[Leu5]-Enkephalin is a five amino acid endogenous peptide that acts as an agonist at opioid receptors.
![[Leu5]-Enkephalin(CAS 58822-25-6)](https://img.creative-peptides.com/structure/58822-25-62d.png)
CAT No: R1123
CAS No:58822-25-6
Synonyms/Alias:Leu-enkephalin;[Leu5]-Enkephalin;leucine enkephalin;58822-25-6;Enkephalin;Enkephalins;Enkephalin L;[Leu]enkephalin;Tyr-Gly-Gly-Phe-Leu;Leucyl-enkephalin;Leucine-enkephalin;ENKEPHALIN, LEUCINE;H-Tyr-Gly-Gly-Phe-Leu-OH;[5-Leucine]Enkephalin;Leu5-Enkephalin;Tyr-Gly-Gly-Phe-Leu-OH;Leucine- enkephalin;[Leu 5]enkephalin;(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoic acid;CHEMBL8234;L-Tyr-Gly-Gly-L-Phe-L-Leu;CHEBI:89656;L-Tyrosylglycylglycyl-L-phenylalanyl-L-leucine;RI01R707R6;N-(N-(N-(N-L-Tyrosylglycyl)glycyl)-L-phenylalanyl)-L-leucine;Leu-Enkephalin Acetate;59141-40-1;Leu-enkephalin;Leucine enkephalin;Leucyl-enkephalin;L-Leucine, N-(N-(N-(N-L-tyrosylglycyl)glycyl)-L-phenylalanyl)-;(2S)-2-[(2S)-2-(2-{2-[(2S)-2-AMINO-3-(4-HYDROXYPHENYL)PROPANAMIDO]ACETAMIDO}ACETAMIDO)-3-PHENYLPROPANAMIDO]-4-METHYLPENTANOIC ACID;Dynorphin-(1-5);UNII-RI01R707R6;TyrGlyGlyPheLeu;CCRIS 6338;NSC350588;14-18-6;NSC-350588;LeuENK;EINECS 261-457-1;Leu-ENK;MFCD00076406;[Leu(5)]enkephalin;ICI 114740;NSC 350588;[Leu(5)]-enkephalin;PENTAPEPTIDE-5;L-ENK;SM-PEPTIDE-1;SH-PENTAPEPTIDE-5;Y-G-G-F-L;SCHEMBL631959;CHEMBL218452;DTXSID00905127;HY-P0288;BDBM50001465;BDBM50128075;AKOS024456832;FL73373;ICI-114740;NCGC00167126-01;DA-64928;MS-30127;NS00056490;Leu-Enkephalin (H-L-Tyr-Gly-Gly-L-Phe-L-Leu-OH);Q6533903;Tyr-Gly-Pro-Phe-Leu-Arg-Arg-Ile-Arg-Arg-Lys-NH2;L-LEUCINE, L-TYROSYLGLYCYLGLYCYL-L-PHENYLALANYL-;L-Leucine-enkephalin acetate;Dynorphin A (1-5);H-Tyr-Gly-Gly-Phe-Leu-OH acetate;([Leu]-enkephalin)2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid;(2S)-2-[[(2S)-2-[[2-[[2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]acetyl]amino]acetyl]amino];(2S,5S,14S)-14-amino-5-benzyl-15-(4-hydroxyphenyl)-2-isobutyl-4,7,10,13-tetraoxo-3,6,9,12-tetraazapentadecan-1-oic acid;(enkephalin)2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid;(S)-2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid;2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-1-oxo-3-phenyl-propylamino]-4-methyl-pentanoic acid;2-[(S)-2-(2-{2-[(S)-2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid;2-[1-[1-amino-2-(4-hydroxyphenyl)-(1S)-ethylcarboxamidomethylcarboxamidomethylcarboxamido]-2-phenyl-(1S)-ethylcarboxamido]-4-methyl-(2S)-pentanoic acid;2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-acetylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoic acid(Enkephalin);2-{1-[1-amino-2-(4-hydroxyphenyl)ethylcarboxamidomethylcarboxamidomethylcarboxamido]-2-phenylethylcarboxamido}-4-methylpentanoic acid;
[Leu5]-Enkephalin is a pentapeptide neurotransmitter belonging to the endogenous opioid peptide family, characterized by its sequence Tyr-Gly-Gly-Phe-Leu. As a naturally occurring ligand for opioid receptors, it plays a central role in modulating nociception, mood, and various neurophysiological processes within the central nervous system. The peptide's structural similarity to other enkephalins, but with a leucine residue at the C-terminus, imparts distinct receptor affinities and biological activities, making it an important tool for dissecting the molecular mechanisms underlying opioid signaling and peptide-receptor interactions. Due to its well-defined structure and functional relevance, [Leu5]-Enkephalin is widely utilized in neuropharmacological, biochemical, and receptor-binding studies aimed at advancing the understanding of opioid system dynamics.
Receptor binding studies: As a selective ligand for delta- and mu-opioid receptors, [Leu5]-Enkephalin is extensively employed in competitive binding assays to quantify receptor density, affinity, and distribution in neural tissues. Its defined interaction profile allows researchers to map opioid receptor subtypes and characterize the pharmacological properties of novel agonists or antagonists. These studies contribute to a deeper understanding of receptor-ligand specificity and the structural determinants of opioid receptor activation.
Signal transduction research: The peptide serves as a valuable probe for investigating intracellular signaling events triggered by opioid receptor activation. By applying [Leu5]-Enkephalin to cultured neurons or cell lines expressing opioid receptors, scientists can monitor downstream effects such as G protein coupling, second messenger modulation, and changes in cellular excitability. These experiments elucidate how endogenous opioid peptides regulate synaptic transmission and neuronal plasticity at the molecular level.
Peptide metabolism analysis: [Leu5]-Enkephalin is widely used as a model substrate in studies of peptidase activity, particularly enkephalinases and other proteolytic enzymes involved in neuropeptide degradation. Tracking its enzymatic breakdown provides insight into the regulation of peptide signaling duration and the mechanisms controlling neuropeptide turnover in biological systems. Such analyses are essential for identifying key modulators of neuropeptide homeostasis and for developing enzyme inhibitors as research tools.
Structure-activity relationship (SAR) exploration: The well-characterized sequence of [Leu5]-Enkephalin makes it an ideal template for systematic modification and SAR studies. By synthesizing and evaluating analogs with specific amino acid substitutions, researchers can delineate the contribution of individual residues to receptor binding, selectivity, and functional efficacy. These investigations inform the rational design of novel peptide ligands with tailored pharmacological properties for basic research or drug discovery pipelines.
Neurochemical mapping: Utilizing radiolabeled or fluorescently tagged [Leu5]-Enkephalin, neuroscientists can visualize the localization and trafficking of endogenous opioid peptides within brain regions and neural circuits. Such approaches enable detailed mapping of peptide distribution patterns, receptor co-localization, and peptide release dynamics under physiological or experimental conditions. These mapping studies are instrumental in correlating opioid peptide activity with specific behavioral or neurophysiological outcomes.
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