Fmoc-N-amido-PEG5-acetic acid offers a longer PEG5 spacer with an Fmoc group, supporting advanced ADC linker synthesis. Its enhanced hydrophilicity and protecting group allow precise stepwise conjugation in antibody-drug conjugate production.
Structure of 635287-26-2
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Fmoc-N-amido-PEG5-acetic acid is a versatile compound widely used in peptide and bioconjugation chemistry. The Fmoc (9-fluorenylmethyloxycarbonyl) group protects the amino terminus, facilitating stepwise synthesis of peptides in solid-phase peptide synthesis (SPPS). This protection ensures controlled addition of amino acid residues and other functional moieties, making it a critical building block in the development of functionalized peptides and complex biomolecules.
A key feature of Fmoc-N-amido-PEG5-acetic acid is the incorporation of a polyethylene glycol (PEG) chain with five ethylene glycol units. The PEG5 moiety enhances the solubility and flexibility of the compound, which is particularly advantageous in bioconjugation. The PEG chain acts as a hydrophilic spacer, reducing steric hindrance and improving the bioavailability, stability, and pharmacokinetics of peptide-based drugs or conjugates. This functionality makes the compound essential for the synthesis of biocompatible and long-circulating therapeutic agents.
Fmoc-N-amido-PEG5-acetic acid is extensively used in the development of peptide-drug conjugates (PDCs) and antibody-drug conjugates (ADCs). The PEG5 spacer facilitates the precise attachment of cytotoxic agents, targeting ligands, or imaging probes to peptides or antibodies while maintaining their bioactivity. This tailored conjugation improves drug targeting to diseased tissues, such as tumors, while minimizing off-target effects, making it crucial for advanced drug delivery systems.
Another significant application of Fmoc-N-amido-PEG5-acetic acid is in the design of self-assembling peptides and hydrogels. The PEG chain enhances the hydrophilic properties of peptides, promoting the formation of stable nanostructures such as micelles, vesicles, or hydrogels. These structures have broad applications in drug delivery, regenerative medicine, and tissue engineering. The flexibility of the PEG5 linker allows researchers to fine-tune the physical and chemical properties of the resulting materials, optimizing their performance for specific biomedical applications.
Additionally, Fmoc-N-amido-PEG5-acetic acid is used in surface modification and biomaterials engineering. It enables the attachment of peptides or other bioactive molecules to surfaces, such as nanoparticles, hydrogels, or biosensors, to improve biocompatibility and functionalization. This capability is highly valuable in creating targeted delivery systems, diagnostic tools, and biosensing devices, ensuring precise interactions with biological environments.
Catalog | Product Name | CAS | Inquiry |
---|---|---|---|
BADC-00982 | Fmoc-N-amido-PEG2-acetic acid | 166108-71-0 | |
BADC-01112 | Fmoc-N-amido-PEG1-acetic acid | 260367-12-2 | |
BADC-01124 | Fmoc-N-amido-PEG4-acetic acid | 437655-95-3 | |
BADC-01954 | Fmoc-N-amido-PEG6-acetic acid | 437655-96-4 | |
BADC-01175 | Fmoc-N-amido-PEG8-acetic acid | 868594-52-9 |
Why is Fmoc-N-amido-PEG5-acetic acid used in ADC synthesis?
Fmoc-N-amido-PEG5-acetic acid is a protected linker used to introduce PEG5 spacers in ADCs. The Fmoc group protects the amine during conjugation, allowing selective deprotection for controlled payload attachment while enhancing solubility and reducing steric constraints.
15/12/2019
Dear BOC Sciences, how is the Fmoc group removed from Fmoc-N-amido-PEG5-acetic acid?
The Fmoc protecting group can be removed under standard base treatment, such as piperidine in DMF, exposing the primary amine for subsequent conjugation to cytotoxic payloads or other functional groups in ADC synthesis.
5/10/2017
Dear BOC Sciences, what advantages does the PEG5 spacer provide?
The PEG5 spacer in Fmoc-N-amido-PEG5-acetic acid improves solubility, reduces aggregation, and provides flexibility between the antibody and payload, enhancing ADC stability and minimizing steric hindrance during target engagement.
30/9/2019
Dear team, which analytical techniques confirm Fmoc-N-amido-PEG5-acetic acid integrity?
HPLC is used to assess purity, mass spectrometry confirms molecular weight, and NMR spectroscopy verifies the Fmoc protection and PEG5 structure, ensuring reliability for ADC development workflows.
2/2/2021
Dear team, what are the recommended handling precautions for Fmoc-N-amido-PEG5-acetic acid?
Fmoc-N-amido-PEG5-acetic acid should be handled with gloves and protective equipment, stored in a cool, dry environment protected from light and moisture. Inert gas or vacuum storage is advised to maintain chemical stability. Supporting documentation includes detailed handling instructions.
26/12/2018
— Dr. Oliver Brown, Senior Scientist (UK)
Fmoc-N-amido-PEG5-acetic acid delivered smooth peptide coupling with high efficiency.
30/9/2019
— Ms. Clara Weber, Biochemist (Germany)
Excellent lot quality enabled consistent multi-step linker synthesis.
26/12/2018
— Dr. Ethan Parker, Medicinal Chemist (USA)
Fmoc protection remained stable throughout the synthesis process.
2/2/2021
— Dr. Sophie Moreau, Senior Scientist (France)
The reagent simplified purification and minimized side reactions.
15/12/2019
— Dr. Liam Fischer, Chemist (UK)
Using this product, we developed new linker architectures for improved ADC performance.
— Dr. Sophia Lee, Peptide Chemist (Germany)
Fmoc-N-amido-PEG5-acetic acid allowed smooth solid-phase synthesis in our peptide modification projects. BOC Sciences provided rapid support when needed.
5/10/2017
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