L-Lactolactoyl-Lys-Octreotide introduces a lactoyl modification onto a lysine side chain within octreotide, enhancing polarity and hydrogen-bond capacity. The additional moiety can modulate receptor binding and surface recognition. Researchers examine its effects on peptide conformation and transport properties. Applications include pro-moiety design, peptide-matrix interaction studies, and modified-analogue characterization.
CAT No: Z10-101-213
CAS No:2821715-05-1
Synonyms/Alias:D-Phenylalanyl - L-hemicystyl - L-phenylalanyl - D-tryptophyl -(N-L-Lactolactoyl) - L-lysyl -L-threonyl - L-hemicystyl - L-Threoninol cyclic (2-7) - disulfide; (R)-1-((4-((4R,7S,10S,13R,16S,19R)-13-((1H-indol-3-yl)methyl)-19-((R)-2-amino-3-phenylpropanamido)-16-benzyl-4-(((2R,3R)-1,3-dihydroxybutan-2-yl)carbamoyl)-7-((R)-1-hydroxyethyl)-6,9,12,15,18-pentaoxo-1,2-dithia-5,8,11,14,17-pentaazacycloicosan-10-yl)butyl)amino)-1-oxopropan-2-yl(S)-2-hydroxypropanoate
L-Lactolactoyl-Lys-Octreotide is a specialized carbohydrate-peptide conjugate designed for advanced research applications in the fields of biochemistry, molecular biology, and drug discovery. As a modified octreotide analog, it incorporates a lactolactoyl-lysine moiety, which enhances its biochemical properties and provides unique opportunities for probing glycopeptide interactions. The molecular structure of L-Lactolactoyl-Lys-Octreotide allows for increased stability and solubility in aqueous environments, supporting its use in various experimental protocols. Researchers value this compound for its ability to mimic glycosylated peptides, facilitating the study of post-translational modifications and their effects on peptide function. By bridging the gap between peptide chemistry and carbohydrate research, L-Lactolactoyl-Lys-Octreotide serves as a versatile tool for elucidating complex biological phenomena.
Glycopeptide Interaction Studies: L-Lactolactoyl-Lys-Octreotide is frequently utilized in the investigation of glycopeptide-protein interactions, particularly those involving lectins and glycan-binding proteins. The presence of the lactolactoyl group provides a model system for understanding how glycosylation modulates peptide recognition and binding affinity. By employing this conjugate in binding assays, researchers can dissect the molecular determinants of carbohydrate-mediated interactions, informing the design of novel biomimetic ligands and inhibitors. This application is critical for advancing knowledge of cellular communication, immune recognition, and signal transduction pathways that depend on glycan-peptide recognition events.
Structure-Activity Relationship Analysis: The unique architecture of this octreotide analog makes it an excellent candidate for structure-activity relationship (SAR) studies. By systematically modifying the carbohydrate or peptide portions, scientists can evaluate the impact of specific structural features on biological activity. L-Lactolactoyl-Lys-Octreotide serves as a reference compound in comparative studies, enabling the identification of key residues involved in receptor binding, internalization, and downstream signaling. Such SAR analyses provide crucial insights for the rational design of next-generation peptide therapeutics and diagnostic agents with improved efficacy and selectivity.
Enzyme Substrate Profiling: As a glycopeptide mimic, this compound is valuable for profiling the substrate specificity of glycosidases, proteases, and other enzymes involved in peptide and carbohydrate metabolism. By monitoring the enzymatic cleavage or modification of L-Lactolactoyl-Lys-Octreotide, researchers can elucidate the mechanisms by which enzymes recognize and process glycosylated substrates. This information is instrumental in the discovery of selective enzyme inhibitors, the characterization of metabolic pathways, and the development of high-throughput screening assays for enzyme activity.
Analytical Method Development: The distinct physicochemical properties of this glycosylated peptide make it an ideal standard for optimizing analytical techniques such as mass spectrometry, liquid chromatography, and capillary electrophoresis. L-Lactolactoyl-Lys-Octreotide enables the calibration of detection systems, validation of sample preparation protocols, and assessment of method sensitivity and specificity. Its use in analytical method development ensures accurate quantification and characterization of glycopeptides in complex biological samples, supporting advances in proteomics and glycomics research.
Cellular Uptake and Trafficking Studies: Researchers employ this compound to investigate the cellular uptake, trafficking, and localization of glycosylated peptides. The conjugation of the lactolactoyl group to octreotide allows for the exploration of how glycosylation influences membrane permeability, endocytosis, and intracellular transport. By tracking the fate of L-Lactolactoyl-Lys-Octreotide in cell-based assays, scientists gain valuable information about the determinants of peptide bioavailability, stability, and subcellular targeting. These studies contribute to a deeper understanding of the role of glycosylation in modulating peptide function and distribution within biological systems.
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