MedKoo Cat#: 597983 | Name: Deltakephalin

Description:

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

Deltakephalin is a synthetic, potent specific agonist for opiate delta receptors.

Chemical Structure

Deltakephalin
Deltakephalin
CAS#85286-38-0

Theoretical Analysis

MedKoo Cat#: 597983

Name: Deltakephalin

CAS#: 85286-38-0

Chemical Formula: C34H48N6O10

Exact Mass: 700.3432

Molecular Weight: 700.79

Elemental Analysis: C, 58.27; H, 6.90; N, 11.99; O, 22.83

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
Deltakephalin; DTLET; Enkephalin leu, thr(2)-thr(6)-;
IUPAC/Chemical Name
L-tyrosyl-D-threonylglycyl-L-phenylalanyl-L-leucyl-L-threonine
InChi Key
WJEFCEUSQYDJIF-DQSGOBRISA-N
InChi Code
InChI=1S/C34H48N6O10/c1-18(2)14-25(32(47)40-29(20(4)42)34(49)50)38-31(46)26(16-21-8-6-5-7-9-21)37-27(44)17-36-33(48)28(19(3)41)39-30(45)24(35)15-22-10-12-23(43)13-11-22/h5-13,18-20,24-26,28-29,41-43H,14-17,35H2,1-4H3,(H,36,48)(H,37,44)(H,38,46)(H,39,45)(H,40,47)(H,49,50)/t19-,20+,24-,25-,26-,28+,29-/m0/s1
SMILES Code
C[C@@H](O)[C@@H](C(O)=O)NC([C@H](CC(C)C)NC([C@H](CC1=CC=CC=C1)NC(CNC([C@@H]([C@@H](O)C)NC([C@H](CC2=CC=C(O)C=C2)N)=O)=O)=O)=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 700.79 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: Zajac JM, Gacel G, Petit F, Dodey P, Rossignol P, Roques BP. Deltakephalin, Tyr-D-Thr-Gly-Phe-Leu-Thr: a new highly potent and fully specific agonist for opiate delta-receptors. Biochem Biophys Res Commun. 1983 Mar 16;111(2):390-7. PubMed PMID: 6301470. 2: Widy-Tyszkiewicz E, Członkowski A. Analgesic activity of morphiceptin, beta-casomorphin-4, and deltakephalin in normotensive Wistar-Glaxo and spontaneously hypertensive rats. Peptides. 1989 May-Jun;10(3):539-44. PubMed PMID: 2780414. 3: Flippen-Anderson JL, Deschamps JR, Ward KB, George C, Houghten R. Crystal structure of deltakephalin: a delta-selective opioid peptide with a novel beta-bend-like conformation. Int J Pept Protein Res. 1994 Aug;44(2):97-104. PubMed PMID: 7982763. 4: Chaillet P, Coulaud A, Fournié-Zaluski MC, Gacel G, Roques BP, Costentin J. Pain control by endogenous enkephalins is mediated by mu opioid receptors. Life Sci. 1983;33 Suppl 1:685-8. PubMed PMID: 6319920. 5: Mauborgne A, Bourgoin S, Benoliel JJ, Hirsch M, Berthier JL, Hamon M, Cesselin F. Enkephalinase is involved in the degradation of endogenous substance P released from slices of rat substantia nigra. J Pharmacol Exp Ther. 1987 Nov;243(2):674-80. PubMed PMID: 2445957. 6: Jinsmaa Y, Takahashi M, Takahashi M, Yoshikawa M. Anti-analgesic and anti-amnesic effect of complement C3a. Life Sci. 2000 Sep 15;67(17):2137-43. PubMed PMID: 11057763. 7: Takenaka Y, Nakamura F, Jinsmaa Y, Lipkowski AW, Yoshikawa M. Enterostatin (VPDPR) has anti-analgesic and anti-amnesic activities. Biosci Biotechnol Biochem. 2001 Jan;65(1):236-8. PubMed PMID: 11272841. 8: Delay-Goyet P, Zajac JM, Javoy-Agid F, Agid Y, Roques BP. Regional distribution of mu, delta and kappa opioid receptors in human brains from controls and parkinsonian subjects. Brain Res. 1987 Jun 23;414(1):8-14. PubMed PMID: 3040166. 9: Böhme GA, Stutzmann JM, Roques BP, Blanchard JC. Effects of selective mu- and delta-opioid peptides on kindled amygdaloid seizures in rats. Neurosci Lett. 1987 Feb 24;74(2):227-31. PubMed PMID: 3033553. 10: Tocque B, Jacobson AE, Rice KC, Frey EA. The mu-opioid receptor in the 7315c tumor cell. Eur J Pharmacol. 1987 Nov 3;143(1):127-30. PubMed PMID: 2826184. 11: Slaughter MM, Mattler JA, Gottlieb DI. Opiate binding sites in the chick, rabbit and goldfish retina. Brain Res. 1985 Jul 22;339(1):39-47. PubMed PMID: 2992696. 12: Mauborgne A, Lutz O, Legrand JC, Hamon M, Cesselin F. Opposite effects of delta and mu opioid receptor agonists on the in vitro release of substance P-like material from the rat spinal cord. J Neurochem. 1987 Feb;48(2):529-37. PubMed PMID: 2432185. 13: Gosnell BA, Majchrzak MJ. Centrally administered opioid peptides stimulate saccharin intake in nondeprived rats. Pharmacol Biochem Behav. 1989 Aug;33(4):805-10. PubMed PMID: 2616599. 14: Delay-Goyet P, Zajac JM, Rigaudy P, Foucaud B, Roques BP. Comparative binding properties of linear and cyclic delta-selective enkephalin analogues: [3H]-[D-Thr2, Leu5] enkephalyl-Thr6 and [3H]-[D-Pen2, D-Pen5] enkephalin. FEBS Lett. 1985 Apr 22;183(2):439-43. PubMed PMID: 2985440. 15: Qin L, Liu Y, Qian X, Hong JS, Block ML. Microglial NADPH oxidase mediates leucine enkephalin dopaminergic neuroprotection. Ann N Y Acad Sci. 2005 Aug;1053:107-20. PubMed PMID: 16179514. 16: Polastron J, Jauzac P. Different subtypes of opioid receptors have different affinities for G-proteins. Cell Mol Biol (Noisy-le-grand). 1994 May;40(3):389-401. PubMed PMID: 7920183. 17: Villanueva L, Bing Z, Bouhassira D, Le Bars D. Depressive effects of mu and delta opioid receptor agonists on activities of dorsal horn neurones are enhanced by dibencozide. J Pharmacol Exp Ther. 1991 Jun;257(3):1198-202. PubMed PMID: 1646326. 18: Chukwuocha RU, Reyes E, Tokuda S. The in vivo effects of opioid peptides on the murine immune response. Int J Immunopharmacol. 1994 Mar;16(3):205-15. PubMed PMID: 8206686. 19: 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. 20: Shiigi Y, Takahashi M, Kaneto H. Facilitation of memory retrieval by pretest morphine mediated by mu but not delta and kappa opioid receptors. Psychopharmacology (Berl). 1990;102(3):329-32. PubMed PMID: 2174567.