CAS 81733-79-1|(D-Ala2)-Leu-Enkephalin-Arg trifluoroacetate salt

Introduction:Basic information about CAS 81733-79-1|(D-Ala2)-Leu-Enkephalin-Arg trifluoroacetate salt, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name(D-Ala2)-Leu-Enkephalin-Arg trifluoroacetate salt
CAS Number81733-79-1Molecular Weight725.83500
Density1.363g/cm3Boiling Point/
Molecular FormulaC35H51N9O8Melting Point/
MSDS/Flash Point/

Names

Name(2S)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]propanoyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-5-(diaminomethylideneamino)pentanoic acid
SynonymMore Synonyms

BiologicalActivity

DescriptionDalargin is a potent δ-opioid receptor agonist. Dalargin mitigates Gentamicin (HY-A0276)-induced cell death. Dalargin shows nephroprotective effects on Gentamicin-induced kidney injury. Dalargin shows antiulcer activity[1][2][3].
Related CatalogSignaling Pathways >>GPCR/G Protein >>Opioid ReceptorSignaling Pathways >>Neuronal Signaling >>Opioid ReceptorResearch Areas >>Neurological Disease
Target

δ Opioid Receptor/DOR

In VitroDalargin (100 µg/mL; 1 h) 在体外减轻庆大霉素诱导的肾上皮细胞死亡[2]。 Cell Viability Assay[2] Cell Line: Kidney cells Concentration: 100 µg/mL Incubation Time: 1 h (prior to treatment with 1.2–2.5 mg/ml gentamicin for 24 h) Result: Reduced kidney cells death.
In VivoDalargin (25, 50 µg/kg; i.p.) 对庆大霉素诱导的大鼠肾损伤显示出肾脏保护作用[2]。 Animal Model: 290-350 g, White male rats[2] Dosage: 25, 50 µg/kg Administration: I.p. (3 h before each gentamicin injection) Result: Mitigated gentamicin-induced acutekidney injury, attenuated ROS generation and oxidative stress, alleviated histopathological changes in a renal tissue.
References

[1]. Titov MI, et al. Dalargin--a peptidnyĭ preparat s tsitoprotektivnym deĭstviem [Dalargin--a peptide preparation with cytoprotective action]. Biull Vsesoiuznogo Kardiol Nauchn Tsentra AMN SSSR. 1985;8(2):72-6.  

[2]. Plotnikov EY, et al. Nephroprotective effect of GSK-3β inhibition by lithium ions and δ-opioid receptor agonist dalargin on gentamicin-induced nephrotoxicity. Toxicol Lett. 2013 Jul 18;220(3):303-8.  

[3]. Polonskiĭ VM, et al. Mesto prilozheniia (tsentral'noe ili perifericheskoe) protivoiazvennogo deĭstviia sinteticheskogo analoga éndogennykh opioidov dalargina v éksperimental'noĭ modeli tsisteaminovykh duodenal'nykh iazv u krys [The site (central or peripheral) of the anti-ulcer action of dalargin, a synthetic analog of endogenous opioids in an experimental model of cysteamine-induced duodenal ulcer in rats]. Biull Eksp Biol Med. 1987 Apr;103(4):433-4.  

Chemical & Physical Properties

Density1.363g/cm3
Molecular FormulaC35H51N9O8
Molecular Weight725.83500
Exact Mass725.38600
PSA308.40000
LogP5.06670
InChIKeyGDPHPXYFLPDZGH-UHFFFAOYSA-N
SMILESCC(C)CC(NC(=O)C(Cc1ccccc1)NC(=O)CNC(=O)C(C)NC(=O)C(N)Cc1ccc(O)cc1)C(=O)NC(CCCN=C(N)N)C(=O)O

Synonyms

Dalargin
H-Tyr-D-Ala-Gly-Phe-Leu-Arg-OH
(D-Ala2)-Leucine Enkephalin-Arg
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