Fmoc-L-alpha-aminoadipic acid delta-tert-butyl ester (CAS 159751-47-0)

Fmoc-L-alpha-aminoadipic acid delta-tert-butyl ester is a chemical compound utilized in the field of peptide synthesis, particularly as a protected amino acid building block. This compound features an Fmoc (9-fluorenylmethyloxycarbonyl) group, which is a used protecting group for the amino functionality during solid-phase peptide synthesis. The presence of the tert-butyl ester on the delta position of the aminoadipic acid moiety protects the carboxylic acid group, providing stability against the conditions employed during the coupling reactions of peptide chains. Researchers rely on this compound for its ability to incorporate the L-alpha-aminoadipic acid residue into peptides while preventing unwanted side reactions. Its use is essential in the synthesis of peptides that require aminoadipic acid, which may be part of bioactive peptides or proteins of interest. The Fmoc-protecting group can be removed by mild base treatment, a step that is compatible with the tert-butyl ester, which requires stronger acidic conditions for deprotection. This dual protection strategy allows for greater control and selectivity during the synthesis of complex peptide sequences. The compound′s utility is also observed in the preparation of labeled peptides for spectroscopic studies or in the design of peptide-based materials with specific functional properties.