D-Lactolactoyl-Thr-Octreotide

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.

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

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

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.
1163.36

D-Lactolactoyl-Thr-Octreotide is a synthetic peptide derivative characterized by the incorporation of a D-lactolactoyl modification at the threonine residue within the octreotide backbone. As an analog of the clinically significant octreotide peptide, it is engineered to explore the effects of specific chemical modifications on peptide structure, stability, and function. The D-lactolactoyl moiety introduces a unique stereochemical and functional element, making this compound highly relevant for advanced peptide research, structure-activity relationship studies, and the development of novel peptide-based tools for biochemical investigations. Its distinct chemical features render it a valuable asset for scientists seeking to dissect the impact of post-synthetic modifications on peptide behavior and interactions.

Peptide Structure-Activity Relationship Studies: D-Lactolactoyl-Thr-Octreotide serves as a robust model for examining how site-specific modifications influence peptide conformation and biological activity. The presence of the D-lactolactoyl group at the threonine site provides researchers with a means to probe the effects of altered side-chain chemistry on receptor binding, molecular recognition, and downstream signaling. By comparing the properties of this analog with those of unmodified octreotide or other derivatives, investigators can elucidate key determinants of peptide-receptor interactions and refine the design of functional peptide analogs.

Peptide Stability and Degradation Analysis: The incorporation of non-canonical moieties such as D-lactolactoyl can significantly affect peptide resistance to enzymatic degradation. Researchers utilize this modified octreotide variant to assess changes in proteolytic stability, both in vitro and in complex biological matrices. Such studies are instrumental in identifying strategies to enhance peptide half-life, which is critical for the development of durable peptide-based probes and tools for research applications.

Chemical Biology and Peptide Engineering: As a chemically distinct peptide, D-Lactolactoyl-Thr-Octreotide enables the exploration of novel synthetic strategies in peptide engineering. Its unique modification provides a platform for evaluating new methods of site-selective functionalization and for testing the compatibility of such modifications with solid-phase peptide synthesis protocols. This supports the advancement of innovative approaches in the generation of custom-designed peptides for biochemical assays and functional studies.

Receptor Binding and Ligand Profiling: Modified peptides such as this analog are widely employed in receptor binding assays to investigate the specificity and affinity of ligand-receptor interactions. The altered physicochemical properties introduced by the D-lactolactoyl group allow researchers to map critical binding determinants, evaluate structure-based selectivity, and develop refined ligands for the study of G protein-coupled receptors and related signaling systems. These insights facilitate a deeper understanding of molecular recognition processes central to peptide-mediated signaling.

Analytical Method Development: The distinctive structural features of D-Lactolactoyl-Thr-Octreotide make it a valuable standard or reference compound in the development and validation of analytical techniques for peptide detection and quantification. Its use in chromatographic and mass spectrometric assays supports the optimization of separation conditions, the calibration of detection systems, and the assessment of analytical specificity for modified peptides. This contributes to more accurate and reliable peptide analysis in research and quality control laboratories.

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