35661-39-3

white to light yellow crystal powde

N-Fmoc-L-alanine is potentially useful for proteomics studies and solid phase peptide synthesis techniques. Alanine is one of the simplest amino acids - a methyl group as the side chain. This small side chain confers a high degree of flexibility when incorporated into a polypeptide chain. The Fmoc group is typically removed with a base such as pyridine - an orthogonal de-protection strategy to the acid labilie Boc group.

A solution of the Fmoc-OX derivatives (20 mmol) in 100 mL acetone was added dropwise to a stirred solution of Alanine (20 mmol) and NaHCO₃ (50 mmol) in 100 mL water. After stirring overnight the reaction mixture was concentrated under reduced pressure and then extracted with CH₂Cl₂ (50 mL) to remove the unreacted Fmoc-OX derivatives. The reaction mixture was cooled and acidified with 10% HCl to congo red litmus paper to give a white solid, which was filtered and washed with water several times, dried to give a white solid (FMOC-Ala-OH).Yield=89.5%.