Glycoyl-Thr-Octreotide carries a glycoacylated threonine appended to the octreotide core, introducing additional polarity and potential carbohydrate-mediated recognition. The modification influences solubility and local conformational preferences. Researchers use it to study glyco-peptide interactions and transport behavior. Applications include peptide-glycan conjugate design, structural-biochemistry work, and SAR investigations.
CAT No: Z10-101-215
Synonyms/Alias:(2R)-2-((4R,7S,10S,13R,16S,19R)-13-((1H-indol-3-yl)methyl)-19-(2-amino-3-phenylpropanamido)-10-(4-aminobutyl)-16-benzyl-4-((1,3-dihydroxybutan-2-yl)carbamoyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-7-yl)propyl 2-hydroxyacetate; (2R,3R)-3-((4R,7S,10S,13R,16S,19R)-13-((1H-Indol-3-yl)methyl)-19-((R)-2-amino-3-phenylpropanamido)-10-(4-aminobutyl)-16-benzyl-7-(1-hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carboxamido)-4-hydroxybutan-2-yl 2-hydroxyacetate
Glycoyl-Thr-Octreotide is a synthetic peptide analog designed to mimic and enhance the functional properties of endogenous somatostatin. Characterized by the incorporation of a glycoyl-modified threonine residue, this peptide exhibits increased metabolic stability and altered receptor-binding dynamics compared to native octreotide and its standard analogs. Its structure enables targeted interactions with somatostatin receptor subtypes, making it a valuable tool for probing peptide-receptor mechanisms, structure-activity relationships, and downstream signaling pathways in biochemical and pharmacological research. The unique modifications present in Glycoyl-Thr-Octreotide support its utility in advanced peptide-based investigations, particularly where enhanced resistance to enzymatic degradation and receptor selectivity are required.
Receptor Binding Studies: In the context of receptor pharmacology, Glycoyl-Thr-Octreotide provides a robust model system for characterizing ligand-receptor interactions, particularly those involving somatostatin receptor subtypes. Its structural modifications allow researchers to assess the impact of side-chain alterations on binding affinity, selectivity, and receptor activation profiles. Utilizing this peptide in radioligand binding assays, surface plasmon resonance, or fluorescence-based techniques can yield critical insights into the molecular determinants governing peptide-receptor specificity and the development of next-generation analogs with optimized pharmacodynamic properties.
Peptide Structure-Activity Relationship (SAR) Analysis: The inclusion of a glycoyl group at the threonine position offers a strategic point of investigation for SAR studies. By comparing the biological activity and receptor engagement of Glycoyl-Thr-Octreotide with unmodified or differently substituted analogs, researchers can delineate the contributions of specific side-chain modifications to overall peptide function. Such comparative analyses are instrumental in guiding the rational design of novel peptide therapeutics and research probes, enabling a deeper understanding of the structural requirements for receptor modulation.
Enzymatic Stability Assessment: Glycoyl-Thr-Octreotide is particularly useful for evaluating peptide stability against proteolytic enzymes. Its modified backbone can be employed in in vitro degradation assays to monitor resistance to enzymatic cleavage, providing a benchmark for the development of peptides with enhanced bioavailability and persistence in biological systems. These studies are essential for optimizing peptide candidates intended for research applications where prolonged activity or resistance to metabolic breakdown is desirable.
Cell Signaling and Functional Assays: The peptide's ability to selectively engage somatostatin receptors makes it an effective tool for dissecting downstream signaling cascades. In cell-based assays, Glycoyl-Thr-Octreotide can be applied to investigate G protein-coupled receptor (GPCR) activation, second messenger modulation, and the regulation of cellular responses such as hormone secretion or proliferation. These applications are critical for elucidating the mechanistic basis of somatostatin-mediated signaling and for validating the functional consequences of peptide-receptor interactions in various cellular models.
Peptide Synthesis and Analytical Method Development: Beyond direct biological applications, Glycoyl-Thr-Octreotide serves as a reference compound in peptide synthesis optimization and analytical method validation. Its defined structure and stability make it a suitable standard for high-performance liquid chromatography (HPLC), mass spectrometry, and other analytical platforms used in peptide characterization. Employing this analog facilitates the assessment of synthetic yield, purity, and identity, supporting quality control processes in peptide production workflows and method development initiatives.
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