N-Acetyl-L-phenylalanine

N-Acetyl-L-phenylalanine Basic information
Product Name:N-Acetyl-L-phenylalanine
Synonyms:(2S)-2-Acetamido-3-phenylpropanoic acid;(2S)-2-(Acetylamino)-3-phenylpropanoic acid;(2S)-2-(Acetylamino)-3-phenylpropionic acid;(S)-α-(Acetylamino)benzenepropanoic acid;(αS)-α-(Acetylamino)benzenepropanoic acid;N-Ac-Phenylalanine;L-2-(ACETYLAMINO)-3-PHENYLPROPANOIC ACID;AC-PHENYLALANINE
CAS:2018-61-3
MF:C11H13NO3
MW:207.23
EINECS:217-959-8
Product Categories:chiral;Amino Acids Derivatives;Amino Acid Derivatives;Amino Acids;N-Acetyl-Amino acid series;Amino Acid Derivatives;Phenylalanine [Phe, F];Amino Acids and Derivatives;Ac-Amino Acids;Amino Acids (N-Protected);Biochemistry;Peptide Synthesis;Phenylalanine
Mol File:2018-61-3.mol
N-Acetyl-L-phenylalanine Structure
N-Acetyl-L-phenylalanine Chemical Properties
Melting point 171-173 °C(lit.)
alpha 40 º (c=1,methanol)
Boiling point 346.25°C (rough estimate)
density 1.1878 (rough estimate)
refractive index 40 ° (C=5, MeOH)
storage temp. Sealed in dry,Room Temperature
solubility Solubility in methanol (almost transparency). Soluble in acetone and ethanol (20 mg/ ml).
pka3.56±0.10(Predicted)
form Fine Crystalline Powder or Needles
color White to off-white
optical activity[α]22/D +40.0°, c = 1 in methanol
InChIKeyCBQJSKKFNMDLON-JTQLQIEISA-N
CAS DataBase Reference2018-61-3(CAS DataBase Reference)
NIST Chemistry ReferenceL-phenylalanine, n-acetyl-(2018-61-3)
EPA Substance Registry SystemL-Phenylalanine, N-acetyl- (2018-61-3)
Safety Information
Safety Statements 24/25
WGK Germany 3
TSCA Yes
HS Code 29242990
MSDS Information
ProviderLanguage
L-2-(Acetylamino)-3-phenylpropanoic acid English
SigmaAldrich English
ACROS English
ALFA English
N-Acetyl-L-phenylalanine Usage And Synthesis
Chemical Propertieswhite to off-white fine cryst. powder or needles
UsesIt 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.
UsesN-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.
DefinitionChEBI: The N-acetyl derivative of L-phenylalanine.
General DescriptionN-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 MethodsN-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.]
N-Acetyl-L-phenylalanine Preparation Products And Raw materials
Acetyl-resveratrol Phenprobamate N-Acetyl-L-phenylalanine Acetylacetone Ethyl 2-(Chlorosulfonyl)acetate L-Phenylalanine Melphalan Ascoric Acid DL-Phenylalanine N-(tert-Butoxycarbonyl)-L-phenylalanine Folic acid Acetyl coenzyme A sodium salt Z-ALA-PHE-OH N-Acetyl-3,5-diiodo-L-tyrosine H-GAMMA-GLU-PHE-OH CHLOROACETYL-L-TYROSINE D-Phenylalanine Citric acid

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