105250-85-9

Usage

Uses

Used in Pharmaceutical Industry:
H-TYR-GLY-PHE-GLY-GLY-OH is used as a bioactive peptide for its potential therapeutic applications due to its unique sequence and composition. The presence of aromatic amino acids may allow it to interact with specific biological targets, modulating various physiological processes.
Used in Peptide Synthesis:
H-TYR-GLY-PHE-GLY-GLY-OH serves as a building block in the synthesis of larger peptides or proteins. Its defined sequence and structure make it a valuable component in the development of novel biopharmaceuticals and therapeutic agents.
Used in Research and Development:
In the field of biological research, H-TYR-GLY-PHE-GLY-GLY-OH is utilized as a model compound to study peptide-protein interactions, folding, and stability. Its well-defined structure aids in understanding the fundamental principles of peptide behavior in biological systems.
Used in Cosmetic Industry:
H-TYR-GLY-PHE-GLY-GLY-OH may be employed as an active ingredient in cosmetic formulations for its potential skin health benefits. The peptide could contribute to skin hydration, elasticity, and protection, making it a valuable component in skincare products.
Used in Food Industry:
In the food industry, H-TYR-GLY-PHE-GLY-GLY-OH could be used as a functional ingredient to enhance the nutritional profile of food products. Its presence may improve the taste, texture, or provide specific health benefits, such as antioxidant or anti-inflammatory properties.

InChI:InChI=1/C24H29N5O7/c25-18(10-16-6-8-17(30)9-7-16)23(35)27-13-21(32)29-19(11-15-4-2-1-3-5-15)24(36)28-12-20(31)26-14-22(33)34/h1-9,18-19,30H,10-14,25H2,(H,26,31)(H,27,35)(H,28,36)(H,29,32)(H,33,34)/t18-,19-/m0/s1

Upstream product

• 155892-27-6 Fmoc-Tyr(tBu)-OSu 
• 71989-38-3 Fmoc-Tyr(tBu)-OH 
• 29022-11-5 N-(fluoren-9-ylmethoxycarbonyl)glycine 
• 35661-40-6 N-Fmoc L-Phe 

Relevant academic research and scientific papers

Kilogram-Scale Synthesis of Osteogenic Growth Peptide (10-14) Using a Fragment Coupling Approach

Kilogram-scale synthesis of a bioactive pentapeptide in solution by "3 + 2" fragment coupling strategy has been successively accomplished in the development of OGP (10-14), a minimal OGP-derived sequence that retains the full proliferative activity of the osteogenic growth peptide. The synthetic scheme, coupling conditions, and scaling-up of the process are systematically studied; the epimerization of the tripeptide fragment and pentapeptide are also evaluated.

Aromatic-aromatic interactions induce the self-assembly of pentapeptidic derivatives in water to form nanofibers and supramolecular hydrogels

In this paper we report the conjugation of an aromatic moiety (pyrene (P), fluorene (F), or naphthalene (N)) to pentapeptides GAGAS (1), GVPVP (2), VPGVG (3), VTEEI (4), VYGGG (5), and YGFGG (6) to afford peptidic derivatives for exploring pentapeptide-based hydrogels as potential biomaterials. Most of these compounds (1F, 1P, 2F, 2P, 4F, 4P, 4N, 5F, 5N, 6F, 6P, and 6N) behave as molecular hydrogelators and can form hydrogels at minimum concentrations of gelation from 0.5 to 2.8 wt %. The fluorescence spectra of the hydrogels exhibit a significant red shift, indicating the interactions between the aromatic moieties in those hydrogels. The circular dichroism spectra indicate that the self-assembly of the hydrogelators affords helical β-sheet-like structures. Transmission and scanning electron microscopic examination reveals the nanofiber networks of these hydrogelators. In addition, rheological measurements show fair to excellent viscoelastic properties of these hydrogels. The balance of intermolecular aromatic-aromatic interactions and hydrogen bonds of these hydrogelators leads to their self-assembly in water and the formation of nanofibers as the matrixes of hydrogels. A total of 6 of these 18 pentapeptide derivatives-1N, 2N, 3F, 3P, 3N, and 5P-fail to form hydrogels under the conditions tested, likely due to unbalanced intermolecular interactions. This work suggests that aromatic-aromatic interactions are useful and favorable forces for creating molecular nanofibers and supramoleeular hydrogels.