D-Tyrosine CAS 556-02-5
Introduction：Basic information about D-Tyrosine CAS 556-02-5, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
D-Tyrosine Basic informationDescription References
| Product Name: | D-Tyrosine |
| Synonyms: | PARAGOS 420536;H-D-Tyr-OH (D-Tyrosine;(R)-2-Amino-3-(4-hydroxyphenyl)propanoic acid;D-Tyrosine,(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine;D-α-AMino-p-hydroxyhydrocinnaMic acid;D-α-AMino-β-p-hydroxyphenyl propionic acid;D-4-Hydroxyphenyl-d4-alanine-d3;D-thyrosine |
| CAS: | 556-02-5 |
| MF: | C9H11NO3 |
| MW: | 181.19 |
| EINECS: | 209-112-6 |
| Product Categories: | Tyrosine [Tyr, Y];Amino Acids and Derivatives;alpha-Amino Acids;Biochemistry;Amino Acids and Derivatives;Amino Acids Derivatives;AMINO ACIDS;amino acid |
| Mol File: | 556-02-5.mol |
D-Tyrosine Chemical Properties
| Melting point | >300 °C (lit.) |
| alpha | 11.3 º (c=5, 1N HCl) |
| Boiling point | 314.29°C (rough estimate) |
| density | 1.2375 (rough estimate) |
| refractive index | 11.2 ° (C=5, 1mol/L HCl) |
| storage temp. | Store at RT. |
| solubility | Aqueous Acid (Slightly), Methanol (Slightly), Water (Slightly) |
| pka | 2.25±0.10(Predicted) |
| form | Crystals or Powder |
| color | White to off-white |
| Optical Rotation | [α]20/D +10.3°, c = 5 in 1 M HCl |
| Water Solubility | SOLUBLE |
| Merck | 14,9839 |
| BRN | 2212157 |
| Major Application | peptide synthesis |
| Cosmetics Ingredients Functions | FRAGRANCE HAIR CONDITIONING ANTISTATIC SKIN CONDITIONING |
| InChI | 1S/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 |
| InChIKey | OUYCCCASQSFEME-UHFFFAOYSA-N |
| SMILES | N[C@H](Cc1ccc(O)cc1)C(O)=O |
| LogP | -0.418 (est) |
| CAS DataBase Reference | 556-02-5(CAS DataBase Reference) |
| EPA Substance Registry System | D-Tyrosine (556-02-5) |
Safety Information
| Hazard Codes | Xi |
| Risk Statements | 36/37/38 |
| Safety Statements | 26-36-24/25 |
| WGK Germany | 3 |
| TSCA | TSCA listed |
| HS Code | 29225000 |
| Storage Class | 13 - Non Combustible Solids |
| Description | D-tyrosine is the D-form amino acid of tyrosine. It is a non-essential amino acid. In animals, it can be de novo synthesized from phenylalanine. It is also the precursor of epinephrine, thyroid, hormones and melanin. Specially, study has shown that it can be taken s a chiral precusor to potent inhibitors of human Nonpancreatic secretory phospholipase A 2(IIa) with strong anti-inflammatory activity. It can also be used as a starting material for the preparation of anisomycin. |
| References | https://pubchem.ncbi.nlm.nih.gov/compound/D-tyrosine#section=Top Dr, Karl A. Hansford, et al. "D -Tyrosine as a Chiral Precusor to Potent Inhibitors of Human Nonpancreatic Secretory Phospholipase A 2, (IIa) with Anti-inflammatory Activity." Chembiochem 4.2-3(2003):181. Jegham, Samir, and B. C. Das. "A new synthesis of (−)-anisomycin or (+)-anisomycin starting from D-tyrosine or L-tyrosine." Tetrahedron Letters 29.35(1988):4419-4422. |
| Chemical Properties | white to off-white powder |
| Uses | 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. |
| Uses | D-Tyrosine is synthesized from phenylalanine. It is also the precursor of epinephrine, thyroid hormones, and melanin. |
| Definition | ChEBI: D-tyrosine is an optically active form of tyrosine having D-configuration. It has a role as an Escherichia coli metabolite. It is a tyrosine and a D-alpha-amino acid. It is a conjugate base of a D-tyrosinium. It is a conjugate acid of a D-tyrosinate(1-). It is an enantiomer of a L-tyrosine. It is a tautomer of a D-tyrosine zwitterion. |
| benefits | D-Tyrosine, as a dietary supplement, has the potential to enhance cognitive function, improve mood, and support overall mental health. It is also used in the synthesis of various important biomolecules, including melanin, which is essential for skin and hair pigmentation. |
| reaction suitability | reaction type: solution phase peptide synthesis |
D-Tyrosine Preparation Products And Raw materials
| Raw materials | Chloroacetyl chloride-->DL-Tyrosine |
| Preparation Products | BOC-D-TYR(BZL)-OH-->H-3,5-DIBROMO-D-TYR-OH-->N,O-Di-BOC-D-tyrosine-->3-Bromo-D-Tyrosine |
