CAS 60117-24-0|Leu-Enkephalin amide acetate salt

Introduction:Basic information about CAS 60117-24-0|Leu-Enkephalin amide acetate salt, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameLeu-Enkephalin amide acetate salt
CAS Number60117-24-0Molecular Weight554.63800
Density1.254 g/cm3Boiling Point1012.8ºC at 760 mmHg
Molecular FormulaC28H38N6O6Melting Point/
MSDS/Flash Point566.3ºC

Names

Name2-[[2-[[2-[[2-[[2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanamide
SynonymMore Synonyms

Leu-Enkephalin amide acetate salt BiologicalActivity

Description[Leu5]-Enkephalin, amide is a δ opioid receptor agonist.
Related CatalogSignaling Pathways >>GPCR/G Protein >>Opioid ReceptorSignaling Pathways >>Neuronal Signaling >>Opioid ReceptorPeptidesResearch Areas >>Neurological Disease
Target

δ opioid receptor[1]

In Vitro[Leu5]-Enkephalin causes concentration-dependent, reversible inhibition of pelvic nerve-evoked contractions, with an IC50 value of 2.1 nM[2].
In VivoLevels of [Leu5]-Enkephalin are significantly increased in the nucleus raphe magnus (NRM) of rats 2 weeks after the injection of complete Freund's adjuvant (CFA) (1.02±0.2 pmol/mg protein) as compared with saline-treated rats (0.49±0.04 pmol/mg protein; p<0.01). Tissue levels of [Leu5]-Enkephalin are uniformly increased in the caudal ventrolateral periaqueductal gray (PAG) 4 hr (1.15±0.25 pmol/mg protein), 4 d (1.16±0.18 pmol/mg protein), and 2 weeks (1.18±0.17 pmol/mg protein) after the injection of CFA as compared with saline-treated rats (0.55±0.03 pmol/mg protein; p<0.05, all times). A smaller increase in the levels of [Leu5]-Enkephalin occurred in the rostral aspect of the ventrolateral PAG at all time points. Finally, levels of [Leu5]-Enkephalin are also increased in the contralateral microcellular tegmental nucleus 4 d after the injection of CFA (0.53±0.04 pmol/mg protein) compared with levels in saline-treated rats (0.38±0.02 pmol/mg protein; p<0.05)[1].
References

[1]. Hurley RW, et al. Contribution of endogenous enkephalins to the enhanced analgesic effects of supraspinal mu opioid receptor agonists after inflammatory injury. J Neurosci. 2001 Apr 1;21(7):2536-45.

[2]. Kennedy C, et al. [Met5]enkephalin acts via delta-opioid receptors to inhibit pelvic nerve-evoked contractions of cat distal colon. Br J Pharmacol. 1987 Oct;92(2):291-8.

Chemical & Physical Properties

Density1.254 g/cm3
Boiling Point1012.8ºC at 760 mmHg
Molecular FormulaC28H38N6O6
Molecular Weight554.63800
Flash Point566.3ºC
Exact Mass554.28500
PSA205.74000
LogP2.20230
Index of Refraction1.586
InChIKeyYZXGODHVAJPXSG-UHFFFAOYSA-N
SMILESCC(C)CC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)CNC(=O)C(N)Cc1ccc(O)cc1)C(N)=O

Synonyms

Leu-enkephalinamide
Leu-enkephalin
Tyr-Gly-Gly-Phe-Leu-NH2
H-YGGFL-NH2
Enkephalinamide-leu
leucine-enkephalin amide
tyrosylglycylglycylphenylalanylleucinamide
[Leu5]-Enkephalin, amide
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