NINGBO INNO PHARMCHEM CO.,LTD. is committed to providing detailed insights into the chemical reagents we supply. Today, we delve into the chemistry of Fmoc-Lys(ivDde)-OH, a vital building block for peptide chemists utilizing Fmoc solid-phase peptide synthesis (SPPS). Understanding its chemical behavior is key to unlocking its full potential in advanced peptide design.

Fmoc-Lys(ivDde)-OH is a derivative of the essential amino acid L-lysine. Its structure incorporates two critical protecting groups: the Fmoc group on the alpha-amino group and the ivDde group on the epsilon-amino group. The Fmoc group, as widely known in Fmoc SPPS, is base-labile and is readily removed by treatment with piperidine. This deprotection step is crucial for exposing the alpha-amino group, allowing the growing peptide chain to be extended by the next activated amino acid.

The ivDde (1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl) group is where the unique utility of this compound shines. It is an orthogonal protecting group, meaning it can be removed selectively under conditions that do not affect the Fmoc group or the acid-labile side chain protecting groups commonly used in peptide synthesis (like Boc, Trt, tBu). The ivDde group is typically cleaved using mild reagents such as hydrazine or hydroxylamine. This selective cleavage is fundamental for controlled modifications of the lysine side chain.

The solubility of Fmoc-Lys(ivDde)-OH in common SPPS solvents like Dimethylformamide (DMF) and N-Methyl-2-pyrrolidone (NMP) ensures its compatibility with standard solid-phase synthesis protocols. Its stability under various reaction conditions, apart from the specific cleavage agents for the ivDde group, makes it a robust reagent.

The applications of Fmoc-Lys(ivDde)-OH extend beyond basic peptide chain elongation. Researchers often use it to introduce specific functionalities at the lysine side chain, such as fluorescent labels, PEGylation, or cross-linking agents. This is vital for creating peptide-drug conjugates, diagnostic probes, and peptides with modified pharmacokinetic profiles. When considering the purchase of Fmoc-Lys(ivDde)-OH for your laboratory, NINGBO INNO PHARMCHEM CO.,LTD. guarantees high purity, essential for the success of intricate custom peptide synthesis workflows. Trust NINGBO INNO PHARMCHEM CO.,LTD. for your supply of this critical reagent.