-164-150(160)161)127(217)188-107(73-194)141(231)177-94(46-50-109(153)198)129(219)176-96(49-53-116(206)207)131(221)186-105(68-118(210)211)146(236)192-58-26-37-108(192)142(232)185-103(66-111(155)200)133(223)168-78(9)122(212)179-100(65-85-40-44-87(197)45-41-85)140(230)187-106(72-193)124(214)167-71-114(203)170-93(48-52-115(204)205)128(218)180-98(60-75(3)4)136(226)183-102(64-83-31-19-14-20-32-83)139(229)184-104(67-117(208)209)134(224)169-79(10)147(237)238/h12-20,27-32,38-45,74-80,88-108,119-121,193-197H,21-26,33-37,46-73,151-152H2,1-11H3,(H2,153,198)(H2,154,199)(H2,155,200)(H,165,201)(H,166,213)(H,167,214)(H,168,223)(H,169,224)(H,170,203)(H,171,202)(H,172,215)(H,173,228)(H,174,225)(H,175,216)(H,176,219)(H,177,231)(H,178,235)(H,179,212)(H,180,218)(H,181,227)(H,182,220)(H,183,226)(H,184,229)(H,185,232)(H,186,221)(H,187,230)(H,188,217)(H,189,222)(H,190,233)(H,191,234)(H,204,205)(H,206,207)(H,208,209)(H,210,211)(H,237,238)(H4,156,157,162)(H4,158,159,163)(H4,160,161,164)/t78-,79-,80+,88-,89-,90-,91-,92-,93-,94-,95-,96-,97-,98-,99-,100-,101-,102-,103-,104-,105-,106-,107-,108-,119-,120-,121-/m0/s1 | StdInChIKey = NVEXXUGCBSXDLS-LNEXRSTESA-N |Section2={{Chembox Properties | Formula = C161H236N42O48 | MolarMass = 3527.85 g/mol | Appearance = | Density = | MeltingPt = | BoilingPt = | Solubility = |Section3={{Chembox Hazards | MainHazards = | FlashPt = | AutoignitionPt =

Leumorphin, also known as dynorphin B1–29, is a naturally occurring endogenous opioid peptide. Derived as a proteolytic cleavage product of residues 226-254 of prodynorphin (preproenkephalin B), leumorphin is a nonacosapeptide (29 amino acids in length) and has the sequence Tyr-Gly-Gly-Phe-Leu-Arg-Arg-Gln-Phe-Lys-Val-Val-Thr-Arg-Ser-Gln-Glu-Asp-Pro-Asn-Ala-Tyr-Ser-Gly-Glu-Leu-Phe-Asp-Ala. It can be further reduced to dynorphin B (dynorphin B-13) and dynorphin B-14 by pitrilysin metallopeptidase 1 (formerly referred to as "dynorphin-converting enzyme"), an enzyme of the endopeptidase family. Leumorphin behaves as a potent and selective κ-opioid receptor agonist, similarly to other endogenous opioid peptide derivatives of prodynorphin.

References

References

  1. (September 2009). "30 years of dynorphins—new insights on their functions in neuropsychiatric diseases". Pharmacology & Therapeutics.
  2. (December 1983). "Leumorphin is a novel endogenous opioid peptide derived from preproenkephalin B". Biochemical and Biophysical Research Communications.
  3. (August 1984). "Leumorphin is a novel endogenous opioid peptide in man". Biochemical and Biophysical Research Communications.
  4. Leon F. Tseng. (1 September 1995). "Pharmacology of Opioid Peptides". CRC Press.
  5. (August 1990). "Affinity of drugs and peptides for U-69,593-sensitive and -insensitive kappa opiate binding sites: the U-69,593-insensitive site appears to be the beta endorphin-specific epsilon receptor". The Journal of Pharmacology and Experimental Therapeutics.
  6. (January 1991). "Subcellular localization, partial purification, and characterization of a dynorphin processing endopeptidase from bovine pituitary". Journal of Neurochemistry.
  7. (October 1995). "Purification and characterization of a dynorphin-processing endopeptidase". The Journal of Biological Chemistry.
  8. (May 1999). "Cloning, expression, and characterization of human metalloprotease 1: a novel member of the pitrilysin family of metalloendoproteases". DNA and Cell Biology.
  9. (September 1984). "Human leumorphin is a potent, kappa opioid receptor agonist". Neuroscience Letters.
  10. (January 1994). "Kappa-selective agonists decrease postsynaptic potentials and calcium components of action potentials in the supraoptic nucleus of rat hypothalamus in vitro". Neuroscience.

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kappa-opioid-receptor-agonistsopioid-peptides