MedKoo Cat#: 581224 | Name: Dafphedyn

Description:

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

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.

Chemical Structure

Dafphedyn
Dafphedyn
CAS#111846-43-6

Theoretical Analysis

MedKoo Cat#: 581224

Name: Dafphedyn

CAS#: 111846-43-6

Chemical Formula: C76H124F5N25O14

Exact Mass: 1705.9680

Molecular Weight: 1706.98

Elemental Analysis: C, 53.48; H, 7.32; F, 5.56; N, 20.51; O, 13.12

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 #
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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
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
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,706.98 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: 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.