A peptide inhibitor of enkephalin-degrading enzymes
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Spinorphin

Item No. 29914

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
L-leucyl-L-valyl-L-valyl-L-tyrosyl-L-prolyl-L-tryptophyl-L-threonine
CAS Number
137201-62-8
Synonyms
  • Leu-Val-Val-Tyr-Pro-Trp-Thr
  • LVVYPWT
Molecular Formula
C45H64N8O10
Formula Weight
877.0
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/ml
λmax
222 nm
SMILES
O=C([C@H](C(C)C)NC([C@H](C(C)C)NC([C@@H](N)CC(C)C)=O)=O)N[C@H](C(N1[C@H](C(N[C@@H](CC2=CNC3=C2C=CC=C3)C(N[C@@H]([C@@H](C)O)C(O)=O)=O)=O)CCC1)=O)CC4=CC=C(O)C=C4
InChi Code
InChI=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
InChi Key
BXIFNVGZIMFBQB-DYDSHOKNSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Cayman Chemical
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    Product Description

    Spinorphin is a heptapeptide inhibitor of the enkephalin-degrading enzymes aminopeptidase, dipeptidyl aminopeptidase, angiotensin-converting enzyme (ACE), and enkephalinase (IC50s = 3.3, 1.4, 2.4, and 10 µg/ml, respectively, for the monkey brain enzymes).1 It is selective for these enzymes over human serum aminopeptidase A (IC50 = >100 µg/ml), as well as porcine kidney aminopeptidase B, aminopeptidase M, dipeptidyl peptidase 1 (DPP-1), DPP-2, DPP-3, and DPP-4 (IC50s = >55 µg/ml for all). Spinorphin inhibits chemotaxis, production of reactive oxygen species (ROS), and exocytosis of glucuronidase and collagenase in polymorphonuclear neutrophils (PMNs). It potentiates enkephalin-induced action potentials in rat hippocampal slices. Spinorphin (5 µg/animal) enhances the antinociceptive effects of Leu-enkephalin (Item No. 23283) in mice.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Yamamoto, Y., Ono, H., Ueda, A., et al. Spinorphin as an endogenous inhibitor of enkephalin-degrading enzymes: Roles in pain and inflammation. Curr. Protein Pept. Sci. 3(6), 587-599 (2002).

    2. Honda, M., Okutsu, H., Matsuura, T., et al. Spinorphin, an endogenous inhibitor of enkephalin-degrading enzymes, potentiates leu-enkephalin-induced anti-allodynic and antinociceptive effects in mice. Jpn. J. Pharmacol. 87(4), 261-267 (2001).