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Leu-enkephalin

Cat No.:V19480 Purity: ≥98%
[Leu5]-Enkephalin is a pentapeptide with morphine properties.
Leu-enkephalin
Leu-enkephalin Chemical Structure CAS No.: 58822-25-6
Product category: New1
This product is for research use only, not for human use. We do not sell to patients.
Size Price Stock Qty
10mg
Other Sizes
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Product Description
[Leu5]-Enkephalin is a pentapeptide with morphine properties. works as an agonist of opioid receptors.
Biological Activity I Assay Protocols (From Reference)
ln Vitro
Two kinds of opioid peptides that are present in the spinal cord's dorsal horn include dynorphin and enkephalins, which include met-enkephalin, leucine-enkephalin, and enkephalin-8. There are three primary subtypes of opioid receptors: mu, delta, and kappa. Potential endogenous ligands for delta and kappa opioid receptors are enkephalin and dynorphin, respectively. Three receptor types that resemble the delta and kappa opioid receptors seen in vertebrates have been identified by autoradiography and pharmacologically described in brain tissue (e.g., Ki=18.9 nM for leucine enkephalin). C's CHH terminal. maenas SG [1]. The mammalian brain naturally contains a pentapeptide called leucine-enkephalin, which has characteristics similar to morphine [2].
References

[1]. Leu-enkephalin is a five amino acid endogenous peptide that acts as an agonist at opioid receptors.

[2]. Binding of Leu5-enkephalin and Met5-enkephalin to a particulate fraction from rat cerebrum. FEBS Lett. 1977 May 15;77(2):209-13.

Additional Infomation
Leu-enkephalin is a pentapeptide comprising L-tyrosine, glycine, glycine, L-phenylalanine and L-leucine residues joined in sequence by peptide linkages. It is an endogenous opioid peptide produced in vertebrate species, including rodents, primates and humans that results from decomposition of proenkephalin or dynorphin and exhibits antinociceptive properties. It has a role as a delta-opioid receptor agonist, a mu-opioid receptor agonist, a neurotransmitter, an analgesic, a human metabolite and a rat metabolite. It is functionally related to a L-tyrosine, a glycine, a L-phenylalanine and a L-leucine. It is a tautomer of a Leu-enkephalin zwitterion.
YGGFL zwitterion has been reported in Mytilus edulis with data available.
One of the endogenous pentapeptides with morphine-like activity. It differs from MET-ENKEPHALIN in the LEUCINE at position 5. Its first four amino acid sequence is identical to the tetrapeptide sequence at the N-terminal of BETA-ENDORPHIN.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C28H37N5O7
Molecular Weight
555.6227
Exact Mass
555.269
CAS #
58822-25-6
PubChem CID
461776
Appearance
White to light yellow solid powder
Density
1.274 g/cm3
Boiling Point
998.8ºC at 760 mmHg
Flash Point
557.8ºC
Index of Refraction
1.586
LogP
2.101
Hydrogen Bond Donor Count
7
Hydrogen Bond Acceptor Count
8
Rotatable Bond Count
15
Heavy Atom Count
40
Complexity
854
Defined Atom Stereocenter Count
3
SMILES
CC(C)C[C@@H](C(=O)O)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)CNC(=O)CNC(=O)[C@H](CC2=CC=C(C=C2)O)N
InChi Key
URLZCHNOLZSCCA-VABKMULXSA-N
InChi Code
InChI=1S/C28H37N5O7/c1-17(2)12-23(28(39)40)33-27(38)22(14-18-6-4-3-5-7-18)32-25(36)16-30-24(35)15-31-26(37)21(29)13-19-8-10-20(34)11-9-19/h3-11,17,21-23,34H,12-16,29H2,1-2H3,(H,30,35)(H,31,37)(H,32,36)(H,33,38)(H,39,40)/t21-,22-,23-/m0/s1
Chemical Name
(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoic acid
HS Tariff Code
2934.99.9001
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Note: Please store this product in a sealed and protected environment, avoid exposure to moisture.
Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO : ≥ 150 mg/mL (~269.97 mM)
H2O : ~100 mg/mL (~179.98 mM)
Solubility (In Vivo)
Solubility in Formulation 1: 6.67 mg/mL (12.00 mM) in PBS (add these co-solvents sequentially from left to right, and one by one), clear solution; with sonication.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 1.7998 mL 8.9990 mL 17.9979 mL
5 mM 0.3600 mL 1.7998 mL 3.5996 mL
10 mM 0.1800 mL 0.8999 mL 1.7998 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

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