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Bromotyrosine

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Identification
Molecular formula
C9H9Br2NO3
CAS number
39610-21-2
IUPAC name
2-amino-3-(3,5-dibromo-4-hydroxy-phenyl)propanoic acid
State
State

At room temperature, bromotyrosine is in a solid state.

Melting point (Celsius)
252.00
Melting point (Kelvin)
525.15
Boiling point (Celsius)
377.00
Boiling point (Kelvin)
650.15
General information
Molecular weight
336.99g/mol
Molar mass
336.9880g/mol
Density
2.0000g/cm3
Appearence

Bromotyrosine typically appears as a crystalline solid that is white to off-white in color. The appearance can vary slightly depending on the purity and specific form of the compound.

Comment on solubility

Solubility of 2-amino-3-(3,5-dibromo-4-hydroxy-phenyl)propanoic acid

2-amino-3-(3,5-dibromo-4-hydroxy-phenyl)propanoic acid, often referred to as a complex amino acid derivative, exhibits unique solubility characteristics. The solubility of this compound can be influenced by various factors:

  • Polarity: Due to the presence of both amino (-NH2) and hydroxyl (-OH) functional groups, this compound is likely to be polar, which may enhance its solubility in polar solvents like water.
  • Hydrogen Bonding: The hydroxyl group, in particular, may engage in hydrogen bonding with water molecules, further contributing to solubility.
  • Halogen Effect: The bromine atoms in the 3,5-dibromo positions may add complexity to the solubility profile, potentially impacting the overall interaction with solvents.

As a result, the solubility of 2-amino-3-(3,5-dibromo-4-hydroxy-phenyl)propanoic acid is expected to be favorable in polar solvents; however, its solubility in non-polar solvents would be considerably limited. In summary, one can conclude:

  • It is likely soluble in water and other polar solvents.
  • Its solubility may decrease in organic non-polar solvents.

Understanding the solubility of this compound is crucial for its applications, as higher solubility typically translates to better bioavailability in pharmaceutical settings.

Interesting facts

Interesting Facts about 2-amino-3-(3,5-dibromo-4-hydroxy-phenyl)propanoic acid

This fascinating compound, commonly referred to as DBHPA, is part of a larger class of chemicals known for their role in various biological systems. Here are some noteworthy aspects:

  • Structure and Function: DBHPA features a unique structure that incorporates both amino and phenolic groups. This combination can enhance its interactions with biological molecules, making it an interesting candidate for research in medicinal chemistry.
  • Antioxidant Properties: The presence of the hydroxy group in its structure suggests potential antioxidant capabilities. Compounds with similar structures are often studied for their ability to scavenge free radicals, thus indicating potential applications in combating oxidative stress in biological systems.
  • Drug Design Potential: The dibromo substitutions in DBHPA may lead to enhanced biological activity. Such halogenated compounds are commonly found in pharmaceuticals, with implications in increasing lipophilicity and binding affinity to target sites.
  • Research Applications: DBHPA has been explored for its role in various studies, including those looking into neurological conditions and metabolic disorders. Its ability to modulate biological pathways makes it a valuable compound for drug discovery.
  • Environmental Impact: As a brominated compound, DBHPA warrants attention concerning environmental sustainability. The persistence of brominated chemicals in ecosystems raises awareness about the implications of their widespread use.

In summary, the study of 2-amino-3-(3,5-dibromo-4-hydroxy-phenyl)propanoic acid opens up a realm of possibilities in both therapeutic applications and environmental considerations. As stated by researchers, "This compound represents a bridge between basic chemical research and real-world applications," highlighting its potential in various fields.

Synonyms
537-24-6
3,5-DIBROMOTYROSINE
2-amino-3-(3,5-dibromo-4-hydroxyphenyl)propanoic acid
Tyrosine, 3,5-dibromo-
DL-dibromotyrosine
3,5-Dibromo-tyrosine
d-3,5-dibromotyrosine
NSC210786
Bromotiren
CHEMBL1253341
CHEBI:80912
1996ZXQ53J
NSC-39452
L-Tyrosine,5-dibromo-
Tyrosine,5-dibromo-, L-
3,5-Dibromo-DL-tyrosine
L-3,5-Dibromotyrosine
UNII-1996ZXQ53J
MFCD00037204
EINECS 208-661-9
Tyrosine,5-dibromo-
.beta.-(3,5-Dibromo-4-hydroxyphenyl)alanine
DL-3,5-Dibromotyrosine
DIBROMOTYROSINE, DL-
SCHEMBL145218
DTXSID50870497
COESHZUDRKCEPA-UHFFFAOYSA-N
ALBB-014135
NSC39452
NSC97935
BDBM50326563
NSC 39452
NSC-97935
AKOS005109959
MS-3024
NCI60_001771
SY057862
NS00080195
C17080
SR-01000310096
SR-01000310096-1
2-amino-3-(3,5-dibromo-4-hydroxyphenyl)propanoicacid
Q27151412