L-Lactolactoyl-Phe-Octreotide introduces a lactoyl moiety on phenylalanine within the octreotide framework, increasing polarity and hydrogen-bonding capacity. Researchers analyze shifts in conformational preferences and receptor-binding features. The modification influences solubility and matrix interactions. Applications include modified-analogue evaluation, biophysical analysis, and peptide-ligand engineering.
CAT No: Z10-101-214
Synonyms/Alias:(N-L-Lactolactoyl)-D-Phenylalanyl-L-hemicystyl-L-phenylalanyl-D-tryptophyl-L-lysyl-L-threonyl-L-hemicystyl-L-Threoninol cyclic(27)-disulfide; (R)-1-(((R)-1-(((4R,7S,10S,13R,16S,19R)-13-((1H-indol-3-yl)methyl)-10-(4-aminobutyl)-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-19-yl)amino)-1-oxo-3-phenylpropan-2-yl)amino)-1-oxopropan-2-yl(R)-2-hydroxypropanoate
L-Lactolactoyl-Phe-Octreotide is a synthetic carbohydrate-peptide conjugate designed to facilitate advanced research in glycoscience, peptide chemistry, and biomolecular engineering. This compound combines the unique structural motifs of a lactolactoyl carbohydrate and a phenylalanine-modified octreotide peptide, offering a versatile platform for exploring carbohydrate-peptide interactions, targeted delivery mechanisms, and novel biomolecular assemblies. The inclusion of both glycan and peptide domains in its structure enables L-Lactolactoyl-Phe-Octreotide to serve as a valuable probe for elucidating the interplay between carbohydrate recognition and peptide-mediated biological functions, making it a sought-after tool for researchers aiming to decipher complex molecular processes. Its synthetic accessibility and structural customization further enhance its utility in diverse experimental settings, from biochemical assays to materials science.
Targeted Drug Delivery: L-Lactolactoyl-Phe-Octreotide is widely utilized in the development of targeted drug delivery systems, especially for investigating receptor-mediated uptake mechanisms. The conjugation of a carbohydrate moiety with the octreotide peptide allows researchers to exploit dual targeting strategies, leveraging both glycan-binding proteins and somatostatin receptors. By incorporating this conjugate into nanoparticle formulations or surface-modified carriers, scientists can evaluate how multivalent interactions enhance cellular uptake, tissue specificity, and payload release. These studies contribute to the optimization of drug delivery platforms that aim to improve therapeutic index and minimize off-target effects.
Molecular Recognition Studies: The compound is instrumental in deciphering the molecular recognition events between carbohydrates and proteins, as well as peptide-ligand interactions. Researchers employ L-Lactolactoyl-Phe-Octreotide as a model system to study the binding affinities and selectivities of lectins, glycosyltransferases, or other glycan-interacting proteins. By systematically modifying the glycan or peptide components, investigators can map out critical binding epitopes and elucidate structure-activity relationships. This approach is essential for advancing the understanding of cell signaling, pathogen-host interactions, and immune recognition, where precise molecular recognition governs biological outcomes.
Bioconjugation and Surface Functionalization: L-Lactolactoyl-Phe-Octreotide finds significant application in the field of bioconjugation and surface engineering. Its bifunctional nature allows it to serve as a linker or building block for immobilizing peptides and carbohydrates onto solid supports, nanoparticles, or biosensor surfaces. The presence of both glycan and peptide domains facilitates the oriented attachment of biomolecules, enhancing the sensitivity and specificity of biosensing platforms. Researchers use it to create multifunctional surfaces that mimic natural cell membranes or extracellular matrices, enabling the study of cell adhesion, migration, and signaling in controlled environments.
Glycopeptide Synthesis and Structural Analysis: The compound is a valuable reagent in the synthesis and analysis of glycopeptides, which are increasingly recognized for their roles in cell communication and disease progression. By incorporating L-Lactolactoyl-Phe-Octreotide into synthetic protocols, chemists can generate libraries of structurally defined glycopeptides for use in high-throughput screening, NMR, or mass spectrometry-based structural studies. These efforts facilitate the identification of novel glycosylation patterns, post-translational modifications, and their functional implications in biological systems.
Biomaterials and Tissue Engineering: L-Lactolactoyl-Phe-Octreotide is also explored in the design of innovative biomaterials for tissue engineering and regenerative medicine research. Its hybrid structure enables the fabrication of hydrogels, scaffolds, or coatings that combine the bioactivity of peptides with the biocompatibility of carbohydrates. Researchers investigate how such materials influence cell behavior, promote tissue integration, and modulate immune responses in vitro. By tuning the composition and presentation of the glycan-peptide motifs, it is possible to engineer biomimetic environments that support cell growth, differentiation, and tissue repair, paving the way for next-generation biomedical materials.
Overall, the multifunctional capabilities of L-Lactolactoyl-Phe-Octreotide make it a central component in a wide array of scientific investigations, from fundamental studies of molecular recognition to the engineering of advanced biomaterials. Its unique combination of carbohydrate and peptide domains allows researchers to bridge the gap between glycoscience and peptide chemistry, facilitating the development of innovative solutions for drug delivery, diagnostics, and tissue engineering. As interest in glycopeptide conjugates continues to grow, this compound is poised to play an increasingly prominent role in both academic and industrial research settings, driving new discoveries at the interface of chemistry, biology, and materials science.
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