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L-DOPA

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Identification
Molecular formula
C9H11NO4
CAS number
59-92-7
IUPAC name
(2S)-2-amino-4-(2-amino-3-hydroxy-phenyl)-4-oxo-butanoic acid
State
State

L-DOPA exists as a solid at room temperature.

Melting point (Celsius)
282.00
Melting point (Kelvin)
555.15
Boiling point (Celsius)
-1.00
Boiling point (Kelvin)
-1.00
General information
Molecular weight
197.19g/mol
Molar mass
197.1880g/mol
Density
1.8220g/cm3
Appearence

L-DOPA is a white to slightly off-white crystalline powder. It is generally odorless and has a bitter taste. The appearance can vary slightly based on purity and form, but it typically presents as small crystals or fine powder.

Comment on solubility

Solubility of (2S)-2-amino-4-(2-amino-3-hydroxy-phenyl)-4-oxo-butanoic acid

The solubility of (2S)-2-amino-4-(2-amino-3-hydroxy-phenyl)-4-oxo-butanoic acid can be influenced by various factors due to its complex structure. This compound, which contains both amino and hydroxyl groups, tends to be more soluble in polar solvents. Here are some key points regarding its solubility:

  • Water Solubility: Due to its polar functional groups, this compound is likely to exhibit good solubility in water, allowing it to interact effectively with water molecules.
  • Solvent Compatibility: Its solubility may vary in organic solvents, and it is expected to be less soluble in non-polar solvents.
  • pH Dependence: The solubility of this compound may also be affected by the pH of the solution. In acidic or basic conditions, the ionization of the amine groups can enhance solubility.
  • Hydrogen Bonding: The presence of hydroxyl groups can engage in hydrogen bonding, significantly contributing to the solubility in polar media.

In summary, while (2S)-2-amino-4-(2-amino-3-hydroxy-phenyl)-4-oxo-butanoic acid is expected to be soluble in water, its solubility profile is nuanced and influenced by various external factors, making it an intriguing compound for further study.

Interesting facts

Interesting Facts about (2S)-2-amino-4-(2-amino-3-hydroxy-phenyl)-4-oxo-butanoic acid

(2S)-2-amino-4-(2-amino-3-hydroxy-phenyl)-4-oxo-butanoic acid is a fascinating compound with several significant attributes that make it a subject of interest in the field of chemistry and biochemistry. Here are some key points:

  • Amino Acid Derivative: This compound is a derivative of amino acids, featuring multiple functional groups that play crucial roles in biological processes.
  • Role in Metabolism: It is believed to participate in various metabolic pathways, possibly influencing amino acid biosynthesis and protein synthesis.
  • Antioxidant Activity: The presence of hydroxyl groups indicates potential antioxidant properties, suggesting that this compound could help neutralize harmful free radicals in biological systems.
  • Research Applications: Given its structure, it may be studied for its potential therapeutic effects, especially in underserved areas of medicine, such as pain management or neuroprotection.
  • Structural Complexity: The intricate arrangement of amino groups and a phenolic structure might allow for various stereochemical configurations, providing insight into stereochemistry and its implications in biological activities.
  • Potential for Drug Development: Researchers often seek out compounds like this for drug development, especially in designing molecules that interact with specific proteins or enzymes.

As a scientist or student delving into the fascinating world of organic chemistry, the exploration of such complex compounds is not only intellectually rewarding but also presents numerous opportunities for practical applications in health sciences. The intersection of structure and function in chemical compounds like (2S)-2-amino-4-(2-amino-3-hydroxy-phenyl)-4-oxo-butanoic acid opens new avenues in research, emphasizing the intricate beauty of nature’s scaffolding in molecular biology.

Synonyms
3-hydroxy-L-kynurenine
606-14-4
L-3-Hydroxykynurenine
(S)-2-Amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
3-hydroxy-kynurenine
3-(3-Hydroxyanthraniloyl)-L-alanine
(2S)-2-amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoic acid
Alanine, 3-(3-hydroxyanthraniloyl)-, L-
3-Hydroxykynurenine, (S)-
F459WK6M6B
CHEMBL4071755
3-(2-amino-3-hydroxybenzoyl)-L-alanine
L-3-Hydroxykynurenine;
UNII-F459WK6M6B
SCHEMBL134058
L-3-HK
CHEBI:17380
VCKPUUFAIGNJHC-LURJTMIESA-N
(S)-2-Amino-4-(2-amino-3-hydroxyphenyl)-4-oxobutanoicacid
DTXSID501314352
GLXC-21518
BDBM50501801
Benzenebutanoic acid, alpha,2-diamino-3-hydroxy-gamma-oxo-, (S)-
C03227
Q27102345
(.ALPHA.S)-.ALPHA.,2-DIAMINO-3-HYDROXY-.GAMMA.-OXOBENZENEBUTANOIC ACID
BENZENEBUTANOIC ACID, .ALPHA.,2-DIAMINO-3-HYDROXY-.GAMMA.-OXO-, (.ALPHA.S)-
3DJ