[Leu5]-Enkephalin

[Leu5]-Enkephalin

Catalog Number:
L002370882APE
Mfr. No.:
APE-B5214
Price:
$276
  • Size:
    25mg
    Quantity:
    Add to Cart:
      • Overview
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          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.

          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.

      • Properties
        • Categories
          An endogenous pentapeptide that acts as an agonist at opioid receptors
          Alternative 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
          CAS Number
          58822-25-6
          Molecular Formula
          C28H37N5O7
          Molecular Weight
          555.63
          Appearance
          A solid
          Purity
          98.00%
          Solubility
          ≥54.6 mg/mL in H2O; ≥54.8 mg/mL in EtOH; ≥55.6 mg/mL in DMSO
          Storage
          Desiccate at -20°C
          SMILES
          O=C([[email protected]@H](CC1=CC=CC=C1)NC(CNC(CNC([[email protected]](CC(C=C2)=CC=C2O)N)=O)=O)=O)N[[email protected]](C(O)=O)CC(C)C

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