Chemical Properties
white to light yellow crystal powde
Uses
N-Fmoc-L-methionine is an N-Fmoc-protected form of L-Methionine (M260440). L-Methionine is an essential amino acid that is obtained from our diet. L-Methionine can be found in grain legumes (such as lentils), and poultry. L-Methionine’s main function is to act as the primary “Start” sequence on mRNA so that the ribosomes can start translating the mRNA into proteins.
reaction suitability
reaction type: Fmoc solid-phase peptide synthesis
Synthesis
Synthesis of Fmoc-L-methionine: 6 mmol of L-methionine and 6.3 mmol of 9-fluorenylmethyl-N-succinimidyl carbonate (Fmoc-OSu) were dissolved in 20 mL of N,N-dimethylformamide (DMF). Subsequently, 6.3 mmol of sodium bicarbonate (NaHCO3) was added to the reaction mixture to neutralize the acid produced during the reaction and to remove the solvent and residual amines. The reaction mixture was stirred at 50 °C overnight. Upon completion of the reaction, the solvent was removed by distillation under reduced pressure to give the crude product. The crude product was purified to afford the target compound Fmoc-L-methionine in 78% yield.
References
[1] Patent: CN105622471, 2016, A. Location in patent: Paragraph 0019; 0020
[2] Synthetic Communications, 2009, vol. 39, # 11, p. 2022 - 2031
[3] Bioorganic and Medicinal Chemistry Letters, 2016, vol. 26, # 13, p. 2980 - 2983
