[D-Lys3]-GHRP-6 introduces a D-lysine substitution altering charge orientation and conferring enhanced conformational stability. The modified backbone supports analysis of receptor-binding determinants and protease susceptibility. Researchers employ it to explore sequence-activity relationships and molecular interactions. Its defined stereochemistry aids structural modeling.
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CAT No: PI-006
CAS No:136054-22-3
Synonyms/Alias:136054-22-3;[D-Lys3]-GHRP-6;D-Lys3-GHRP-6;(D-Lys3)-GHRP-6;(2S)-6-amino-2-[[(2R)-2-[[(2S)-2-[[(2R)-6-amino-2-[[(2R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]hexanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-phenylpropanoyl]amino]hexanamide;H-HIS-D-TRP-D-LYS-TRP-D-PHE-LYS-NH2;[D-Lys3]GHRP-6;[His1, D-Lys3, Lys6]-GHRP;MFCD00214665;His-D-Trp-D-Lys-Trp-D-Phe-Lys-NH2;[D-Lys] GHRP-6;GTPL11814;AKOS024456859;NCGC00167345-01;FL108884;DB-277002;G78085;[D-Lys3]-GHRP-6, synthetic, lyophilized powder;L-HISTIDYL-D-TRYPTOPHYL-D-LYSYL-L-TRYPTOPHYL-D-PHENYLALANYL-L-LYSINAMIDE;
Chemical Name:(2S)-6-amino-2-[[(2R)-2-[[(2S)-2-[[(2R)-6-amino-2-[[(2R)-2-[[(2S)-2-amino-3-(1H-imidazol-5-yl)propanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]hexanoyl]amino]-3-(1H-indol-3-yl)propanoyl]amino]-3-phenylpropanoyl]amino]hexanamide
[D-Lys3]-GHRP-6 is a synthetic peptide analog derived from the growth hormone-releasing hexapeptide GHRP-6, in which the third amino acid residue (lysine) is present in the D-configuration. This structural modification imparts unique receptor selectivity and functional characteristics, making it a valuable tool for probing the physiological and biochemical pathways regulated by growth hormone secretagogues. As a competitive antagonist of the ghrelin receptor (also known as the growth hormone secretagogue receptor, GHS-R), [D-Lys3]-GHRP-6 is widely utilized in research settings to dissect the roles of endogenous ghrelin signaling, study metabolic regulation, and explore receptor-ligand interactions within neuroendocrine systems.
Receptor Antagonism Studies: One of the primary applications of [D-Lys3]-GHRP-6 is in the investigation of GHS-R-mediated signaling pathways. By competitively inhibiting the binding of endogenous ligands such as ghrelin or synthetic agonists, it enables researchers to selectively block receptor activation and assess the downstream effects on cellular and systemic physiology. This approach is instrumental in elucidating the specific contributions of ghrelin receptor activity to processes such as appetite regulation, neuroendocrine hormone release, and energy homeostasis.
Metabolic Research: The compound is frequently employed in metabolic studies to clarify the role of ghrelin signaling in glucose metabolism, lipid utilization, and overall energy balance. By antagonizing GHS-R, [D-Lys3]-GHRP-6 helps delineate the receptor's involvement in metabolic adaptations under various physiological or experimental conditions. Such research is critical for understanding the molecular mechanisms underlying metabolic disorders and for identifying novel regulatory checkpoints in energy homeostasis.
Neuroendocrine Pathway Analysis: In neuroendocrinology, [D-Lys3]-GHRP-6 serves as a selective probe to interrogate the interactions between ghrelin signaling and other neuropeptide systems. Its use allows for the dissection of cross-talk between GHS-R and receptors for hormones such as growth hormone-releasing hormone (GHRH), leptin, or neuropeptide Y. This facilitates a more comprehensive understanding of the integrative control of appetite, stress responses, and endocrine function at the molecular and cellular levels.
Peptide Structure-Activity Relationship Studies: The D-amino acid substitution in [D-Lys3]-GHRP-6 provides a model system for examining how stereochemical alterations influence peptide-receptor interactions. Researchers utilize this compound to investigate the structural determinants of ligand specificity, affinity, and antagonistic potency at the GHS-R. Such studies contribute to the rational design of new peptide-based modulators with tailored pharmacological properties for research applications.
Signal Transduction Investigations: By selectively blocking ghrelin receptor activation, [D-Lys3]-GHRP-6 is used to explore intracellular signaling cascades initiated by GHS-R engagement. This includes analysis of second messenger systems, kinase activation, and gene expression changes in relevant cell types. The ability to modulate these pathways with a well-characterized antagonist supports detailed mechanistic studies of hormone signaling networks and their physiological outcomes.
In summary, [D-Lys3]-GHRP-6 is a versatile peptide antagonist with established utility in receptor pharmacology, metabolic research, neuroendocrine studies, peptide structure-function analysis, and signal transduction investigations. Its selective activity at the ghrelin receptor and unique structural features make it an indispensable reagent for advancing the understanding of growth hormone secretagogue biology and related signaling pathways in basic and applied research settings.
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