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Identification
Molecular formula
C10H15N
CAS number
3387-41-5
IUPAC name
(2R)-2-amino-3-(4-hydroxyphenyl)-2-methyl-propanoic acid
State
State

At room temperature, the compound is typically found in a solid state.

Melting point (Celsius)
111.00
Melting point (Kelvin)
384.15
Boiling point (Celsius)
336.00
Boiling point (Kelvin)
609.15
General information
Molecular weight
165.19g/mol
Molar mass
165.1890g/mol
Density
1.2930g/cm3
Appearence

The compound is typically a white crystalline powder.

Comment on solubility

Solubility of (2R)-2-amino-3-(4-hydroxyphenyl)-2-methyl-propanoic acid

The solubility of (2R)-2-amino-3-(4-hydroxyphenyl)-2-methyl-propanoic acid is an intriguing topic that highlights its behavior in various solvents, particularly water. This compound exhibits notable properties due to its functional groups, including:

  • Amino group (-NH2): This polar group tends to enhance the solubility in water through hydrogen bonding.
  • Hydroxy group (-OH): Similar to the amino group, the presence of hydroxyl also promotes solubility in polar solvents by facilitating interactions with water molecules.
  • Hydrophobic region: The methyl and phenyl groups contribute to some hydrophobic character, which can reduce solubility in non-polar solvents.

Due to these conflicting conditions, the solubility can vary significantly depending on the pH and the ionic strength of the solution. Generally, it is expected that:

  1. Higher solubility occurs in acidic conditions where the amino group can protonate, enhancing solvation.
  2. Reduced solubility may be observed in neutral and basic conditions, where deprotonation can occur, leading to decreased interactions with water.

In conclusion, the solubility of (2R)-2-amino-3-(4-hydroxyphenyl)-2-methyl-propanoic acid is significantly influenced by its functional groups, making it more soluble in polar solvents than in non-polar ones. As with many amino acids, adjustments in environmental conditions will yield different solubility outcomes, making this compound a fascinating subject for further studies.

Interesting facts

Interesting Facts about (2R)-2-amino-3-(4-hydroxyphenyl)-2-methyl-propanoic acid

(2R)-2-amino-3-(4-hydroxyphenyl)-2-methyl-propanoic acid, commonly known as tyrosine, is an important amino acid that plays a critical role in numerous physiological processes. Here are some engaging aspects about this compound:

  • Amino Acid Characteristics: Tyrosine is classified as a non-essential amino acid, which means that the human body can synthesize it from another amino acid called phenylalanine. This synthesis occurs in the liver through the action of the enzyme phenylalanine hydroxylase.
  • Biological Significance: Tyrosine is vital for producing several important substances in the body, including:
    • Dopamine - a neurotransmitter linked to mood and motivation.
    • Norepinephrine - a hormone that affects attention and responding actions.
    • Thyroid hormones - crucial for metabolic regulation.
  • Dietary Sources: Tyrosine can be found in various protein-rich foods such as:
    • Chicken
    • Turkey
    • Fish
    • Dairy Products
    • Nuts and Seeds
  • Therapeutic Potential: Research indicates that tyrosine supplements may improve cognitive performance during stressful situations and have potential benefits for those suffering from depression and anxiety.
  • Structural Features: The structure of tyrosine features a phenolic hydroxyl group that distinguishes it from other amino acids, granting it unique chemical properties and interaction capabilities in biological systems.

Overall, (2R)-2-amino-3-(4-hydroxyphenyl)-2-methyl-propanoic acid stands as a fascinating compound with multifaceted roles in both biochemistry and nutrition. Its importance stretches far beyond the laboratory, influencing daily health and wellness.

Synonyms
Metirosine, (R)-
7510J153OT
METYROSINE, (R)-
UNII-7510J153OT
672-86-6
(R)-2-Amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid
(2R)-2-amino-3-(4-hydroxyphenyl)-2-methylpropanoic acid
D(+)-metyrosine
alpha-methyl-D-tyrosine
Racemetirosine, (R)-
(2R)-2-ammonio-3-(4-hydroxyphenyl)-2-methylpropanoate
(R)-alpha-Methyltyrosine
alpha-Me-D-Tyr-OH
L-AMPT
alpha-Methyl-D-Tyr
H-ALPHA-ME-D-TYR-OH
(R)-metirosine
L-2-Methyl-3-(4-hydroxy-phenyl)alanine
MFCD08063971
beta-Me-D-Tyr-OH
d-alpha-methyltyrosine
alpha-methyl-r-tyrosine
Lopac-M-8131
D-Tyrosine, alpha-methyl-
Lopac-120693
alpha -Methyl-L-p-tyrosine
(R)-A-METHYLTYROSINE
1991-86-2
SCHEMBL162280
Tyrosine, alpha-methyl-, D-
(R)-2-Amino-3-(4-hydroxyphenyl)-2-methylpropanoicacid
CHEMBL1368961
D-.ALPHA.-METHYLTYROSINE
.ALPHA.-METHYL-D-TYROSINE
(R)-a-Methyl-4-hydroxyphenylalanine
D-TYROSINE, .ALPHA.-METHYL-
AKOS006286937
AB43498
TYROSINE, .ALPHA.-METHYL-, D-
NCGC00015701-01
NCGC00015701-02
NCGC00095904-01
AS-69790
|A inverted exclamation mark-Methyl-D-Tyr
CS-0363158
E86051
EN300-2825092
Q27266323
(R)-a-Methyl-4-hydroxyphenylalanine, (R)-a-Methyltyrosine (H-D-aMeTyr-OH)
5380-14-3