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[Leu5]-Enkephalin

CAT: 0804-HY-P0288-01Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-P0288-01Size:5 mg
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24/48H Stock Items & 2 to 6 Weeks non Stock Items.
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Description
[Leu5]-Enkephalin is a pentapeptide with morphine like properties. [Leu5]-Enkephalin is a five amino acid endogenous peptide that acts as an agonist at opioid receptors.
CAS Number
58822-25-6
Product Name Alternative
Leu-enkephalin; Leucine enkephalin; Leucyl-enkephalin
UNSPSC
12352209
Target
Endogenous Metabolite; Opioid Receptor
Type
Peptides
Related Pathways
GPCR/G Protein; Metabolic Enzyme/Protease; Neuronal Signaling
Applications
Neuroscience-Neuromodulation
Field of Research
Neurological Disease
Assay Protocol
https://www.medchemexpress.com/-Leu5-Enkephalin.html
Purity
99.92
Solubility
DMSO : 116.67 mg/mL (ultrasonic) |H2O : 100 mg/mL (ultrasonic)
Smiles
CC(C)C[C@@H](C(O)=O)NC([C@H](CC1=CC=CC=C1)NC(CNC(CNC([C@H](CC2=CC=C(C=C2)O)N)=O)=O)=O)=O
Molecular Formula
C28H37N5O7
Molecular Weight
555.62
References & Citations
[1]Leu-enkephalin is a five amino acid endogenous peptide that acts as an agonist at opioid receptors.|[2]Meunier JC, et al. Binding of Leu5-enkephalin and Met5-enkephalin to a particulate fraction from rat cerebrum. FEBS Lett. 1977 May 15;77 (2) :209-13.
Shipping Conditions
Blue Ice
Storage Conditions
-80°C, 2 years; -20°C, 1 year (Powder, sealed storage, away from moisture)
Scientific Category
Peptides
Clinical Information
No Development Reported
Isoform
Human Endogenous Metabolite

Chemical Information

Leu-Enkephalin

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 neurotransmitter, an analgesic, a mu-opioid receptor agonist, a delta-opioid receptor agonist, a human metabolite and a rat metabolite. It is functionally related to a glycine, a L-leucine, a L-phenylalanine and a L-tyrosine. It is a tautomer of a Leu-enkephalin zwitterion.

CAS Number58822-25-6
PubChem CID461776
IUPAC 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
Molecular FormulaC28H37N5O7
Molecular Weight555.6
XLogP-2.3
Topological Polar Surface Area200
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count8
Rotatable Bond Count15
Heavy Atom Count40
Formal Charge0
Complexity854
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
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
InChIKey
URLZCHNOLZSCCA-VABKMULXSA-N
Chemical Structure
2D Structure
2D structure of Leu-Enkephalin
CAS: 58822-25-6
CID: 461776
Formula: C28H37N5O7
MW: 555.6
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight555.6
XLogP3-2.3
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count8
Rotatable Bond Count15
Exact Mass555.26929854
Monoisotopic Mass555.26929854
Topological Polar Surface Area200 Ų
Heavy Atom Count40
Formal Charge0
Complexity854
Isotope Atom Count0
Defined Atom Stereocenter Count3
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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M29812[Leu5]-Enkephalin, amide
M21007-01[Leu5]-Enkephalin TFA
A22687-5[Leu5]-Enkephalin 5mg
CRB1300673[Leu5]-Enkephalin Heavy
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