Description

Description

(R)-alpha-Propargylalanine (CAS No. 1231709-27-5) is a high-purity, non-proteinogenic amino acid derivative with the molecular formula C₆H₉NO₂. This chiral compound, also known by its IUPAC name (2R)-2-amino-2-methylpent-4-ynoic acid, features a propargyl group and a stereogenic center at the alpha-carbon, making it a valuable building block for asymmetric synthesis and medicinal chemistry applications. With a molecular weight of 127.14 g/mol, this white to off-white crystalline powder is characterized by its alkyne functionality, which enables click chemistry reactions such as copper-catalyzed azide-alkyne cycloaddition (CuAAC). The product is rigorously analyzed by HPLC, NMR, and MS to ensure ??95% chemical purity and excellent enantiomeric excess (typically ??98% ee). Suitable for peptide modification, bioconjugation, and pharmaceutical research, it is supplied in amber glass vials under inert atmosphere to guarantee stability. Store at 2-8??C in a dry environment.

Application

(R)-alpha-Propargylalanine serves as a key chiral synthon in the synthesis of bioactive peptides and peptidomimetics, particularly for introducing alkyne handles in solid-phase peptide synthesis (SPPS). Its propargyl group enables efficient bioconjugation via click chemistry for labeling proteins, antibodies, or nucleic acids in chemical biology studies. Researchers utilize this compound to develop enzyme inhibitors and investigate structure-activity relationships in drug discovery programs targeting amino acid metabolism pathways.

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