MedKoo Biosciences, Inc.
Tel:   +1-919-636-5577    Fax:   +1-919-980-4831    Email:   sales@medkoo.com
Search
Login Register
Search
MedKoo Cat#: 597987 | Name: Spinorphin
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Spinorphin is a heptapeptide which is a potent inhibitor of enkephalin-degrading enzymes from the spinal cord or brain; does not show inhibitory activity toward enkephalin-degrading enzymes from kidney or blood; member of the opioid hemorphin family.

Chemical Structure

Spinorphin
Spinorphin
CAS#137201-62-8

Theoretical Analysis

MedKoo Cat#: 597987

Name: Spinorphin

CAS#: 137201-62-8

Chemical Formula: C45H64N8O10

Exact Mass: 876.4745

Molecular Weight: 877.05

Elemental Analysis: C, 61.63; H, 7.36; N, 12.78; O, 18.24

Price and Availability

Size Price Availability Quantity
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
No Data
Synonym
Spinorphin; Leu-val-val-tyr-pro-trp-thr;
IUPAC/Chemical Name
L-leucyl-L-valyl-L-valyl-L-tyrosyl-L-prolyl-L-tryptophyl-L-threonine
InChi Key
BXIFNVGZIMFBQB-DYDSHOKNSA-N
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
SMILES Code
C[C@@H](O)[C@@H](C(O)=O)NC([C@H](CC1=CNC2=C1C=CC=C2)NC([C@H]3N(C([C@H](CC4=CC=C(O)C=C4)NC([C@H](C(C)C)NC([C@H](C(C)C)NC([C@H](CC(C)C)N)=O)=O)=O)=O)CCC3)=O)=O
Appearance
Solid powder
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>3 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 877.05 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
1: Ayar A, Ozcan M, Kuzgun KT, Kalkan OF. Spinorphin inhibits membrane depolarization- and capsaicin-induced intracellular calcium signals in rat primary nociceptive dorsal root ganglion neurons in culture. J Recept Signal Transduct Res. 2015;35(6):550-8. doi: 10.3109/10799893.2015.1024850. Epub 2015 Jun 8. PubMed PMID: 26053512. 2: Yamamoto Y, Ono H, Ueda A, Shimamura M, Nishimura K, Hazato T. Spinorphin as an endogenous inhibitor of enkephalin-degrading enzymes: roles in pain and inflammation. Curr Protein Pept Sci. 2002 Dec;3(6):587-99. Review. PubMed PMID: 12470213. 3: Yamazaki T, Honda M, Yamamoto Y, Hazato T, Ono H. Effects of spinorphin and tynorphin on synaptic transmission in rat hippocampal slices. Eur J Pharmacol. 2001 Feb 16;413(2-3):173-8. PubMed PMID: 11226390. 4: Liang TS, Gao JL, Fatemi O, Lavigne M, Leto TL, Murphy PM. The endogenous opioid spinorphin blocks fMet-Leu-Phe-induced neutrophil chemotaxis by acting as a specific antagonist at the N-formylpeptide receptor subtype FPR. J Immunol. 2001 Dec 1;167(11):6609-14. PubMed PMID: 11714831. 5: Mizerska-Dudka M, Kandefer-Szerszeń M. Opioids, Neutral Endopeptidase, its Inhibitors and Cancer: Is There a Relationship among them? Arch Immunol Ther Exp (Warsz). 2015 Jun;63(3):197-205. doi: 10.1007/s00005-014-0311-0. Epub 2014 Sep 6. Review. PubMed PMID: 25193979; PubMed Central PMCID: PMC4429139. 6: Yamamoto Y, Kanazawa T, Shimamura M, Ueki M, Hazato T. Inhibitory effects of spinorphin, a novel endogenous regulator, on chemotaxis, O2- generation, and exocytosis by N-formylmethionyl-leucyl-phenylalanine (FMLP)-stimulated neutrophils. Biochem Pharmacol. 1997 Sep 15;54(6):695-701. PubMed PMID: 9310346. 