Leu-Enkephalin-Thr is an endogenous opioid peptide found in the brain. It is a small neuropeptide consisting of five amino acids: Leucine, Enkephalin, and Threonine, which are linked together in a linear sequence.
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CAT No: 10-101-249
CAS No:75644-90-5
Synonyms/Alias:DSLET;75644-90-5;Dislet;DSTLE;2-Ser-thr-leu-enkephalin;Tyr-D-Ser-Gly-Phe-Leu-Thr;(D-Ser2)-Leu-Enkephalin-Thr;(2S,3R)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxybutanoic acid;Enkephalin, Ser(2), Leu(5), Thr(6)-;CHEMBL124283;Tyr-ser-gly-phe-leu-thr;Enkephalin-leu, ser(2)-thr-;Leu-enkephalin, ser(2)-thr-;H-Tyr-D-Ser-Gly-Phe-Leu-Thr-OH;Leucine-enkephalin, ser(2)-thr-;YSGFLT;Ser(2)-leu(5)-enkephalin-thr(6);Enkephalin-leu, seryl(2)-threonine-;Tyrosyl-seryl-glycyl-phenylalanyl-leucyl-threonine;[D-Ser2, Leu5, Thr6]-enkephalin;D-Ser2,Thr6-Leucine-enkephalin;DSLET-OH;Ser(2), Leu(5), Thr(6)-enkephalin;D-Ser(2), Leu(5), Thr(6)-enkephalin;enkephalin, D-Ser(2), Leu(5), Thr(6)-;GTPL1609;[D-Ser2,Leu5]Enkephalin-Thr6;DTXSID00997082;CHEBI:176958;L-Threonine, L-tyrosyl-D-serylglycyl-L-phenylalanyl-L-leucyl-;2-{2-[2-(2-{2-[2-Amino-3-(4-hydroxy-phenyl)-propionylamino]-3-hydroxy-propionylamino}-acetylamino)-3-phenyl-propionylamino]-4-methyl-pentanoylamino}-3-hydroxy-butyric acid;HY-P1332;BDBM50018708;AKOS024456434;L-Threonine, N-(N-(N-(N-(N-L-tyrosyl-D-seryl)glycyl)-L-phenylalanyl)-L-leucyl)-;DA-69156;FS108773;CS-0029454;C20165;H-Tyr-D-Ser-Gly-Phe-Leu-Thr-OH; H-Y(dS)GFLT-OH;Q27077121;(2S,5S,8S,14R,17S)-17-amino-8-benzyl-2-((R)-1-hydroxyethyl)-14-(hydroxymethyl)-18-(4-hydroxyphenyl)-5-isobutyl-4,7,10,13,16-pentaoxo-3,6,9,12,15-pentaazaoctadecan-1-oic acid;N-[14-Amino-5-benzyl-1,4,7,10,13-pentahydroxy-11-(hydroxymethyl)-15-(4-hydroxyphenyl)-2-(2-methylpropyl)-3,6,9,12-tetraazapentadeca-3,6,9,12-tetraen-1-ylidene]threonine;
Chemical Name:(2S,3R)-2-[[(2S)-2-[[(2S)-2-[[2-[[(2R)-2-[[(2S)-2-amino-3-(4-hydroxyphenyl)propanoyl]amino]-3-hydroxypropanoyl]amino]acetyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxybutanoic acid
[D-Ser2] Leu-Enkephalin-Thr is a synthetic peptide analog derived from the endogenous opioid pentapeptide enkephalin, featuring a D-serine substitution at position 2 and a threonine extension at the C-terminus. This structural modification imparts unique biochemical properties that modulate its interaction with opioid receptors, making it a valuable tool for elucidating receptor selectivity, signal transduction, and peptide-receptor dynamics. The compound's stability and altered pharmacodynamic profile have positioned it as an important research molecule in the study of neuropeptide signaling, receptor pharmacology, and peptide structure-activity relationships within the opioid system.
Receptor Binding Studies: As a modified enkephalin analog, [D-Ser2] Leu-Enkephalin-Thr is utilized to investigate opioid receptor binding affinities and selectivity. The D-amino acid substitution at position 2 confers resistance to enzymatic degradation, enabling researchers to study prolonged receptor-peptide interactions. This property facilitates detailed kinetic analyses of ligand binding, receptor activation, and downstream signaling events, providing insights into the molecular determinants of opioid receptor subtype specificity.
Peptide Structure-Activity Relationship Analysis: The compound serves as a model substrate for exploring the structural features that govern peptide activity at opioid receptors. By comparing its biological activity with that of native enkephalins and other analogs, scientists can dissect the influence of D-amino acid incorporation and C-terminal modifications on receptor recognition and functional output. Such studies are critical for advancing the rational design of peptide-based ligands with tailored receptor profiles.
Neuropeptide Signaling Research: [D-Ser2] Leu-Enkephalin-Thr is frequently employed in neurochemical studies aimed at understanding endogenous opioid pathways in the central and peripheral nervous systems. Its enhanced stability and receptor selectivity make it suitable for probing the physiological roles of enkephalinergic signaling, including the modulation of neurotransmitter release, synaptic plasticity, and neuronal excitability. These investigations contribute to a deeper understanding of neuropeptide-mediated communication in health and disease models.
Analytical Method Development: The distinct physicochemical properties of this peptide analog support its use as a reference compound in the development and validation of analytical methods for peptide detection and quantification. Techniques such as high-performance liquid chromatography (HPLC) and mass spectrometry benefit from the compound's stability and well-characterized profile, aiding in the calibration of instrumentation and the assessment of peptide integrity in complex biological samples.
Peptide Synthesis and Modification Studies: [D-Ser2] Leu-Enkephalin-Thr is also valuable in the context of synthetic peptide chemistry, where it serves as a benchmark for optimizing solid-phase synthesis protocols and post-synthetic modifications. Its defined sequence and functional groups provide a testbed for evaluating coupling efficiencies, protecting group strategies, and purification methodologies. These applications facilitate the advancement of peptide production technologies and the generation of novel analogs for research use.
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