N-Acetyl-L-phenylalanine

Chemical properties

white to off-white fine cryst. powder or needles

The Uses of N-Acetyl-L-phenylalanine

N-Acetyl-L-phenylalanine is an protected analogue of L-Phenylalanine (P319415), an essential amino acid produced for medical, feed, and nutritional applications such as in the preparation of Aspartame.

The Uses of N-Acetyl-L-phenylalanine

It is an essential amino acid produced for medical, feed, and nutritional applications such as in the preparation of aspartame. It is applied as an antidepressant.

Definition

ChEBI: The N-acetyl derivative of L-phenylalanine.

General Description

N-Acetyl-L-phenylalanine is an acetyl analog of L-phenylalanine. It is widely used as a reactant to synthesize methyl or ethyl esters of N-acetyl-L-phenylalanine, which are employed as versatile building blocks in peptide synthesis.

Purification Methods

N-Acetyl-L-phenylalanine is recrystallised from H2O, 20% MeOH/H2O, or CHCl3; dry and store it at 4o. The (DL)-isomer crystallises from H2O, Me2CO, EtOAc, or CHCl3 with m 152-154o and the solubilities in w% at 25o are 0.73 (H2O), 4.3 (Me2CO), 0.79 (EtOAc) and 0.34 (CHCl3) [Kerr & Niemann J Org Chem 23 893 1958, Overby & Ingersoll J Am Chem Soc 73 3363 1951, L: Fu et al. J Am Chem Soc 76 6057 1954, Bender & Glasson J Am Chem Soc 81 1591 1959]. [Beilstein 14 I 238, 4 IV 1575.]