N3-Gly-Gly-OH (DCHA) - CAS 2706488-76-6 Catalog number: BADC-01829

N3-Gly-Gly-OH (DCHA) is a valuable compound in peptide chemistry, commonly used as an intermediate for synthesizing peptides with glycine-based sequences. This dipeptide derivative, with the N3-protection group, allows for efficient peptide synthesis, offering improved control over reactions during solid-phase peptide synthesis (SPPS). The DCHA (dihydroxy-cyclohexylamine) salt form enhances the solubility of the compound, facilitating its use in complex peptide synthesis protocols, making it an essential reagent for developing peptides for therapeutic and industrial applications.

A key application of N3-Gly-Gly-OH (DCHA) lies in its role as a building block for the synthesis of glycine-containing peptides. Glycine, being a small and flexible amino acid, is crucial for maintaining peptide backbone flexibility, making it suitable for a variety of functional peptides. The inclusion of N3-Gly-Gly-OH in peptide sequences can improve their stability, resistance to proteolytic degradation, and bioactivity. This is particularly important for the design of peptides used in drug discovery, such as antimicrobial peptides, enzyme inhibitors, or peptide hormones, which require enhanced stability and efficacy.

N3-Gly-Gly-OH (DCHA) is also employed in the preparation of peptide-drug conjugates (PDCs), which are increasingly used in targeted drug delivery systems. The glycine-based dipeptide structure allows for easy incorporation into larger peptide sequences, providing a platform for conjugating bioactive molecules such as cytotoxic drugs or targeting agents. The N3-protection group ensures that the peptide is synthesized under controlled conditions, minimizing side reactions. These conjugates are especially valuable in cancer therapy, where they can deliver potent drugs directly to tumor cells, minimizing toxicity to healthy tissues.

Additionally, N3-Gly-Gly-OH (DCHA) plays a critical role in the development of cyclic peptides. Glycine residues are often used in cyclic peptide design to confer flexibility, making the peptide more adaptable to different binding sites. By incorporating N3-Gly-Gly-OH into cyclic peptide sequences, researchers can create peptides with enhanced stability, resistance to proteolysis, and improved binding affinity. These cyclic peptides are of great interest in drug discovery, particularly for targeting protein-protein interactions and enzyme inhibition, areas that are important in oncology and other therapeutic fields.

Another application of N3-Gly-Gly-OH (DCHA) is in the synthesis of functionalized biomaterials and drug delivery systems. The glycine residues provide a flexible backbone that can be modified to incorporate other functional groups or conjugate with drugs or targeting molecules. The DCHA salt form increases the compound's solubility, enabling its use in various drug delivery platforms, such as nanoparticles, micelles, and liposomes. These systems offer controlled release and targeted delivery, making N3-Gly-Gly-OH (DCHA) an essential building block in the development of advanced therapies for a variety of diseases, including cancer and chronic conditions.