Product Description:
(2S,3S)-3-azido-2-(fluoren-9-ylmethoxycarbonylamino)butyric acid is a specialized, non-proteinogenic amino acid derivative. Its structure features a protected α-amino group with a fluoren-9-ylmethoxycarbonyl (Fmoc) group, which is the standard protecting group used in solid-phase peptide synthesis (SPPS). The key functional group is the azide (-N3) substituent on the β-carbon, which serves as a versatile chemical handle.
This compound is primarily used as a building block in peptide chemistry and chemical biology. The azide group allows for site-specific modification of peptides via bioorthogonal reactions, such as the copper-catalyzed azide-alkyne cycloaddition (CuAAC) or strain-promoted azide-alkyne cycloaddition (SPAAC). This enables the introduction of labels (e.g., fluorescent dyes), biotin, or other functional moieties into synthetic peptides or peptidomimetics for research purposes, including probe development and structure-activity relationship studies.
As a chiral, Fmoc-protected amino acid with an orthogonal reactive group, it is a crucial reagent for synthesizing modified peptides that mimic natural structures or explore new biological functions. It is not a commodity chemical but a research-grade tool for advanced peptide synthesis.