Skip to main content

Dopa

ADVERTISEMENT
Identification
Molecular formula
C9H11NO4
CAS number
59-92-7
IUPAC name
(2S)-2-amino-3-(2,4,5-trihydroxyphenyl)propanoic acid
State
State

At room temperature, Dopa is in a solid state. It is stable under normal conditions but may need to be protected from moisture and light to prevent degradation, especially in powder form.

Melting point (Celsius)
287.00
Melting point (Kelvin)
560.15
Boiling point (Celsius)
327.00
Boiling point (Kelvin)
600.15
General information
Molecular weight
197.19g/mol
Molar mass
197.1900g/mol
Density
1.6600g/cm3
Appearence

Dopa usually appears as a white or off-white crystalline powder, although impurities can sometimes make it appear slightly yellowish. It is often used in biochemical research and pharmaceutical formulations. The appearance may vary if the compound is mixed with other substances or in different pharmaceutical forms.

Comment on solubility

Solubility of (2S)-2-amino-3-(2,4,5-trihydroxyphenyl)propanoic acid

The solubility of (2S)-2-amino-3-(2,4,5-trihydroxyphenyl)propanoic acid, commonly known as a derivative of amino acid compounds, is significantly influenced by its chemical structure and functional groups. The presence of multiple hydroxyl groups contributes to its hydrophilicity, enhancing its solubility in polar solvents such as water.

Key Factors Influencing Solubility:

  • Hydroxyl Groups: The three hydroxy (-OH) groups in its structure allow for extensive hydrogen bonding with water molecules, facilitating its dissolution.
  • Ionic Interactions: As an amino acid, it can ionize under certain conditions, increasing its solubility in aqueous solutions due to ionic interactions.
  • pH Dependent Solubility: The solubility may vary with pH levels, making it more soluble in environments where it retains a charged form.

In summary, this compound is expected to exhibit good solubility in water, supported by its polar functional groups and potential for ionization. As noted, "the greater the number of hydroxyl groups, the higher the solubility in polar solvents." Therefore, this compound should be readily soluble, making it versatile for various applications in biochemical environments.

Interesting facts

Exploring the Fascination of (2S)-2-amino-3-(2,4,5-trihydroxyphenyl)propanoic Acid

(2S)-2-amino-3-(2,4,5-trihydroxyphenyl)propanoic acid, commonly known as L-DOPA, is a particularly intriguing compound in the world of biochemistry and neuroscience. This amino acid is best recognized for its crucial role as a precursor to neurotransmitters such as dopamine, norepinephrine, and epinephrine, which are essential for regulating various physiological processes. Here are several captivating facts about this important compound:

  • Biological Significance: L-DOPA is notably used in the treatment of Parkinson's disease, a neurodegenerative disorder characterized by diminished dopamine levels. It alleviates symptoms by replenishing dopamine, thus improving motor function.
  • Natural Occurrence: This compound can be found naturally in certain plants, such as the velvet bean (Mucuna pruriens), which has been traditionally utilized in herbal medicine.
  • Mechanism of Action: Once administered, L-DOPA crosses the blood-brain barrier and is subsequently converted to dopamine by dopa decarboxylase. This conversion is critical for its therapeutic effects.
  • Enhanced Health Applications: Beyond treating Parkinson's disease, research has suggested potential uses for L-DOPA in addressing mood disorders and cognitive enhancement.
  • Historical Context: The clinical use of L-DOPA dates back to the 1960s, making it one of the earliest pharmacological treatments for Parkinson's, transforming patient care and quality of life.

In conclusion, (2S)-2-amino-3-(2,4,5-trihydroxyphenyl)propanoic acid is not just an amino acid; it's a compound that epitomizes the intersection of chemistry and medicine. Its ability to traverse the complexities of the human brain and alter the course of a debilitating disease underscores its significance in scientific research and therapeutic innovation. As we continue to delve into its mechanisms, we may uncover even more potential applications, advancing our understanding of neurological health.

Synonyms
27244-64-0
L-6-Hydroxydopa
6-Hydroxy-L-DOPA
(2S)-2-amino-3-(2,4,5-trihydroxyphenyl)propanoic acid
2,5-Dihydroxy-L-tyrosine
6-OH-DOPA
6-Hydroxydopa, L-
L-Tyrosine, 2,5-dihydroxy-
L-2,4,5-Trihydroxyphenylalanine
MFCD22577205
Levodopa EP Impurity A
(S)-2-Amino-3-(2,4,5-trihydroxyphenyl)propanoic acid
2,4,5-trihydroxy-L-phenylalanine
2,4,5-trihydroxyphenyl-L-alanine
CHEBI:72753
580PK2O48O
L-Hydroxydopa
Hydroxy-L-dopa
3-(3,4,6-Trihydroxyphenyl)-alanine
TOPA
2,4,5-Trihydroxyphenylalanine, L-
UNII-580PK2O48O
ALANINE, 3-(2,4,5-TRIHYDROXYPHENYL)-, L-
3-(3,4,6-Trihydroxyphenyl)-L-alanine
NCGC00015503-01
Lopac-H-2380
SCHEMBL594845
2,5-Dihydroxytyrosinato(3-)
CHEMBL1256516
SCHEMBL29429782
DTXSID90949974
AKOS027322904
FH24378
LEVODOPA IMPURITY A [EP IMPURITY]
PS-15518
SY256527
HY-121939
CS-0083719
P19978
Q27140120
2,4,5-Trihydroxy-L-phenylalanine;2,4,5-Trihydroxyphenylalanine;2,5-Dihydroxy-L-tyrosine;3-(3,4,6-Trihydroxyphenyl)-L-alanine;TOPA