(Des-octanoyl)-Ghrelin (human) lacks the octanoyl modification normally crucial for ghrelin's hydrophobic interactions. The deacylated peptide provides insight into structural roles of lipidation and its impact on folding. Researchers use it to compare native versus non-acylated behavior in binding and stability studies. Its defined sequence supports mechanistic and biophysical analysis.
CAT No: PI-007
CAS No:313951-59-6
Synonyms/Alias:[Des-octanoyl]-Ghrelin (human);GSSFLSPEHQRVQQRKESK KPPAKLQPR-OH;304853-26-7;313951-59-6;L-Arginine,glycyl-L-seryl-L-seryl-L-phenylalanyl-L-leucyl-L-seryl-L-prolyl-L-a-glutamyl-L-histidyl-L-glutaminyl-L-arginyl-L-valyl-L-glutaminyl-L-glutaminyl-L-arginyl-L-lysyl-L-a-glutamyl-L-seryl-L-lysyl-L-lysyl-L-prolyl-L-prolyl-L-alanyl-L-lysyl-L-leucyl-L-glutaminyl-L-prolyl-;UNII-XEW3CUX2ZE;Desacyl ghrelin;Desoctanoylghrelin;Desacyl-lenomorelin;XEW3CUX2ZE;AKOS024457014;PD079290;Glycyl-L-seryl-L-seryl-L-phenylalanyl-L-leucyl-L-seryl-L-prolyl-L-alpha-glutamyl-L-histidyl-L-glutaminyl-L-arginyl-L-valyl-L-glutaminyl-L-glutaminyl-L-arginyl-L-lysyl-L-alpha-glutamyl-L-seryl-L-lysyl-L-lysyl-L-prolyl-L-prolyl-L-alanyl-L-lysyl-L-leucy;
Chemical Name:(4S)-4-[[(2S)-1-[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[[(2S)-2-[(2-aminoacetyl)amino]-3-hydroxypropanoyl]amino]-3-hydroxypropanoyl]amino]-3-phenylpropanoyl]amino]-4-methylpentanoyl]amino]-3-hydroxypropanoyl]pyrrolidine-2-carbonyl]amino]-5-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-5-amino-1-[[(2S)-5-amino-1-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-6-amino-1-[(2S)-2-[(2S)-2-[[(2S)-1-[[(2S)-6-amino-1-[[(2S)-1-[[(2S)-5-amino-1-[(2S)-2-[[(1S)-4-carbamimidamido-1-carboxybutyl]carbamoyl]pyrrolidin-1-yl]-1,5-dioxopentan-2-yl]amino]-4-methyl-1-oxopentan-2-yl]amino]-1-oxohexan-2-yl]amino]-1-oxopropan-2-yl]carbamoyl]pyrrolidine-1-carbonyl]pyrrolidin-1-yl]-1-oxohexan-2-yl]amino]-1-oxohexan-2-yl]amino]-3-hydroxy-1-oxopropan-2-yl]amino]-4-carboxy-1-oxobutan-2-yl]amino]-1-oxohexan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-3-methyl-1-oxobutan-2-yl]amino]-5-carbamimidamido-1-oxopentan-2-yl]amino]-1,5-dioxopentan-2-yl]amino]-3-(1H-imidazol-4-yl)-1-oxopropan-2-yl]amino]-5-oxopentanoic acid
(Des-octanoyl)-Ghrelin (human) is a peptide derivative of the endogenous hormone ghrelin, distinguished by the absence of the octanoyl modification at the serine-3 position. As a naturally occurring splice variant, it is found in human tissues and circulates in plasma in a non-acylated form. While acylated ghrelin is recognized for its potent endocrine and metabolic activities, the des-octanoylated analogue is increasingly studied for its unique biological roles, receptor interactions, and signaling properties. Its structural and functional divergence from acylated ghrelin makes it a valuable molecular tool for dissecting the physiological and cellular pathways influenced by ghrelin family peptides.
Peptide receptor research: In the context of receptor pharmacology, des-octanoylated ghrelin provides a critical negative control for studies of growth hormone secretagogue receptor (GHS-R) activation. Unlike the acylated form, it does not efficiently activate GHS-R1a, enabling researchers to delineate receptor-specific signaling mechanisms and investigate the structural requirements for ligand engagement. Such studies contribute to a deeper understanding of peptide-receptor specificity and the design of selective modulators for the ghrelin signaling axis.
Metabolic pathway analysis: The non-acylated peptide serves as an essential probe for exploring metabolic processes independent of canonical ghrelin actions. Its presence allows for the examination of alternative pathways and secondary targets potentially modulated by des-acylated ghrelin, such as those related to glucose metabolism, adipogenesis, and energy homeostasis. By comparing the effects of acylated and des-acylated forms, investigators can parse out the distinct roles of each in metabolic regulation and energy balance.
Cell signaling studies: Researchers utilize des-octanoyl ghrelin to investigate non-GHS-R mediated signaling events, including those involving cellular proliferation, differentiation, and apoptosis. Emerging evidence suggests that the peptide may influence intracellular pathways through as-yet-unidentified receptors or indirect mechanisms. Its application in cellular models supports the identification of novel signal transduction cascades and the broader physiological relevance of ghrelin family peptides beyond classical endocrine functions.
Peptide structure-function analysis: As a structurally modified peptide, the des-octanoylated variant is instrumental in systematic structure-activity relationship (SAR) studies. By comparing its functional profile to that of the acylated hormone, researchers can map the contribution of the octanoyl group to biological activity and receptor affinity. Such comparative analyses inform the rational design of peptide analogues and the development of new research tools for probing peptide hormone action.
Analytical method development: The availability of pure des-octanoyl ghrelin supports the development and validation of advanced analytical techniques, including mass spectrometry and immunoassays, for the quantification of ghrelin isoforms in biological samples. Its use as a reference standard or calibration material enhances the accuracy and specificity of assays aimed at distinguishing between acylated and des-acylated peptides, thereby facilitating biomarker discovery and physiological monitoring in biomedical research.
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