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N-Acetyl-L-phenylalanine

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Identification
Molecular formula
C11H13NO3
CAS number
2018-61-3
IUPAC name
2-acetamido-3-phenyl-propanoic acid
State
State

At room temperature, N-Acetyl-L-phenylalanine exists in a solid crystalline state. It is stable under standard conditions and is used in both research and industrial applications.

Melting point (Celsius)
146.00
Melting point (Kelvin)
419.15
Boiling point (Celsius)
342.00
Boiling point (Kelvin)
615.15
General information
Molecular weight
207.22g/mol
Molar mass
207.2240g/mol
Density
1.2680g/cm3
Appearence

N-Acetyl-L-phenylalanine appears as a crystalline solid. Its crystals can be white to off-white in color, often forming as a fine powder or small shiny flakes. It is moderately soluble in water and other polar solvents.

Comment on solubility

Solubility of 2-acetamido-3-phenyl-propanoic acid (C11H13NO3)

2-acetamido-3-phenyl-propanoic acid, often referred to as a derivative of amino acids, exhibits unique solubility characteristics that warrant consideration.

  • Water solubility: This compound is moderately soluble in water, primarily due to the presence of the carboxylic acid group (–COOH) which can engage in hydrogen bonding with water molecules. However, the bulky phenyl group may hinder full solvation.
  • Solubility in organic solvents: It shows a higher solubility in organic solvents such as ethanol, methanol, and dimethyl sulfoxide (DMSO), which can stabilize the compound's structure.
  • pH influence: The solubility of 2-acetamido-3-phenyl-propanoic acid is also pH-dependent; as pH increases, deprotonation of the carboxylic acid can lead to increased solubility in basic conditions.
  • Temperature dependence: Generally, like many organic compounds, the solubility may increase with rising temperature, encouraging dissolution in solvents.

To summarize, while 2-acetamido-3-phenyl-propanoic acid is moderately soluble in water, its solubility improves in organic solvents and is influenced by factors such as pH and temperature. Understanding these solubility traits is crucial for applications in pharmaceutical formulation and biochemical assays.

Interesting facts

Interesting Facts About 2-Acetamido-3-phenylpropanoic Acid

2-Acetamido-3-phenylpropanoic acid, often abbreviated as APPA, is a compound that bridges the realms of medicinal chemistry and organic synthesis. Here are some captivating insights into this intriguing molecule:

  • Structural Complexity: The compound features both an amide group and a carboxylic acid, which imbues it with unique properties that may enhance its interactions within biological systems.
  • Pharmaceutical Potential: Due to its structure, APPA may exhibit interesting pharmacological activities. Research suggests that compounds bearing a phenyl group often have enhanced biological activity, making APPA a candidate for further medicinal studies.
  • Enzyme Inhibition: Compounds similar to APPA have been investigated for their potential to inhibit certain enzymes linked to various diseases, showcasing the importance of this compound in drug design.
  • Synthesis Routes: The synthesis of APPA can be achieved through several methods, each offering valuable insights into organic reaction mechanisms. Synthesizing such compounds helps students and researchers understand reaction pathways, stereochemistry, and functional group transformations.
  • Analytical Applications: The characterization of APPA using techniques such as NMR (Nuclear Magnetic Resonance) and IR (Infrared Spectroscopy) illustrates the practical applications of these analytical methods in organic chemistry.

In summary, 2-acetamido-3-phenylpropanoic acid exemplifies how a single compound can have multiple facets—from its complex chemical structure to its potential applications in health sciences. As researchers delve deeper into its properties, the possibilities for discovering new parameters of utility seem endless!

Synonyms
N-Acetyl-DL-phenylalanine
2901-75-9
Afalanine
N-Acetylphenylalanine
Ac-DL-Phe-OH
2-acetamido-3-phenylpropanoic acid
N-Acetyl-D,L-phenylalanine
Afalanine [INN]
Afalanina
2901-61-3
N-Acetyl-3-phenyl-DL-alanine
Afalaninum
acetylphenylalanine
DL-N-Acetyl-3-phenylalanine
DL-Phenylalanine, N-acetyl-
Afalaninum [INN-Latin]
Afalanina [INN-Spanish]
DL-2-Acetamido-3-phenylpropionic acid
UNII-FFW2NGO18S
FFW2NGO18S
N-acetylphenylalanine, dl-
EINECS 220-793-9
Alanine, N-acetyl-3-phenyl-, DL-
NSC 43242
NSC-43242
2-(acetylamino)-3-phenylpropanoic acid
DTXSID3045697
DTXCID1025697
CHEBI:21626
NSC-45699
N-ACETYLPHENYLALANINE, (+/-)-
NCGC00042134-02
Afalaninum (INN-Latin)
Afalanina (INN-Spanish)
N-Acetylphenylalanine #
CAS-2901-75-9
AFALANINE, (S)-
UNII-NP5BT39467
ACETYLPHENYLALANINE, L-
Alanine-2,3,3-d3, N-acetyl-3-phenyl-d5-, DL-
N-ACETYLPHENYLALANINE, L-
(+)-N-ACETYLPHENYLALANINE
ACETYL-DL-PHENYLALANINE
EINECS 217-959-8
MFCD00002664
(+)-N-ACETYL-L-PHENYLALANINE
NSC-523830
MFCD00063157
17942-30-2
Acetyl DL-phenylalanine
Spectrum_000412
(S)-2-(ACETYLAMINO)-3-PHENYLPROPANOIC ACID
Maybridge1_002347
Spectrum2_001352
Spectrum4_000532
Oprea1_322011
Oprea1_841002
KBioGR_001163
KBioSS_000892
MLS000060711
DivK1c_000395
DivK1c_001099
SCHEMBL158612
SPBio_001563
CHEMBL134570
HMS501D17
HMS548C15
KBio1_000395
KBio2_000892
KBio2_003460
KBio2_006028
NINDS_000395
HMS2267C06
HMS3886K19
HY-B1086
NSC43242
NSC45699
2-acetamido-3-phenyl-propanoic acid
Tox21_110975
CCG-39290
NSC523830
s5303
STK068257
AKOS000133154
AKOS016352117
Tox21_110975_1
AB02529
CS-4653
CDS1_000059
IDI1_000395
NCGC00042134-04
NCGC00042134-05
NCGC00168351-01
AC-24140
Alanine, N-acetyl-3-phenyl-, L-(8CI)
AS-12252
SMR000066397
SY018098
SY040647
DB-045127
DB-047503
A2864
EU-0046868
D88538
EN300-933103
A819720
SR-01000602417
SR-01000602417-3
BRD-A66443329-001-05-3
Q27109408
217-959-8