D-Tyrosine,(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine
3-(4-Hydroxyphenyl)-D-alanine
CAS: 556-02-5
Molecular Formula: C9H11NO3
D-Tyrosine,(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine - Names and Identifiers
| Name | 3-(4-Hydroxyphenyl)-D-alanine |
| Synonyms | H-D-Tyr-OH D-Tyrosine D-thyrosine PARAGOS 420536 H-D-Tyr-OH (D-Tyrosine 3-(4-Hydroxyphenyl)-D-alanine D-4-Hydroxyphenyl-d4-alanine-d3 D-α-AMino-p-hydroxyhydrocinnaMic acid D-α-AMino-β-p-hydroxyphenyl propionic acid (R)-2-Amino-3-(4-hydroxyphenyl)propanoic acid D-Tyrosine,(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine |
| CAS | 556-02-5 |
| EINECS | 209-112-6 |
| 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 |
| InChIKey | OUYCCCASQSFEME-UHFFFAOYSA-N |
D-Tyrosine,(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine - Physico-chemical Properties
| Molecular Formula | C9H11NO3 |
| Molar Mass | 181.19 |
| Density | 1.2375 (rough estimate) |
| Melting Point | >300 °C (lit.) |
| Boling Point | 314.29°C (rough estimate) |
| Specific Rotation(α) | 11.3 º (c=5, 1N HCl) |
| Flash Point | 186.7°C |
| Water Solubility | SOLUBLE |
| Solubility | Soluble in alkali solution and dilute acid, hardly soluble in water, insoluble in acetone, ethanol and ether |
| Vapor Presure | 1.27E-06mmHg at 25°C |
| Appearance | White crystal |
| Color | White to off-white |
| Merck | 14,9839 |
| BRN | 2212157 |
| pKa | 2.25±0.10(Predicted) |
| Storage Condition | Store at RT. |
| Refractive Index | 11.2 ° (C=5, 1mol/L |
| MDL | MFCD00063073 |
| Physical and Chemical Properties | White needle Crystal, odorless, bitter taste; Soluble in alkali solution and dilute acid, insoluble in water, insoluble in acetone, ethanol and ether; Decomposition point of 310-314 ℃; specific rotation [α]22D 10.3 °(0.5-2.0 mg/ml,1 mol/L HCl). |
D-Tyrosine,(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine - Risk and Safety
| Hazard Symbols | Xi - Irritant |
| Risk Codes | 36/37/38 - Irritating to eyes, respiratory system and skin. |
| Safety Description | S26 - In case of contact with eyes, rinse immediately with plenty of water and seek medical advice. S36 - Wear suitable protective clothing. S24/25 - Avoid contact with skin and eyes. |
| WGK Germany | 3 |
| TSCA | Yes |
| HS Code | 29225000 |
D-Tyrosine,(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine - Reference
| Reference Show more | 1. Liu Sijie, Huang Lu, Chen Wen. Synthesis and application of 1-ethyl-3-methylimidazolium L-tartrate modified gold nanoparticles [J]. Journal of Minjiang University, 2015, 36(05):109-114. 2. Huang Lu, Chen Yiting, Li Yanxia, etc. Chiral recognition of tyrosine enantiomers using gold nanoparticles modified with chiral ionic liquids [J]. Journal of Analytical Science, 2016(3):381-384. 3. Gan Hui Yu Huang Lu. Preparation and application of L-proline modified gold nanochannel [J]. Journal of Minjiang University, 2019, 40(02):101-105. 4. Li Nan, Mao Qing, Zhou Xue-Xue, Qi Ya-Jie. Preparation of a whitening cream [J]. Heilongjiang Science, 2021,12(04):26-27 31. 5. Zhang Lei, Feng Chen, Yang Shuqin, Guo Shuru. Study on the efficacy of a compound plant extract against ultraviolet and blue light [J]. Journal of Daily Chemical Science, 2021,44(04):44-48. 6. [IF = 7.46] Ye Zhang et al."A dual-signal sensing platform based on nanosheet materials for rational flux and colormetric detection of enzyme activities in human blood." Sensor Actuat B- Chem. 2021 Nov;346:130531 7. [IF = 4.556] Dandan Zhao et al."Physico-chemical properties and free amino acids profiles of six wolfberry cultivars in Zhongning."J Food Compos Anal. 2020 May;88:103460 8. [IF=4.379] Feng Lin et al."Chemical profile changes during pile fermentation of Qingzhuan tea affect inhibition of α-amylase and lipase."Sci Rep-Uk. 2020 Feb;10(1):1-10 9. [IF=3.361] Ning Zhao et al."Ratiometric fluorescence probe of Cu2 and biothiols by using carbon dots and copper nanoclusters."Rsc Adv. 2021 Oct;11(53):33662-33674 10. [IF=3.935] Min Zhang et al."Chemical profile and miscarriage prevention evaluation Jiao-ai decoction, a classical traditional Chinese formula."JOURNAL OF PHARMACEUTICAL AND BIOMEDICAL ANALYSIS. 2022 May;:114832 11. [IF=2.281] Zihui Ma et al."Studies on the biosynthetic pathways of melanin in Auricularia auricula."JOURNAL OF BASIC MICROBIOLOGY |
D-Tyrosine,(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine - Introduction
It is an optical isomer with L-tyrosine and is a non-protein amino acid. Insoluble in general neutral organic solvents such as absolute ethanol, ether, acetone, etc.
Last Update：2022-10-16 17:26:20
D-Tyrosine,(R)-2-Amino-3-(4-hydroxyphenyl)propionic acid, 3-(4-Hydroxyphenyl)-D-alanine - Reference Information
| EPA chemical substance information | information provided by: ofmpeb.epa.gov (external link) |
| Introduction | D-tyrosine is a non-protein source of chiral amino acids, which is widely used in the synthesis of chiral drugs. For example, the peptide drug atosiban synthesized with D-Tyrosine as a chiral intermediate is a tocolytic drug, and the synthesized deacetylated anisomycin has antigenic, anti-Amoeba, anti-fungal, anti-swelling, to prevent the role of plant fungal disease, synthetic peptide drugs for the treatment of malignant tumors with special efficacy, can also be used for the lungs, central nervous system, joints, endocardium, eyes, ears, skin, gastrointestinal, urinary system inflammation with excellent efficacy of anti-inflammatory drugs. |
| biological activity | D-Tyrosine is the D-isomer of tyrosine. D-Tyrosine negative regulation of melanin synthesis by inhibiting tyrosinase activity. D-Tyrosine inhibits the formation of biofilms and triggers the self-diffusion of biofilms without inhibiting the growth of bacteria. |
| Target | Tyrosinase |
| Use | for biochemical studies. It is used as a Biochemical reagent, and can also be used as a probe to study the structure and dynamics of proteins. |
| production method | with DL-Tyrosine as raw material, acylation reaction with Chloroacetyl Chloride was carried out, filtered and concentrated, the product was extracted with boiling acetone, recrystallized from petroleum ether, and recrystallized again after acidification with hydrochloric acid. |
Last Update：2024-04-09 21:54:55
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