D-Lactolactoyl-Thr-Octreotide contains a lactoylated threonine in D-configuration, altering stereochemical context and local hydrogen bonding. The modification introduces new hydrophilic contacts and shifts secondary-structure propensity. Researchers investigate its impact on receptor interaction and conformational ensembles. Applications include peptide analog optimization and structural mapping.
CAT No: Z10-101-218
Synonyms/Alias:(S)-1-((2R,3R)-2-((4R,7S,10S,13R,16S,19R)-13-((1H-indol-3-yl)methyl)-19-((R)-2-amino-3-phenylpropanamido)-10-(4-aminobutyl)-16-benzyl-7-((R)-1-hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosane-4-carboxamido)-3-hydroxybutoxy)-1-oxopropan-2-yl (S)-2-hydroxypropanoate; D-Phenylalanyl - L-hemicystyl - L-phenylalanyl - D-tryptophyl - L-lysyl - L-threonyl - L-hemicystyl - (O- D-Lactolactoyl) - L-Threoninol – cyclic(2-7) - disulfide
D-Lactolactoyl-Thr-Octreotide is a specialized carbohydrate-peptide conjugate that integrates the structural properties of octreotide, a well-known somatostatin analog, with a D-lactolactoyl-threonine moiety. This innovative modification enhances the molecular stability and bioavailability of the peptide, making it an attractive candidate for diverse biochemical and analytical applications. Its unique structure allows for improved interaction with various biological targets, and the presence of the carbohydrate group facilitates increased solubility and potential for targeted delivery. As a result, D-Lactolactoyl-Thr-Octreotide has become a valuable tool in research settings that require advanced peptide engineering and functionalization.
Peptide Drug Delivery Research: D-Lactolactoyl-Thr-Octreotide is extensively utilized in studies focused on optimizing peptide-based drug delivery systems. The carbohydrate modification not only increases the hydrophilicity of the peptide but also enables the exploration of novel carrier systems, such as nanoparticles and liposomes, for targeted transport. Researchers leverage this molecule to investigate mechanisms of cellular uptake, endosomal escape, and receptor-mediated targeting, thereby advancing the development of more effective peptide therapeutics. By serving as a model compound, it provides critical insights into the design of conjugates with enhanced pharmacokinetic profiles, ultimately facilitating the translation of peptide drugs from bench to application.
Receptor Binding Analysis: The conjugated octreotide backbone in D-Lactolactoyl-Thr-Octreotide retains high affinity for somatostatin receptors, making it a preferred probe in receptor-ligand interaction studies. Scientists utilize it to map binding sites, assess receptor specificity, and quantify ligand-receptor affinities using advanced techniques such as surface plasmon resonance and fluorescence polarization. The carbohydrate modification can influence receptor binding kinetics, thus enabling the dissection of structure-activity relationships and the identification of key molecular determinants for selective targeting. This research is essential for the rational design of next-generation receptor modulators.
Glycopeptide Structure-Function Studies: D-Lactolactoyl-Thr-Octreotide serves as a model compound for investigating the impact of glycosylation on peptide conformation and function. Through advanced spectroscopic and crystallographic techniques, researchers study how the D-lactolactoyl-threonine group affects secondary and tertiary peptide structures, as well as its influence on proteolytic stability. These insights are invaluable for understanding the biological roles of glycopeptides and for engineering peptides with tailored functional properties. The compound's defined structure enables precise experimental manipulation, fostering a deeper comprehension of glycopeptide biochemistry.
Analytical Method Development: Analytical chemists employ D-Lactolactoyl-Thr-Octreotide as a reference standard and calibration tool in the development of sensitive detection methods for glycopeptides. Its distinct mass and chromatographic properties make it ideal for optimizing protocols in mass spectrometry, HPLC, and capillary electrophoresis. By providing a well-characterized analyte, it assists in validating analytical workflows, improving quantification accuracy, and ensuring reproducibility in peptide analysis. This application is particularly important for laboratories developing new assays for complex biological samples containing glycosylated peptides.
Bioconjugation and Targeting Studies: The unique carbohydrate-peptide structure of D-Lactolactoyl-Thr-Octreotide makes it an excellent candidate for bioconjugation research, where it is used to investigate site-specific attachment of labels, drugs, or imaging agents. Its functional groups allow for versatile chemical modifications, facilitating the creation of multifunctional conjugates tailored for imaging, diagnostics, or targeted delivery. Scientists exploit these properties to develop innovative strategies for selective cell labeling, in vitro tracking, and targeted molecular interventions, thereby expanding the toolkit for advanced biomedical research and molecular engineering.
4. Cationic cell-penetrating peptides are potent furin inhibitors
5. Adipose tissue is a key organ for the beneficial effects of GLP-2 metabolic function
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