Fmoc-Lys(Pal-Glu-OtBu)-OH is a non-cleavable ADC linker. It can also be used as an alkyl chain-based PROTAC linker.
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Fmoc-Lys(Pal-Glu-OtBu)-OH is a modified lysine derivative widely used in peptide synthesis, particularly for creating lipidated peptides. The Fmoc (9-fluorenylmethyloxycarbonyl) group serves as a protective group for the amino terminus, facilitating controlled sequential assembly in solid-phase peptide synthesis (SPPS). This enables the incorporation of the compound into complex peptide sequences with high precision, making it a versatile building block for the synthesis of bioactive peptides and functionalized biomolecules.
The Pal-Glu-OtBu modification is the defining feature of Fmoc-Lys(Pal-Glu-OtBu)-OH. The palmitoyl (Pal) group introduces lipid-like properties into the peptide, enhancing its hydrophobicity and membrane affinity. This is particularly important in the development of lipopeptides, which are widely studied for their applications in vaccine development, drug delivery systems, and antimicrobial therapies. The Glu-OtBu (tert-butoxy-protected glutamic acid) moiety provides additional versatility by protecting the carboxyl group, ensuring stability during peptide synthesis and allowing for selective deprotection when needed.
One key application of Fmoc-Lys(Pal-Glu-OtBu)-OH is in the design of cell-penetrating peptides (CPPs). The incorporation of a palmitoyl group enhances the ability of peptides to interact with and traverse cellular membranes, making them suitable for delivering therapeutic agents, such as small molecules, nucleic acids, or proteins, into cells. This functionality is critical for developing peptide-based drug delivery systems and improving the bioavailability of therapeutic compounds.
Fmoc-Lys(Pal-Glu-OtBu)-OH is also valuable in the synthesis of self-assembling peptide systems. The hydrophobicity introduced by the palmitoyl group promotes peptide aggregation and the formation of nanostructures, such as micelles or hydrogels. These systems have applications in tissue engineering, drug delivery, and as scaffolds for regenerative medicine. By incorporating this compound, researchers can design peptide-based materials with tunable properties, combining structural integrity with bioactivity.
In addition, Fmoc-Lys(Pal-Glu-OtBu)-OH is used in the development of vaccine adjuvants and immunomodulatory peptides. The lipidation enhances antigen presentation and immune activation, making it a critical component in synthetic vaccine design. This property is especially useful in creating lipopeptide-based formulations that boost immunogenicity while maintaining biocompatibility.
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BOC Sciences offers comprehensive services for ADC manufacturing, including antibody modification, linker chemistry, payload conjugation, and formulation development. In particular, our payload-linker customization service offers a convenient and fast raw material channel for many ADC researchers.
BOC Sciences provides one-stop site-specific conjugation services for amino acids, glycans, unnatural amino acids, and short peptide tags. In addition, cysteine conjugation, lysine conjugation, enzymatic conjugation, thio-engineered antibody can also be obtained quickly.
BOC Sciences offers a full range of linkers, including peptide linkers, PEG linkers, click chemistry, PROTAC linkers, non-cleavable linkers, etc. We also provide custom development services for chemically labile linkers and enzymatically cleavable linkers.