Fmoc-Dap(Z)-OH, also known as 9-fluorenylmethoxycarbonyl-1-(7-azabenzotriazol-1-yloxy)pentan-2-one, is a key building block in peptide synthesis and solid-phase peptide synthesis (SPPS). This derivative of Fmoc-protected amino acids is commonly used for the incorporation of 7-azabenzotriazole (OBt) as a leaving group, enhancing the efficiency of peptide bond formation.In chemical synthesis, Fmoc-Dap(Z)-OH serves as a versatile reagent for the introduction of the Dap (2,3-diaminopropionic acid) residue into peptide sequences. The Fmoc group acts as a protecting group for the amino acid functional group, enabling selective deprotection and subsequent coupling reactions during peptide elongation. The azabenzotriazole moiety enhances the efficiency of coupling reactions by promoting rapid and high-yield formation of peptide bonds.Furthermore, the Z-configuration of the Dap residue in Fmoc-Dap(Z)-OH provides stereochemical control during peptide synthesis, allowing for the construction of peptides with specific structural and functional properties. This reagent is particularly valuable in the synthesis of bioactive peptides, peptide-based pharmaceuticals, and peptide mimetics where precise control over stereochemistry and reactivity is essential.Overall, Fmoc-Dap(Z)-OH plays a crucial role in the efficient and controlled synthesis of complex peptides, enabling chemists to access a wide range of peptide-based molecules with diverse applications in biotechnology, pharmaceuticals, and materials science.
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