CAS 556-02-5

3-(4-Hydroxyphenyl)-D-alanine

Description:

3-(4-Hydroxyphenyl)-D-alanine, also known as D-Tyrosine, is an amino acid derivative characterized by the presence of a hydroxyl group on the phenyl ring, which enhances its solubility and reactivity. This compound features a chiral center, making it exist in two enantiomeric forms, with the D-form being biologically relevant. It is a non-essential amino acid that plays a crucial role in the biosynthesis of neurotransmitters, particularly dopamine, and is involved in various metabolic pathways. The hydroxyl group contributes to its polar nature, allowing it to participate in hydrogen bonding and interact with other biomolecules. D-Tyrosine is often utilized in biochemical research and has potential applications in pharmaceuticals and dietary supplements, particularly for its role in enhancing cognitive function and mood. Additionally, it can be synthesized through various chemical methods or derived from dietary sources, such as dairy products, meat, and certain nuts. Its stability and reactivity under physiological conditions make it an important compound in both biological and synthetic chemistry contexts.

Formula: C₉H₁₁NO₃

InChI: InChI=1/C9H11NO3/c10-8(9(12)13)5-6-1-3-7(11)4-2-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m1/s1

InChI key: InChIKey=OUYCCCASQSFEME-MRVPVSSYSA-N

SMILES: C([C@H](C(O)=O)N)C1=CC=C(O)C=C1

Synonyms:

• (2R)-2-Amino-3-(4-hydroxyphenyl)propanoic acid
• (2R)-2-Azaniumyl-3-(4-hydroxyphenyl)propanoate
• (R)-2-Amino-3-(4-hydroxyphenyl)propanoic acid
• (R)-Tyrosine
• 3-(4-Hydroxyphenyl)-<span class="text-smallcaps">D</span>-alanine
• <span class="text-smallcaps">D</span>-4-Hydroxyphenylalanine
• <span class="text-smallcaps">D</span>-Tyrosine
• <span class="text-smallcaps">D</span>-p-Tyrosine
• D-Tyr-OH
• D-Tyrosine
• H-<span class="text-smallcaps">D</span>-Tyr-OH
• H-D-Tyr-OH
• Tyrosine, <span class="text-smallcaps">D</span>-
• D-p-Tyrosine
• Tyrosine, D-
• RARECHEM AB PP 1343
• TYROSINE, D-(RG)
• D-TYROSINE, 99% (99% EE/GLC)
• D-β-(p-hydroxyphenyl) alanine
• D-Tyrosine98%
• D-3-(4-HYDROXYPHENYL)ALANINE
• D-THREONINOL
• D-TYROSINE extrapure
• (R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine
• (R)-2-AMINO-3-(4-HYDROXYPHENYL)PROPIONIC ACID
• (R)-(+)-3-(4-HYDROXYPHENYL)-D-ALANINE
• D(+)-TYROSINE 99%
• 3-(4-HYDROXYPHENYL)-D-ALANINE

D-Tyrosine

CAS: 556-02-5

Formula: C₉H₁₁NO₃

Purity: >98.0%(T)

Color and Shape: White to Light yellow powder to crystal

Molecular weight: 181.19

Ref: 3B-T1141

D-Tyrosine, 99%

CAS: 556-02-5

D-Tyrosine is synthesized from phenylalanine. It is also the precursor of epinephrine, thyroid hormones, and melanin. This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The or

Formula: C₉H₁₁NO₃

Purity: 99%

Color and Shape: Powder, White

Molecular weight: 181.19

Ref: 02-A17709

D-Tyrosine

CAS: 556-02-5

Formula: C₉H₁₁NO₃

Purity: 97%

Color and Shape: Solid

Molecular weight: 181.1885

Ref: IN-DA0037N3

D-Tyrosine

CAS: 556-02-5

Formula: C₉H₁₁NO₃

Purity: ≥ 98.5%

Color and Shape: White to off-white powder

Molecular weight: 181.19

Ref: 7W-GM2446

D-Tyrosine

CAS: 556-02-5

D-Tyrosine

Purity: 99%

Color and Shape: White Solid

Molecular weight: 181.19g/mol

Ref: 54-BIT0722

D-Tyrosine

CAS: 556-02-5

D-Tyrosine inhibits melanin production and biofilm formation, promoting biofilm dispersal without hindering bacterial growth.

Formula: C₉H₁₁NO₃

Purity: 99.86%

Color and Shape: White Crystals

Molecular weight: 181.19

Ref: TM-TN1545

D-Tyrosine

CAS: 556-02-5

Formula: C₉H₁₁NO₃

Molecular weight: 181.19

Ref: 4Z-T-144033

D-Tyrosine

Controlled Product

CAS: 556-02-5

Applications D-Tyrosine, the stereoisomer to L-Tyrosine (T899975), is an amino acid used in various organic syntheses for antibiotics. It is used in the synthesis of (-)-anisomycin, as well as BATSI (boronic acid transition state inhibitors) which act on β-lactamases. It has also been studied as an inhibitor of microbial growth on surfaces, reducing microbial attachment to hydrophillic glass and hydrophobic polypropylene surfaces.
References Li, Ji. et al.: Chin. Chem. Lett., 23, 647 (2012); Xu, H. et al.: Water Res., 45, 5796 (2011); Ke, W. et al.: Antimicrob. Agents Chemother., 55, 174 (2011);

Formula: C₉H₁₁NO₃

Color and Shape: Neat

Molecular weight: 181.19

Ref: TR-T899970

D-Tyrosine

CAS: 556-02-5

D-Tyrosine is an amino acid that is synthesized from the essential amino acid phenylalanine. It has been shown to have antimicrobial properties in vitro, where it inhibits the growth of bacteria by causing the disruption of the bacterial cell membrane. D-Tyrosine has also been shown to be active against gram-positive and gram-negative bacteria, as well as fungi and yeast. The antimicrobial activity may be due to its ability to form hydrogen bonds with nitrogen atoms on the surface of these microorganisms. D-Tyrosine has also been shown to have antiinflammatory properties in vitro by inhibiting prostaglandin synthesis through inhibition of enzymes such as diphenolase activity or synthetase.
D-Tyrosine is classified as a nonessential amino acid because it can be synthesized from other amino acids such as phenylalanine or leucine. It has been shown to have inhibitory effects on skin cells when applied topically, which could

Formula: C₉H₁₁NO₃

Color and Shape: Powder

Molecular weight: 181.19 g/mol

Ref: 3D-FT00293

H-D-Tyr-OH

CAS: 556-02-5

M02937 - H-D-Tyr-OH

Formula: C₉H₁₁NO₃

Purity: 97%

Color and Shape: Solid, Crystalline Powder or Powder

Molecular weight: 181.191

Ref: 10-M02937

D-Tyrosine extrapure, 98%

CAS: 556-02-5

Formula: C₉H₁₁NO₃

Purity: min. 98.0%

Color and Shape: White to off-white, Crystalline powder

Molecular weight: 181.2

Ref: SR-70600