D-Lactolactoyl-Lys-Octreotide

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.

Designed for biological research and industrial applications, not intended for individual clinical or medical purposes.

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;

Custom Peptide Synthesis
cGMP Peptide
  • Registration of APIs
  • CMC information required for an IND
  • IND and NDA support
  • Drug master files (DMF) filing
M.F/Formula
C55H74N10O14S2
M.W/Mr.
1163.4

D-Lactolactoyl-Lys-Octreotide is a specialized carbohydrate-peptide conjugate that merges the unique properties of octreotide, a somatostatin analog, with a D-lactolactoyl-lysine moiety. This innovative compound is designed to enhance the physicochemical characteristics and bioactivity of octreotide, enabling researchers to explore its potential in various scientific domains. The presence of the carbohydrate modification not only imparts novel structural features but also influences stability, solubility, and potential receptor interactions. As a research-grade molecule, D-Lactolactoyl-Lys-Octreotide offers a platform for investigating the interplay between glycosylation and peptide function, making it a valuable tool in advanced biochemical studies and drug discovery research.

Peptide Drug Discovery: D-Lactolactoyl-Lys-Octreotide serves as a promising scaffold in the field of peptide drug discovery, where researchers investigate how glycosylation can modulate pharmacokinetics and receptor affinity. By introducing a D-lactolactoyl group to the lysine residue of octreotide, scientists can examine changes in metabolic stability, resistance to proteolytic degradation, and altered receptor binding profiles. This enables the identification of new analogs with optimized therapeutic potential and improved delivery characteristics, thereby accelerating the development of next-generation peptide therapeutics.

Receptor Binding Studies: The unique structure of this carbohydrate-modified octreotide allows for detailed receptor binding investigations, particularly with somatostatin receptors and related G protein-coupled receptors (GPCRs). Researchers utilize the conjugate to map binding sites, analyze ligand-receptor interactions, and assess the impact of glycosylation on receptor selectivity and signaling pathways. Such studies are pivotal for elucidating the molecular basis of peptide-receptor recognition and for designing ligands with tailored specificity and efficacy.

Pharmacokinetic Research: D-Lactolactoyl-Lys-Octreotide provides a valuable model for studying the influence of carbohydrate modifications on peptide pharmacokinetics. By comparing the absorption, distribution, and stability of the glycosylated peptide with its non-modified counterpart, scientists can delineate how such modifications affect in vivo and in vitro behavior. These insights are crucial for optimizing peptide-based drug candidates, as enhanced stability and altered biodistribution can lead to improved research outcomes and more efficient experimental protocols.

Bioconjugation and Targeted Delivery: The presence of the D-lactolactoyl group enables the use of this compound in bioconjugation strategies aimed at targeted delivery. Researchers can exploit the carbohydrate moiety for site-specific attachment of imaging agents, nanoparticles, or other functional groups, facilitating the targeted localization of the peptide to specific cells or tissues. This approach is instrumental in the development of advanced delivery systems and molecular probes for mechanistic studies, imaging, or targeted therapeutic research.

Analytical Method Development: D-Lactolactoyl-Lys-Octreotide is frequently employed in the development and validation of analytical methods for glycopeptide quantification and characterization. Its unique structure makes it an ideal standard or reference compound for optimizing chromatographic separation, mass spectrometric detection, and structural elucidation techniques. Analytical chemists leverage its properties to refine protocols for glycopeptide analysis, ensuring accurate measurement and identification in complex biological samples or synthetic mixtures.

Glycopeptide Structure-Activity Relationship Studies: Investigators utilize the carbohydrate-peptide conjugate to probe structure-activity relationships (SAR) within glycopeptide frameworks. By systematically modifying the glycan or peptide components, scientists can assess how structural changes influence biological activity, receptor engagement, and functional outcomes. These SAR studies are fundamental to understanding the principles governing glycopeptide function and to guiding rational design efforts in peptide chemistry and glycobiology.

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