Skip to main content

DOPA

ADVERTISEMENT
Identification
Molecular formula
C9H11NO4
CAS number
59-92-7
IUPAC name
2-amino-3-[3-(2-amino-2-carboxy-ethyl)sulfanyl-4,5-dihydroxy-phenyl]propanoic acid
State
State

At room temperature, DOPA is typically in a solid state. It is stable under normal temperatures and pressures but may darken on exposure to air.

Melting point (Celsius)
295.00
Melting point (Kelvin)
568.15
Boiling point (Celsius)
339.00
Boiling point (Kelvin)
612.15
General information
Molecular weight
197.19g/mol
Molar mass
197.1900g/mol
Density
1.6600g/cm3
Appearence

DOPA is a white to off-white crystalline powder. It is odorless and has a bitter taste.

Comment on solubility

Solubility of 2-amino-3-[3-(2-amino-2-carboxy-ethyl)sulfanyl-4,5-dihydroxy-phenyl]propanoic acid

The solubility of 2-amino-3-[3-(2-amino-2-carboxy-ethyl)sulfanyl-4,5-dihydroxy-phenyl]propanoic acid can be attributed to its complex molecular structure and functional groups. Here are some key points to consider:

  • Polar Functional Groups: The presence of multiple amino and carboxylic acid groups increases polarity, enhancing solubility in polar solvents like water.
  • Hydrogen Bonding: This compound features several hydroxyl (-OH) and amino (-NH2) groups that can form hydrogen bonds with water molecules, thus promoting solubility.
  • Molecular Interactions: The sulfhydryl group (-SH) can also engage in intermolecular interactions, further influencing the solubility characteristics.
  • pH Sensitivity: The solubility may vary with pH; under acidic conditions, protonation of the amino groups may enhance solubility, while in alkaline conditions, the deprotonation of carboxylic acids could also play a role.

As a result, it is expected that this compound exhibits significant solubility in aqueous solutions. However, specific conditions such as temperature and ionic strength may further affect its solubility profile.

Interesting facts

Interesting Facts about 2-amino-3-[3-(2-amino-2-carboxy-ethyl)sulfanyl-4,5-dihydroxy-phenyl]propanoic acid

2-amino-3-[3-(2-amino-2-carboxy-ethyl)sulfanyl-4,5-dihydroxy-phenyl]propanoic acid is a fascinating compound that belongs to a class of amino acids with notable implications in biochemistry and medicine. Below are some intriguing aspects of this compound:

  • Structure and Complexity: This compound features a complex molecular structure, including multiple functional groups such as amino, carboxyl, and hydroxyl groups. This intricate arrangement contributes to its biochemical properties.
  • Biological Significance: As an amino acid derivative, this compound plays a critical role in protein synthesis and metabolism. Amino acids are fundamental building blocks for proteins, which are essential for all biological processes.
  • Potential Therapeutic Applications: The presence of specific functional groups suggests that this compound could have potential in therapeutic applications, particularly in the treatment of various diseases due to its ability to influence biological pathways.
  • Redox Properties: The inclusion of sulfhydryl groups allows for participation in redox reactions, making this compound a candidate for studies related to oxidative stress and cell signaling mechanisms.
  • Research Opportunities: Given its complex nature, there remain many opportunities for research exploring its synthesis, biological activity, and potential applications in medicinal chemistry.

In the words of renowned chemist Marie Curie, "Nothing in life is to be feared, it is only to be understood." Understanding compounds like 2-amino-3-[3-(2-amino-2-carboxy-ethyl)sulfanyl-4,5-dihydroxy-phenyl]propanoic acid can lead to breakthroughs in science and health.

Overall, this compound represents just a small piece of the large puzzle of biochemical research with vast implications for future scientific exploration!

Synonyms
5-S-Cysteinyldopa
2-amino-3-[3-(2-amino-2-carboxyethyl)sulfanyl-4,5-dihydroxyphenyl]propanoic acid
5-S-Cysteinyl-D-dopa
SCHEMBL547145
CHEMBL158934
CHEBI:192589
SXISMOAILJWTID-UHFFFAOYSA-N
2-Amino-3-[[5-(2-amino-2-carboxyethyl)-2,3-dihydroxyphenyl]thio]propionic acid
Q5201200
2-amino-3-[3-(2-amino-2-carboxyethyl)sulanyl-4,5-dihydroxyphenyl]propanoic acid