Skip to main content

L-4-Nitrophenylalanine

ADVERTISEMENT
Identification
Molecular formula
C9H10N2O4
CAS number
55597-26-7
IUPAC name
(2S)-2-amino-3-(4-nitrophenyl)propanoic acid
State
State

At room temperature, L-4-Nitrophenylalanine exists as a solid. Its crystalline structure is stable and readily forms under normal laboratory conditions.

Melting point (Celsius)
297.00
Melting point (Kelvin)
570.15
Boiling point (Celsius)
302.00
Boiling point (Kelvin)
575.15
General information
Molecular weight
224.19g/mol
Molar mass
224.2040g/mol
Density
1.4240g/cm3
Appearence

This compound appears as a yellow crystalline solid due to the presence of the nitro group on the aromatic ring, which imparts a vivid color. This characteristic enables its use in various analytical applications where a visible indicator is beneficial.

Comment on solubility

Solubility of (2S)-2-amino-3-(4-nitrophenyl)propanoic acid

(2S)-2-amino-3-(4-nitrophenyl)propanoic acid, known for its amino acid structure, presents interesting solubility characteristics. Here are some key points to consider:

  • Polarity: Due to its amino acid nature, this compound features polar functional groups, which generally increases its solubility in water.
  • Hydrophobic Interactions: The presence of the 4-nitrophenyl group adds a hydrophobic character, which can reduce solubility somewhat, as polar substances tend to dissolve better in polar solvents.
  • pH Dependence: The solubility may significantly vary with changes in pH, particularly because the carboxylic acid group can ionize. At higher pH levels, it is more likely to exist in its anionic form, enhancing solubility in water.
  • Temperature Effects: Like many amino acids, solubility often increases with temperature, making it important to consider the conditions under which the compound is being dissolved.

In summary, while (2S)-2-amino-3-(4-nitrophenyl)propanoic acid is expected to have reasonable solubility in aqueous solutions due to its polar nature, the presence of the hydrophobic 4-nitrophenyl group may introduce complexities that necessitate adjustments in pH and temperature for optimal solubility.

Interesting facts

Interesting Facts About (2S)-2-amino-3-(4-nitrophenyl)propanoic Acid

(2S)-2-amino-3-(4-nitrophenyl)propanoic acid, commonly known as a derivative of phenylalanine, is noteworthy for several reasons:

  • Role in Protein Synthesis: This compound is an amino acid that serves as a building block for proteins. Its incorporation into polypeptide chains is crucial for various biological functions.
  • Importance in Drug Design: The 4-nitrophenyl group allows this amino acid to serve as a valuable model for developing pharmaceuticals. Many drugs are designed to mimic the structural features of amino acids, enhancing their bioactivity.
  • Research Applications: Scientists utilize (2S)-2-amino-3-(4-nitrophenyl)propanoic acid in research to study protein structure and enzyme activity. Its unique side chain provides insights into molecular interactions.
  • Analytical Chemistry: This compound can be used in various analytical techniques, including chromatography, to separate and identify amino acids. The nitrophenyl group often facilitates detection methods.

Furthermore, its chirality plays a crucial role in its biological activity. As the (S)-enantiomer, it showcases different properties compared to its (R)-counterpart. This highlights the fascinating world of stereochemistry, where the spatial arrangement of atoms can lead to significantly different outcomes in biochemical processes.

In the words of a renowned chemist, "The beauty of chemistry lies in the subtle differences that can lead to profound impacts on life." Understanding compounds like (2S)-2-amino-3-(4-nitrophenyl)propanoic acid is vital for advancements in both synthetic and medicinal chemistry.

Synonyms
p-Nitrophenylalanine
4-Nitro-3-phenyl-L-alanine
4-Nitro-L-phenylalanine
949-99-5
h-phe(4-no2)-oh
(s)-2-amino-3-(4-nitrophenyl)propanoic acid
(2S)-2-amino-3-(4-nitrophenyl)propanoic acid
L-p-Nitrophenylalanine
4-Nitro-L-Phenylalanine Hydrate
L-4-Nitrophenylalanine
p-nitro-l-phenylalanine
L-Phenylalanine, 4-nitro-
Phenylalanine, 4-nitro-
(s)-4-nitrophenylalanine
Phenylalanine, 4-nitro-, L-
para-nitrophenylalanine
ALANINE, 3-(p-NITROPHENYL)-, L-
MFCD00051221
45BD1566VA
L-3-(p-Nitrophenyl)alanine
l-4-nitrophe
L-beta-Nitrophenylalanine
4-Nitrophenylalanine #
EINECS 213-446-8
NSC 152925
BRN 2809673
UNII-45BD1566VA
NSC-152925
(S)-4-Nitrophenylalanine; 3-(4-Nitrophenyl)-L-alanine; L-4-NitrophenylalanineL-p-Nitrophenylalanine; NSC 152925; p-Nitro-L-phenylalanine; p-Nitrophenylalanine
L-4-nitro-phenylalanine
Maybridge1_006682
L-4-nitro phenyl alanine
4-nitro-(S)-phenylalanine
SCHEMBL26444
4-14-00-01677 (Beilstein Handbook Reference)
3-(p-nitrophenyl)-L-alanine
3-(4-nitrophenyl)-L-alanine
H-Phe(4-NO2)-OH.nH2O
CHEBI:45229
DTXSID401020875
CCG-44499
AKOS015853583
AKOS015888316
CS-W020080
FN46969
AS-14311
PD196702
DB-003973
N0682
NS00083414
(2S)-2-amino-3-(4-nitrophenyl)propionic acid
EN300-118973
Q27258826
L-Phe(4-NO2)-OH;p-Nitro-L-phenylalanine;(S)-2-Amino-3-(4-nitrophenyl)propanoic acid