Dafphedyn

We are open as normal during COVID-19 pandemic. Order online, same day shipping out.

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

MedKoo CAT#: 581224

CAS#: 111846-43-6

Description: Dafphedyn, [D-Ala2, (F5) Phe4]-dynorphin 1-13-NH2 (DAFPHEDYN) is a potent analog of dynorphin 1-13. Intracerebroventricular administration of the dynorphin analog, [D-Ala2,(F5)Phe4]-dynorphin 1-13-NH2 (DAFPHEDYN) in rats produced diuresis and profound analgesia. Both effects were antagonized by central administration of naltrexone or naloxone. Intravenous administration of 10, 25, and 50 mg/kg of DAFPHEDYN failed to induce diuresis. The increased potency of DAFPHEDYN was apparent from the failure of an equal dose of the parent compound (dynorphin 1-13) to produce diuresis and the failure of [D-Ala2]-dynorphin 1-13-NH2 to produce analgesia. Radioligand binding studies indicated the DAFPHEDYN retains the same degree of kappa selectivity as the parent compound (dynorphin 1-13) though a drop in affinity occurred. DAFPHEDYN may be of significant interest because it retains the essential pharmacology of the parent compound and exhibits marked in vivo potency.


Price and Availability

Size Price Shipping out time Quantity
Inquire bulk and customized quantity

Pricing updated 2020-07-11. Prices are subject to change without notice.

Dafphedyn is not in stock, may be available through custom synthesis. For cost-effective reason, minimum 1 gram order is requested. The product will be characterized by NMR, HPLC and MS analysis. Purity (HPLC) is usually >98%. CoA, QC data, MSDS will be provided when product is successfully made. The estimated lead time is 2-3 months. Please send email to sales@medkoo.com to inquire quote.


Chemical Structure

img

Theoretical Analysis

MedKoo Cat#: 581224
Name: Dafphedyn
CAS#: 111846-43-6
Chemical Formula: C76H124F5N25O14
Exact Mass: 1705.968
Molecular Weight: 1706.98
Elemental Analysis: C, 53.48; H, 7.32; F, 5.56; N, 20.51; O, 13.12


Synonym: Dafphedyn; Dynorphin amide (1-13), ala(2)-(F(5)-phe)(4)-; Dynorphin amide (1-13), alanyl(2)-(5-fluorophenylalanine)(4)-;

IUPAC/Chemical Name: (S)-N-((S)-6-amino-1-(((S)-1-(((S)-1,6-diamino-1-oxohexan-2-yl)amino)-4-methyl-1-oxopentan-2-yl)amino)-1-oxohexan-2-yl)-1-(((S)-2-(2-((R)-2-((S)-2-amino-3-(4-hydroxyphenyl)propanamido)propanamido)acetamido)-3-(perfluorophenyl)propanoyl)-L-leucyl-L-arginyl-L-arginyl-L-isoleucyl-L-arginyl)pyrrolidine-2-carboxamide

InChi Key: GONRGWUCZCUEAR-NGBXKCEBSA-N

InChi Code: InChI=1S/C76H124F5N25O14/c1-8-40(6)61(72(119)102-50(21-15-31-94-76(90)91)73(120)106-32-16-22-54(106)71(118)101-47(18-10-12-28-83)66(113)103-51(33-38(2)3)68(115)98-46(62(85)109)17-9-11-27-82)105-67(114)49(20-14-30-93-75(88)89)99-65(112)48(19-13-29-92-74(86)87)100-69(116)52(34-39(4)5)104-70(117)53(36-44-56(77)58(79)60(81)59(80)57(44)78)97-55(108)37-95-63(110)41(7)96-64(111)45(84)35-42-23-25-43(107)26-24-42/h23-26,38-41,45-54,61,107H,8-22,27-37,82-84H2,1-7H3,(H2,85,109)(H,95,110)(H,96,111)(H,97,108)(H,98,115)(H,99,112)(H,100,116)(H,101,118)(H,102,119)(H,103,113)(H,104,117)(H,105,114)(H4,86,87,92)(H4,88,89,93)(H4,90,91,94)/t40-,41+,45-,46-,47-,48-,49-,50-,51-,52-,53-,54-,61-/m0/s1

SMILES Code: c1(c(c(c(c(c1F)F)F)F)F)C[C@@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@H](C(N[C@@H](CCCNC(N)=N)C(N1CCC[C@H]1C(N[C@@H](CCCCN)C(N[C@@H](CC(C)C)C(=O)N[C@H](C(N)=O)CCCCN)=O)=O)=O)=O)[C@H](CC)C)=O)CCCNC(N)=N)=O)CCCNC(N)=N)=O)CC(C)C)=O)NC(CNC([C@H](NC([C@H](Cc1ccc(cc1)O)N)=O)C)=O)=O


Technical Data

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:
>2 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:
2934.99.9001


References

1: Walker JM, Coy DH, Young EA, Baldrighi G, Siegel SF, Bowen WD, Akil H. [D-Ala2, (F5) Phe4]-dynorphin 1-13-NH2 (DAFPHEDYN): a potent analog of dynorphin 1-13. Peptides. 1987 Sep-Oct;8(5):811-7. PubMed PMID: 2893357.

2: Gosnell BA, Majchrzak MJ, Krahn DD. Effects of preferential delta and kappa opioid receptor agonists on the intake of hypotonic saline. Physiol Behav. 1990 Mar;47(3):601-3. PubMed PMID: 1972796.

3: Kostrzewa RM, Brus R, Coy DH, Criswell H, Coogan PS, Kastin AJ. D-Ala2,F5Phe4-dynorphin amide, an opiate with analgesic and toxic properties. Pol J Pharmacol Pharm. 1992 Mar-Apr;44(2):109-20. PubMed PMID: 1357636.

4: Solin AV, Lyashev AY, Lyashev YD. Effects of Opioid Peptides on Changes in Lipid Metabolism in Rats Subjected to Swimming Stress. Bull Exp Biol Med. 2017 Jan;162(3):313-315. doi: 10.1007/s10517-017-3603-7. Epub 2017 Jan 14. PubMed PMID: 28091903.