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MedKoo Cat#: 597382 | Name: Dynorphin (1-8)

Description:

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

Dynorphin (1-8) is an opioid octapeptide from porcine hypothalamus; comprises the N-terminal eight residues of dynorphin.

Chemical Structure

Dynorphin (1-8)
Dynorphin (1-8)
CAS#75790-53-3

Theoretical Analysis

MedKoo Cat#: 597382

Name: Dynorphin (1-8)

CAS#: 75790-53-3

Chemical Formula: C46H72N14O10

Exact Mass: 980.5556

Molecular Weight: 981.17

Elemental Analysis: C, 56.31; H, 7.40; N, 19.99; O, 16.31

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
Dynorphin (1-8); PH-8P;
IUPAC/Chemical Name
L-tyrosylglycylglycyl-L-phenylalanyl-L-leucyl-L-arginyl-L-arginyl-L-isoleucine
InChi Key
WRPLGMBDXVBPEG-VGXZEHLRSA-N
InChi Code
InChI=1S/C46H72N14O10/c1-5-27(4)38(44(69)70)60-41(66)33(14-10-20-53-46(50)51)57-40(65)32(13-9-19-52-45(48)49)58-42(67)34(21-26(2)3)59-43(68)35(23-28-11-7-6-8-12-28)56-37(63)25-54-36(62)24-55-39(64)31(47)22-29-15-17-30(61)18-16-29/h6-8,11-12,15-18,26-27,31-35,38,61H,5,9-10,13-14,19-25,47H2,1-4H3,(H,54,62)(H,55,64)(H,56,63)(H,57,65)(H,58,67)(H,59,68)(H,60,66)(H,69,70)(H4,48,49,52)(H4,50,51,53)/t27-,31-,32-,33-,34-,35-,38-/m0/s1
SMILES Code
Oc1ccc(C[C@H](N)C(NCC(NCC(N[C@@H](Cc2ccccc2)C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H]([C@@H](C)CC)C(O)=O)=O)CCCNC(N)=N)=O)CCCNC(N)=N)=O)CC(C)C)=O)=O)=O)=O)cc1
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 981.17 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: Al-Hossaini AM, Suntornsuk L, Lunte SM. Separation of dynorphin peptides by capillary electrochromatography using a polydiallyldimethylammonium chloride gold nanoparticle-modified capillary. Electrophoresis. 2016 Sep;37(17-18):2297-304. doi: 10.1002/elps.201600006. Epub 2016 Jun 16. PubMed PMID: 27130293; PubMed Central PMCID: PMC5283704. 2: Brust A, Croker DE, Colless B, Ragnarsson L, Andersson Å, Jain K, Garcia-Caraballo S, Castro J, Brierley SM, Alewood PF, Lewis RJ. Conopeptide-Derived κ-Opioid Agonists (Conorphins): Potent, Selective, and Metabolic Stable Dynorphin A Mimetics with Antinociceptive Properties. J Med Chem. 2016 Mar 24;59(6):2381-95. doi: 10.1021/acs.jmedchem.5b00911. Epub 2016 Feb 22. PubMed PMID: 26859603. 3: Molnár CS, Sárvári M, Vastagh C, Maurnyi C, Fekete C, Liposits Z, Hrabovszky E. Altered Gene Expression Profiles of the Hypothalamic Arcuate Nucleus of Male Mice Suggest Profound Developmental Changes in Peptidergic Signaling. Neuroendocrinology. 2016;103(3-4):369-82. doi: 10.1159/000439430. Epub 2015 Aug 25. PubMed PMID: 26338351. 4: Caldwell AS, Eid S, Kay CR, Jimenez M, McMahon AC, Desai R, Allan CM, Smith JT, Handelsman DJ, Walters KA. Haplosufficient genomic androgen receptor signaling is adequate to protect female mice from induction of polycystic ovary syndrome features by prenatal hyperandrogenization. Endocrinology. 2015 Apr;156(4):1441-52. doi: 10.1210/en.2014-1887. Epub 2015 Feb 2. PubMed PMID: 25643156. 5: Skrapits K, Borsay BÁ, Herczeg L, Ciofi P, Bloom SR, Ghatei MA, Dhillo WS, Liposits Z, Hrabovszky E. Colocalization of cocaine- and amphetamine-regulated transcript with kisspeptin and neurokinin B in the human infundibular region. PLoS One. 2014 Aug 1;9(8):e103977. doi: 10.1371/journal.pone.0103977. eCollection 2014. PubMed PMID: 25084101; PubMed Central PMCID: PMC4118993. 6: Rashid M, Wangler NJ, Yang L, Shah K, Arumugam TV, Abbruscato TJ, Karamyan VT. Functional up-regulation of endopeptidase neurolysin during post-acute and early recovery phases of experimental stroke in mouse brain. J Neurochem. 2014 Apr;129(1):179-89. doi: 10.1111/jnc.12513. Epub 2013 Nov 19. PubMed PMID: 24164478. 7: Swindle JD, Santos KL, Speth RC. Pharmacological characterization of a novel non-AT1, non-AT2 angiotensin binding site identified as neurolysin. Endocrine. 2013 Oct;44(2):525-31. doi: 10.1007/s12020-013-9898-x. Epub 2013 Feb 15. PubMed PMID: 23412923; PubMed Central PMCID: PMC3742649. 