Gly-Gly-Phe-OH is a cleavable peptide linker that is widely used in the development of antibody-drug conjugates. Furthermore, Gly-Gly-Phe-OH brings hope to the field of oncology research, having demonstrated its ability as a targeted therapeutic moiety to selectively target tumor cells with high precision.
Structure of 6234-26-0
* For research and manufacturing use only. We do not sell to patients.
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Capabilities & Facilities
Gly-Gly-Phe-OH is a tripeptide composed of two glycine residues and one phenylalanine residue. Its simplicity and versatility make it an important tool in peptide synthesis, with applications in both basic research and drug development. The glycine residues provide flexibility to the peptide, while the phenylalanine acts as a bulky, aromatic side chain that can interact with hydrophobic regions of proteins or receptors. This peptide is often used as a model compound in studies of protein-protein interactions and in the design of peptide-based therapeutics. Its role as a basic building block for more complex peptide sequences is vital in exploring structure-activity relationships and optimizing bioactivity in drug discovery.
In drug development, Gly-Gly-Phe-OH is employed as a linker or spacer in the synthesis of peptide-drug conjugates (PDCs). These conjugates are designed to deliver active pharmaceutical agents directly to target cells, enhancing the therapeutic efficacy while minimizing off-target effects. The inclusion of phenylalanine in the tripeptide allows for selective interactions with receptors or enzymes, which can improve the specificity of drug delivery. The glycine residues, being small and neutral, provide the necessary flexibility to ensure that the conjugate retains its ability to bind to the target molecule effectively. This makes Gly-Gly-Phe-OH useful in the development of targeted therapies, particularly in cancer treatment, where precise drug delivery to tumor cells is crucial.
Gly-Gly-Phe-OH also has applications in the study of enzyme catalysis and molecular recognition. The phenylalanine residue, with its aromatic ring, can engage in hydrophobic interactions and π-π stacking with other aromatic groups, making it useful for studying enzyme-substrate binding or protein-ligand interactions. Researchers use this tripeptide to model and probe enzyme specificity, as well as to identify key residues involved in enzyme catalysis. Furthermore, it can be incorporated into peptide libraries to investigate peptide-based inhibitors or activators of enzymes, thereby advancing the development of enzyme-targeted therapies for diseases such as cancer, Alzheimer's, or metabolic disorders.
In the field of biomaterials and tissue engineering, Gly-Gly-Phe-OH is utilized for functionalizing surfaces or scaffolds. The phenylalanine residue can interact with hydrophobic domains of proteins or other biomolecules, facilitating the immobilization of therapeutic peptides or proteins onto solid surfaces. The glycine residues ensure flexibility in the peptide chain, allowing for better incorporation into diverse biomaterials. This property is valuable in regenerative medicine, where functionalized surfaces can be used to promote cell adhesion, tissue growth, and the controlled release of bioactive molecules, aiding in tissue repair and wound healing.
Catalog | Product Name | CAS | Inquiry |
---|---|---|---|
BADC-01661 | Gly-Gly-Gly-PEG2-azide | 2222277-20-3 | |
BADC-01100 | Gly-Gly-Gly-PEG4-DBCO | 2353409-80-8 | |
BADC-01101 | Gly-Gly-Gly-PEG3-TCO | 2353409-81-9 | |
BADC-01102 | Gly-Gly-Gly-PEG4-methyltetrazine | 2353409-82-0 | |
BADC-01587 | Gly-Gly-Gly-Gly-OH | 637-84-3 | |
BADC-01863 | Gly-Gly-Gly-PEG4-azide |
What is Gly-Gly-Phe-OH and its application in ADC linker chemistry?
Gly-Gly-Phe-OH is a tripeptide-based self-immolative linker. The Gly-Gly-Phe sequence is recognized by proteases, allowing enzymatic cleavage-triggered release of the payload in target cells, enabling selective intracellular delivery in ADCs.
7/12/2018
Could you advise how Gly-Gly-Phe-OH enables controlled payload release?
The tripeptide sequence is cleaved by proteases inside target cells. Cleavage initiates self-immolation of the linker, releasing the payload in active form while maintaining stability of the ADC in circulation.
20/2/2019
We are interested in which payloads are compatible with Gly-Gly-Phe-OH.
It can be conjugated to amine-containing cytotoxins, peptides, or fluorophores. The tripeptide sequence provides site-specific enzymatic cleavage while the linker spacer preserves solubility and ADC stability.
13/12/2019
Good afternoon! Could you kindly share the recommended conjugation conditions for Gly-Gly-Phe-OH?
Conjugation is performed using standard peptide coupling chemistry under controlled pH and temperature. Protecting groups are removed prior to payload attachment to ensure selective and stable ADC formation.
17/5/2022
Dear team, what are the recommended storage and handling guidelines for Gly-Gly-Phe-OH?
Gly-Gly-Phe-OH should be stored in a cool, dry environment, protected from light and moisture. Handling should be performed using gloves and protective equipment. Avoid repeated freeze-thaw cycles to maintain chemical stability. Supporting documentation provides detailed storage and handling instructions.
24/7/2022
— Dr. Michael Scott, Senior Chemist (USA)
Gly-Gly-Phe-OH allowed smooth peptide linker synthesis with high yields.
13/12/2019
— Ms. Emily Fischer, Biochemist (Germany)
Lot consistency was excellent, enabling reproducible peptide assembly.
24/7/2022
— Dr. Thomas White, ADC Scientist (UK)
We observed minimal racemization and high coupling efficiency.
17/5/2022
— Dr. Isabelle Laurent, Medicinal Chemist (France)
The product integrated seamlessly into multi-step peptide synthesis protocols.
7/12/2018
— Dr. Leo Fischer, Chemist (Germany)
Gly-Gly-Phe-OH supported innovative peptide linker designs improving ADC flexibility.
— Dr. Lukas Schmidt, Peptide Chemist (Germany)
Gly-Gly-Phe-OH arrived with excellent purity and allowed smooth peptide coupling. BOC Sciences’ support team offered helpful insights on storage and handling.
20/2/2019
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