Fmoc-Lys(Ac)-OH

Fmoc-Lys(Ac)-OH is a specialized building block for the introduction of N-ε-acetyl-lysine amino acid residues into peptides assembled via Fmoc SPPS. Fmoc-Lys(Ac)-OH features the ε-amine of lysine protected as a stable acetamide, which is completely stable to all conditions encountered during peptide synthesis and global deprotection, ensuring that the acetylation mark is preserved in the final peptide. Fmoc-Lys(Ac)-OH is widely utilized in the study of protein-protein interactions, enzyme-substrate recognition, and the development of peptide-based tools for epigenetic research. Fmoc-Lys(Ac)-OH is also employed in the synthesis of peptide-based therapeutics, bioconjugation techniques, and protein engineering applications.

Product Parameters

Product Advantages

1. Direct Introduction of Acetylated Lysine

Fmoc-Lys(Ac)-OH enables the direct introduction of N-ε-acetyl-lysine residues into synthetic peptides without the need for post-synthetic acetylation. This is particularly valuable for studying acetylation-dependent biological processes where the native acetylation mark must be preserved.

2. Essential Tool for Epigenetic Research

Lysine acetylation is a key post-translational modification regulating gene expression, protein stability, and protein-protein interactions. Fmoc-Lys(Ac)-OH is an essential building block for synthesizing acetylated peptides used in histone modification studies, bromodomain binding assays, and deacetylase enzyme assays.

3. Stable Under All SPPS Conditions

The ε-acetyl group is stable to: 20% piperidine in DMF (Fmoc removal), TFA (global deprotection), standard coupling reagents (HBTU, HATU, DIC/HOBt), and acidic/basic conditions. No special handling or modified deprotection protocols are required.

4. High Purity for Reproducible Results

Cosperpharm supplies Fmoc-Lys(Ac)-OH with ≥97%–≥98% HPLC purity and full characterization including specific optical rotation, ensuring reproducibility across peptide synthesis campaigns.

5. Versatile Building Block Beyond Peptide Synthesis

Fmoc-Lys(Ac)-OH is also employed in bioconjugation techniques, protein engineering (for modifying lysine residues in proteins), and the development of diagnostic tools and biosensors.

Synthetic Preparation

The synthesis of Fmoc-Lys(Ac)-OH typically involves protection of the lysine α-amino group with the Fmoc group, followed by acetylation of the ε-amino group using acetic anhydride or acetyl chloride. Published syntheses are described in the literature (Angewandte Chemie International Edition, 2011, vol. 50, #47, p. 11167–11171; Bioorganic and Medicinal Chemistry, 2010, vol. 18, #15, p. 5616–5625). Commercial production employs optimized processes to achieve ≥98% HPLC purity.

Contact Us

Interested in Fmoc-Lys(Ac)-OH for your epigenetic peptide synthesis or acetylated therapeutic peptide development? Contact Cosperpharm for a quote, product documentation, or technical support.