D-Lactolactoyl-Lys-Octreotide attaches a D-lactoyl modification to a lysine side chain, tuning polarity and steric profile. Researchers monitor its altered helix formation, receptor-binding properties, and proteolytic susceptibility. The expanded hydrogen-bonding network influences solution behavior. Applications include modified-octreotide analog development and structural-biology studies.
CAT No: Z10-101-219
CAS No:2821715-07-3
Synonyms/Alias:(S)-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(R)-2-hydroxypropanoate;
D-Lactolactoyl-Lys-Octreotide is a synthetic peptide derivative featuring a modified lysine residue with a D-lactolactoyl group. As an analog of octreotide, a well-known somatostatin mimetic, this compound incorporates site-specific modifications that expand its utility in peptide research and biochemical investigations. The unique structural features of D-Lactolactoyl-Lys-Octreotide enable researchers to explore peptide stability, receptor interactions, and structure-activity relationships within the broader context of somatostatin analogs and peptide engineering. Its specialized design makes it a valuable tool for advancing knowledge in the fields of peptide chemistry, receptor pharmacology, and molecular biology.
Peptide Receptor Interaction Studies: D-Lactolactoyl-Lys-Octreotide is highly relevant for research focused on G protein-coupled receptor (GPCR) binding and signaling, particularly those involving somatostatin receptor subtypes. By introducing a D-lactolactoyl modification at the lysine residue, investigators can systematically assess how structural changes influence receptor affinity, selectivity, and downstream signaling pathways. Such studies are critical for elucidating the molecular determinants of peptide-receptor recognition and for guiding rational design of next-generation peptide ligands with tailored pharmacological profiles.
Peptide Stability and Metabolic Profiling: The incorporation of non-canonical amino acid modifications, such as the D-lactolactoyl group, allows detailed investigation of peptide stability in biological environments. Researchers can utilize D-Lactolactoyl-Lys-Octreotide to evaluate resistance to enzymatic degradation, proteolytic cleavage patterns, and overall metabolic fate in vitro. These insights are essential for developing peptide-based probes or therapeutics with improved bioavailability, as well as for understanding the impact of chemical modifications on peptide half-life and functional persistence.
Structure-Activity Relationship (SAR) Analysis: The unique side chain modification present in D-Lactolactoyl-Lys-Octreotide provides a platform for comprehensive SAR studies. By comparing the biological activities of this analog with those of unmodified octreotide and other derivatives, scientists can delineate the contributions of specific chemical groups to potency, efficacy, and selectivity. This approach is instrumental in mapping the critical structural features required for optimal biological function and in informing the iterative optimization of peptide leads for research or development purposes.
Peptide Synthesis Methodology Development: D-Lactolactoyl-Lys-Octreotide serves as a model system for advancing solid-phase peptide synthesis (SPPS) techniques, especially those involving site-specific incorporation of non-standard amino acid derivatives. The successful assembly of such modified peptides highlights strategies for orthogonal protection, selective coupling, and post-synthetic modification. Methodological insights gained from synthesizing this compound can be translated to the preparation of other complex peptide analogs, thereby broadening the toolkit available for peptide chemists.
Analytical Characterization and Quality Control: The distinct chemical structure of D-Lactolactoyl-Lys-Octreotide makes it an excellent reference standard for developing and validating analytical methods, such as high-performance liquid chromatography (HPLC), mass spectrometry, and nuclear magnetic resonance (NMR) spectroscopy. By providing a well-defined target for method calibration and system suitability testing, it supports the establishment of robust protocols for peptide identification, purity assessment, and structural elucidation in both research and industrial laboratory settings.
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