8: Pickel VM, Shobin ET, Lane DA, Mackie K. Cannabinoid-1 receptors in the mouse ventral pallidum are targeted to axonal profiles expressing functionally opposed opioid peptides and contacting N-acylphosphatidylethanolamine-hydrolyzing phospholipase D terminals. Neuroscience. 2012 Dec 27;227:10-21. doi: 10.1016/j.neuroscience.2012.07.050. Epub 2012 Jul 31. PubMed PMID: 22863674; PubMed Central PMCID: PMC3496837. 9: Ruisanchez É, Cselenyák A, Papp RS, Németh T, Káldi K, Sándor P, Benyó Z. Perivascular expression and potent vasoconstrictor effect of dynorphin A in cerebral arteries. PLoS One. 2012;7(5):e37798. doi: 10.1371/journal.pone.0037798. Epub 2012 May 25. PubMed PMID: 22662226; PubMed Central PMCID: PMC3360594. 10: Palm S, Roman E, Nylander I. Differences in basal and ethanol-induced levels of opioid peptides in Wistar rats from five different suppliers. Peptides. 2012 Jul;36(1):1-8. doi: 10.1016/j.peptides.2012.04.016. Epub 2012 Apr 27. PubMed PMID: 22564490. 11: Dalio FM, Visniauskas B, Bicocchi ES, Perry JC, Freua R, Gesteira TF, Nader HB, Machado MF, Tufik S, Ferro ES, Andersen ML, Toledo CA, Chagas JR, Oliveira V. Acute cocaine treatment increases thimet oligopeptidase in the striatum of rat brain. Biochem Biophys Res Commun. 2012 Mar 23;419(4):724-7. doi: 10.1016/j.bbrc.2012.02.088. Epub 2012 Feb 24. PubMed PMID: 22387539. 12: Lam MP, Gianoulakis C. Effects of corticotropin-releasing hormone receptor antagonists on the ethanol-induced increase of dynorphin A1-8 release in the rat central amygdala. Alcohol. 2011 Nov;45(7):621-30. doi: 10.1016/j.alcohol.2011.05.001. Epub 2011 Aug 12. PubMed PMID: 21840158. 13: Hanrieder J, Ljungdahl A, Fälth M, Mammo SE, Bergquist J, Andersson M. L-DOPA-induced dyskinesia is associated with regional increase of striatal dynorphin peptides as elucidated by imaging mass spectrometry. Mol Cell Proteomics. 2011 Oct;10(10):M111.009308. doi: 10.1074/mcp.M111.009308. Epub 2011 Jul 6. PubMed PMID: 21737418; PubMed Central PMCID: PMC3205869. 14: Gross GJ, Baker JE, Hsu A, Wu HE, Falck JR, Nithipatikom K. Evidence for a role of opioids in epoxyeicosatrienoic acid-induced cardioprotection in rat hearts. Am J Physiol Heart Circ Physiol. 2010 Jun;298(6):H2201-7. doi: 10.1152/ajpheart.00815.2009. Epub 2010 Apr 16. PubMed PMID: 20400686; PubMed Central PMCID: PMC2886625. 15: Jarjour S, Bai L, Gianoulakis C. Effect of acute ethanol administration on the release of opioid peptides from the midbrain including the ventral tegmental area. Alcohol Clin Exp Res. 2009 Jun;33(6):1033-43. doi: 10.1111/j.1530-0277.2009.00924.x. Epub 2009 Mar 19. PubMed PMID: 19302084. 16: Li Q, Zubieta JK, Kennedy RT. Practical aspects of in vivo detection of neuropeptides by microdialysis coupled off-line to capillary LC with multistage MS. Anal Chem. 2009 Mar 15;81(6):2242-50. doi: 10.1021/ac802391b. PubMed PMID: 19196160; PubMed Central PMCID: PMC2765559. 17: Zhan S, Zhao H, J White A, Minami M, Pignataro G, Yang T, Zhu X, Lan J, Xiong Z, Steiner DF, Simon RP, Zhou A. Defective neuropeptide processing and ischemic brain injury: a study on proprotein convertase 2 and its substrate neuropeptide in ischemic brains. J Cereb Blood Flow Metab. 2009 Apr;29(4):698-706. doi: 10.1038/jcbfm.2008.161. Epub 2009 Jan 14. PubMed PMID: 19142196; PubMed Central PMCID: PMC3878611. 18: John H, John S, Forssmann WG. Kinetic studies on aminopeptidase M-mediated degradation of human hemorphin LVV-H7 and its N-terminally truncated products. J Pept Sci. 2008 Jul;14(7):797-803. doi: 10.1002/psc.1002. PubMed PMID: 18236385. 19: Takahashi S, Jin XL, Kosaka K, Yoshikawa M, Kobayashi H, Oka T. The enhancing effects of peptidase inhibitors on the antinociceptive action of [Met5]enkephalin-Arg6-Phe7 in rats. J Pharmacol Sci. 2007 Sep;105(1):117-21. Epub 2007 Sep 12. PubMed PMID: 17878706. 20: Tominaga M, Ogawa H, Takamori K. Possible roles of epidermal opioid systems in pruritus of atopic dermatitis. J Invest Dermatol. 2007 Sep;127(9):2228-35. Epub 2007 Jul 5. PubMed PMID: 17611580.