7: Honda M, Okutsu H, Matsuura T, Miyagi T, Yamamoto Y, Hazato T, Ono H. Spinorphin, an endogenous inhibitor of enkephalin-degrading enzymes, potentiates leu-enkephalin-induced anti-allodynic and antinociceptive effects in mice. Jpn J Pharmacol. 2001 Dec;87(4):261-7. PubMed PMID: 11829145. 8: Jung KY, Moon HD, Lee GE, Lim HH, Park CS, Kim YC. Structure-activity relationship studies of spinorphin as a potent and selective human P2X(3) receptor antagonist. J Med Chem. 2007 Sep 6;50(18):4543-7. Epub 2007 Aug 3. PubMed PMID: 17676725. 9: Ueda H, Matsunaga S, Inoue M, Yamamoto Y, Hazato T. Complete inhibition of purinoceptor agonist-induced nociception by spinorphin, but not by morphine. Peptides. 2000 Aug;21(8):1215-21. PubMed PMID: 11035208. 10: Nishimura K, Ueki M, Kaneto H, Hazato T. [Study of a new endogenous inhibitor of enkephalin-degrading enzymes; pharmacological function and metabolism of spinorphin]. Masui. 1993 Nov;42(11):1663-70. Japanese. PubMed PMID: 8267798. 11: Yamamoto Y, Kanazawa H, Shimamura M, Ueki M, Hazato T. Inhibitory action of spinorphin, an endogenous regulator of enkephalin-degrading enzymes, on carrageenan-induced polymorphonuclear neutrophil accumulation in mouse air-pouches. Life Sci. 1998;62(19):1767-73. PubMed PMID: 9585107. 12: Kamysz E, Sałaga M, Sobocińska M, Giełdoń A, Fichna J. Anti-inflammatory effect of novel analogs of natural enkephalinase inhibitors in a mouse model of experimental colitis. Future Med Chem. 2016 Dec;8(18):2231-2243. Epub 2016 Nov 15. PubMed PMID: 27845570. 13: Nishimura K, Hazato T. [Spinorphin, a new inhibitor of enkephalin-degrading enzymes derived from the bovine spinal cord]. Masui. 1993 Oct;42(10):1497-503. Japanese. PubMed PMID: 8230703. 14: Nishimura K, Hazato T. Isolation and identification of an endogenous inhibitor of enkephalin-degrading enzymes from bovine spinal cord. Biochem Biophys Res Commun. 1993 Jul 30;194(2):713-9. PubMed PMID: 8343155. 15: Hashimoto J, Yamamoto Y, Kurosawa H, Nishimura K, Hazato T. Identification of dipeptidyl peptidase III in human neutrophils. Biochem Biophys Res Commun. 2000 Jul 5;273(2):393-7. PubMed PMID: 10873616. 16: Yamamoto Y, Hashimoto J, Shimamura M, Yamaguchi T, Hazato T. Characterization of tynorphin, a potent endogenous inhibitor of dipeptidyl peptidaseIII. Peptides. 2000 Apr;21(4):503-8. PubMed PMID: 10822105. 17: Zhao Q, Piot JM. Investigation of inhibition angiotensin-converting enzyme (ACE) activity and opioid activity of two hemorphins, LVV-hemorphin-5 and VV-hemorphin-5, isolated from a defined peptic hydrolysate of bovine hemoglobin. Neuropeptides. 1997 Apr;31(2):147-53. PubMed PMID: 9179868. 18: Thanawala V, Kadam VJ, Ghosh R. Enkephalinase inhibitors: potential agents for the management of pain. Curr Drug Targets. 2008 Oct;9(10):887-94. Review. PubMed PMID: 18855623. 19: Sato H, Kimura K, Yamamoto Y, Hazato T. [Activity of DPP III in human cerebrospinal fluid derived from patients with pain]. Masui. 2003 Mar;52(3):257-63. Japanese. PubMed PMID: 12703067. 20: Hazato T. [Enkephalin and endogenous enkephalinase inhibitor]. Seikagaku. 1994 Jan;66(1):57-60. Review. Japanese. PubMed PMID: 8120427.

View History

SPI-09

SPI-09