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[Leu5]-Enkephalin

Catalog No.
B5214
An endogenous pentapeptide that acts as an agonist at opioid receptors
Grouped product items
SizePriceStock Qty
25mg
$110.00
In stock
For scientific research use only and should not be used for diagnostic or medical purposes.

Tel: +1-832-696-8203

Email: [email protected]

Worldwide Distributors

Background

[Leu5]-Enkephalin, naturally present in mammalian brain, is one of the endogenous pentapeptides with morphine-like properties. [Leu5]-Enkephalin exhibits agonistic actions at both the δ- and μ-opioid receptors, with substantially greater preference for the former, but shows little effect on the κ-opioid receptor. In humans, the δ-opioid receptor is most heavily expressed in basal ganglia and neocortical regions, and associated with pain, depression, as well as learning and memory. [Leu5]-Enkephalin, along with the other endogenous pentapeptide, [Met5]-enkephalin, have been found to behave as potent, yet short-lived opiates in vivo.?

References:

1.?Sengul G, Watson C. Chapter 6 - Spinal Cord: Regional Anatomy, Cytoarchitecture and Chemoarchitecture. The Human Nervous System (Third Edition), 2012.

2.?Peppin JF, Raffa RB. Delta opioid agonists: a concise update on potential therapeutic applications. Journal of Clinical Pharmacy and Therapeutics, 2015, 40(2): 155-166.

3.Meunier JC, Moisand C. Binding of Leu5-enkephalin and Met5-enkephalin to a particulate fraction from rat cerebrum. FEBS Letters, 1977, 77(2): 209-213.

4. DiMaio J, Nguyen TM, Lemieux C, et al. Synthesis and pharmacological characterization in vitro of cyclic enkephalin analogues: effect of conformational constraints on opiate receptor selectivity. Journal of Medicinal Chemistry, 1982, 25(12): 1432-1438.

Chemical Properties

Physical AppearanceA solid
StorageDesiccate at -20°C
M.Wt555.63
Cas No.58822-25-6
FormulaC28H37N5O7
Solubility≥54.6 mg/mL in H2O; ≥54.8 mg/mL in EtOH; ≥55.6 mg/mL in DMSO
Chemical Name(2S,5R,14S)-14-amino-5-benzyl-15-(4-hydroxyphenyl)-2-isobutyl-4,7,10,13-tetraoxo-3,6,9,12-tetraazapentadecan-1-oic acid
SDFDownload SDF
Canonical SMILESO=C([C@@H](CC1=CC=CC=C1)NC(CNC(CNC([C@H](CC(C=C2)=CC=C2O)N)=O)=O)=O)N[C@H](C(O)=O)CC(C)C
Shipping ConditionSmall Molecules with Blue Ice, Modified Nucleotides with Dry Ice.
General tips We do not recommend long-term storage for the solution, please use it up soon.

Protocol

Cell experiment:[4]

Cell lines

Mouse vas deferens

Reaction Conditions

11.4 nM [Leu5]-encephalin

Applications

[Leu5]-Encephalin inhibited electrically stimulated contractions in mouse vas deferens, with an IC50 value of 11.4 nM.

Note

The technical data provided above is for reference only.

References:

1. Sengul G, Watson C. Chapter 6 - Spinal Cord: Regional Anatomy, Cytoarchitecture and Chemoarchitecture. The Human Nervous System (Third Edition), 2012.

2. Peppin JF, Raffa RB. Delta opioid agonists: a concise update on potential therapeutic applications. Journal of Clinical Pharmacy and Therapeutics, 2015, 40(2): 155-166.

3. Meunier JC, Moisand C. Binding of Leu5-enkephalin and Met5-enkephalin to a particulate fraction from rat cerebrum. FEBS Letters, 1977, 77(2): 209-213.

4. DiMaio J, Nguyen TM, Lemieux C, et al. Synthesis and pharmacological characterization in vitro of cyclic enkephalin analogues: effect of conformational constraints on opiate receptor selectivity. Journal of Medicinal Chemistry, 1982, 25(12): 1432-1438.

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