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3,5-diiodotyrosine

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Identification
Molecular formula
C9H9INO3
CAS number
66-02-4
IUPAC name
(2S)-2-amino-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid
State
State
At room temperature, 3,5-Diiodotyrosine is typically in a solid-state, specifically as a crystalline powder.
Melting point (Celsius)
237.00
Melting point (Kelvin)
510.15
Boiling point (Celsius)
0.00
Boiling point (Kelvin)
0.00
General information
Molecular weight
404.98g/mol
Molar mass
404.9760g/mol
Density
2.7240g/cm3
Appearence

3,5-Diiodotyrosine typically appears as an off-white to pale yellow crystalline powder. Its appearance may vary slightly based on the purity of the sample and the specific lot.

Comment on solubility

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

The solubility of (2S)-2-amino-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid is influenced by several factors, including its chemical structure and functional groups. The presence of both amino and acid functional groups contributes to its polar nature, which typically enhances solubility in polar solvents such as water.

Key points regarding the solubility of this compound include:

  • Polarity: The amino group (-NH2) and the carboxylic acid group (-COOH) increase the polarity, facilitating hydrogen bonding with water.
  • Hydroxyl Influence: The hydroxyl group (-OH) on the aromatic ring adds further polarity, enhancing solubility in aqueous environments.
  • Iodine Substituents: The presence of multiple iodine atoms may create steric hindrance, potentially affecting the compound's interaction with solvents.
  • Aqueous Solubility: Given the presence of both hydrophilic groups and the ability to form hydrogen bonds, this compound is likely to exhibit significant solubility in water.

In conclusion, the solubility of (2S)-2-amino-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid can be expected to be relatively high due to its polar characteristics, although the degree of solubility could be influenced by the specific concentration and conditions of the solvent.

Interesting facts

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

(2S)-2-amino-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid, often simply referred to in the scientific community for its unique properties, is a compound that showcases the fascinating intersection of amino acids and halogenated aromatic compounds. Here are some remarkable aspects of this compound:

  • Structural Uniqueness: Its structure consists of a central amino acid backbone attached to a phenolic ring that is extensively iodinated, giving it distinctive chemical reactivity and biological activity.
  • Biological Activity: This compound can exhibit antioxidant properties due to the presence of the hydroxyl group, which is known to scavenge free radicals.
  • Pharmaceutical Interest: The halogenated aromatic ring is under investigation in various pharmacological studies, especially for its potential effects in cancer research and treatment. Compounds featuring iodine are often examined for their improved binding affinities in biological systems.
  • Synthesis Challenges: The synthesis of this compound can involve multi-step reactions, with each stage requiring careful control of conditions to manage the delicate iodination process while preserving the integrity of the amino acid structure.
  • Cross-Linking Potential: The hydroxy group in the phenolic part of the molecule allows for possible cross-linking with other biological macromolecules, which can be useful in designing drug delivery systems.

As noted by researchers in this field, "the beauty of organic chemistry lies in the complexity and versatility of compounds like (2S)-2-amino-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid; they remind us of the intricate dance between structure and function." This compound not only serves as an interesting subject of study but also represents the broader implications of chemistry in addressing real-world issues like health and disease.

In conclusion, the study of (2S)-2-amino-3-(4-hydroxy-3,5-diiodo-phenyl)propanoic acid opens doors to multidisciplinary research opportunities, bridging chemistry, biology, and medicine.

Synonyms
3,5-Diiodo-L-tyrosine
300-39-0
Diiodotyrosine
L-3,5-Diiodotyrosine
L-Diiodotyrosine
3,5-DIIODOTYROSINE
H-Tyr(3,5-I2)-OH
(2S)-2-amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid
(S)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoic acid
L-Tyrosine, 3,5-diiodo-
3,5-L-Diiodotyrosine
3,5-Iodo-L-tyrosine
DIT (amino acid)
H-3,5-Diiodo-Tyr-OH
DiIY
MFCD00016542
3,5-Diiodotyrocine
Tyrosine, 3,5-diiodo-, L-
CHEBI:15768
NSC 4143
6L57Q44ZWW
DTXSID0048680
NCGC00163111-01
C9H9I2NO3
DTXCID6028606
Diiodotyrosine, dl-
NSC-208959
CAS-300-39-0
DIOTYROSINE
3,5-diiodotyrosine dl-form
UNII-6L57Q44ZWW
Dijodtyrosin
NSC-4143
NSC208959
NSC 208959
TYI
EINECS 206-092-0
3-5-Diiodo-L-tyrosine
Spectrum5_001996
DIIODOTYROSINE, L-
bmse000327
Epitope ID:122959
tyrosine, 3,5-di-iodo-
MLS000028503
SCHEMBL147579
DIIODOTYROSINE [MART.]
GTPL6651
CHEMBL1236469
TRYOSINE, 3,5-DIIODO-
3,5-DIIODOTYROSINE, L-
HMS2230P17
3,5-DIIODOTYROSINE L-FORM
4-Hydroxy-3,5-diiodophenylalanine
DIIODOTYROSINE [EP IMPURITY]
Tox21_113061
STL570262
AKOS002276212
Tox21_113061_1
DB03374
FD46930
3,5-DIIODOTYROSINE L-FORM [MI]
NCGC00163111-02
SMR000058274
DB-022066
HY-113214
CS-0059327
D0612
NS00009267
3,5-Diiodo-L-tyrosine dihydrate, crystalline
C01060
D-3800
D87842
EN300-155423
Q410521
LIOTHYRONINE SODIUM IMPURITY B [EP IMPURITY]
Z1509614134
(S)-2-Amino-3-(4-hydroxy-3,5-diiodophenyl)propanoicacid
3,5-Diiodo-L-Tyr-OH;3,5-Diiodo-4-hydroxy-L-b-phenylalanine
E33DC826-4246-4751-B348-4B31BFB6F996