Boc-D-Tyr-OH
Boc-D-Tyrosine
CAS: 70642-86-3
Molecular Formula: C14H19NO5
Boc-D-Tyr-OH - Names and Identifiers
| Name | Boc-D-Tyrosine |
| Synonyms | BOC-D-TYR-OH Boc-D-Tyr-OH BOC-D-TYROSINE Boc-D-Tyrosine n-boc-d-tyrosine BOC-D-PHE(4-OH)-OH N-(tert-Butoxycarbonyl)-D-tyrosine n-(tert-butoxycarbonyl)-d-tyrosine N-ALPHA-T-BUTOXYCARBONYL-D-TYROSINE N-ALPHA-TERT-BUTYLOXYCARBONYL-D-TYROSINE (2R)-2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxyphenyl)propanoate (R)-2-TERT-BUTOXYCARBONYLAMINO-3-(4-HYDROXY-PHENYL)-PROPIONIC ACID |
| CAS | 70642-86-3 |
| EINECS | 218-349-4 |
| InChI | InChI=1/C14H19NO5/c1-14(2,3)20-13(19)15-11(12(17)18)8-9-4-6-10(16)7-5-9/h4-7,11,16H,8H2,1-3H3,(H,15,19)(H,17,18)/p-1/t11-/m1/s1 |
| InChIKey | CNBUSIJNWNXLQQ-LLVKDONJSA-N |
Boc-D-Tyr-OH - Physico-chemical Properties
| Molecular Formula | C14H19NO5 |
| Molar Mass | 281.3 |
| Density | 1.1755 (rough estimate) |
| Melting Point | 135-140 °C |
| Boling Point | 423.97°C (rough estimate) |
| Specific Rotation(α) | -37.5 º (c=1, dioxaan) |
| Flash Point | 247.1°C |
| Water Solubility | insoluble |
| Solubility | Acetic Acid (Slightly), DMSO (Slightly), Methanol (Slightly) |
| Vapor Presure | 3.23E-10mmHg at 25°C |
| Appearance | White powder |
| Color | White to Off-White |
| pKa | 2.98±0.10(Predicted) |
| Storage Condition | Sealed in dry,Room Temperature |
| Refractive Index | -2.0 ° (C=2, AcOH) |
| MDL | MFCD00063030 |
| Physical and Chemical Properties | alpha:-37.5 o (c=1, dioxaan) |
Boc-D-Tyr-OH - Risk and Safety
| Safety Description | S24/25 - Avoid contact with skin and eyes. S22 - Do not breathe dust. |
| WGK Germany | 3 |
| HS Code | 29241990 |
Boc-D-Tyr-OH - Reference Information
| tyrosine | tyrosine is an aromatic amino acid found in a variety of proteins, especially in milk casein, the molecule contains a phenol group, and the structural formula is: tyrosine is found by Li Bichi from casein in 1846. It is a white crystalline powder, which is crystallized from water as a needle-like or plate-like body. The relative density of 1.456(20 ℃), isoelectric point of 5.66, UV absorption capacity, at the wavelength of 274nm has the maximum light absorption, can reduce phosphomolybdic acid-Phosphotungstic acid reagent (Folin reagent). Melting Point: left-handed body 290~295 ℃ decomposition (slow heating),314~318 ℃ decomposition (rapid heating), racemic body 290~295 decomposition (slow heating), Decomposition at 340 °c (rapid heating). Soluble in water, ethanol, acid and alkali, insoluble in ether. The aqueous solution of the dextrose and tyrosinase appeared red. Levorotatory physical friction luminescence, at 170 ℃ with barium hydroxide aqueous solution heating into the racemate, the phenolic hydroxyl in The tyrosine molecule ortho-prone chemical reaction, and diazobenzene sulfonic acid coupling orange red material, with boiling of dilute acetic acid and sodium nitrite role was purple or red, and warm nitric acid role was yellow, in sulfuric acid and titanium dioxide role was dark orange yellow. Natural tyrosine is levorotatory and can be hydrolyzed and refined from protein. tyrosine is a non-essential amino acid, is the raw material of a variety of products, tyrosine in the body can be converted into a variety of physiological substances through different metabolic pathways, such as dopamine, epinephrine, thyroxine, melanin and papaverine of opium poppy (opium). These substances are closely related to the control of nerve conduction and metabolic regulation. The study of tyrosine metabolism helps to understand the pathological process of certain diseases. For example, urinary black acid is related to tyrosine metabolism disorder, and the patient's body lacks urinary black acid oxidase, which leads to tyrosine metabolite. Urinary black acid cannot continue to decompose, discharge from the urine in the case of air oxidation into black substances, suffering from this disease children's diapers exposed to the air will gradually Black, the urine will also be black. Albinism is also associated with the metabolism of tyrosine, and the patient lacks tyrosinase so that the tyrosine metabolite 3, 4-dihydroxyphenylalanine cannot form melanin so that the hair and skin are white. |
| three isomers of tyrosine | tyrosine is a phenyl amino acid that widely exists in nature, that is, l-body, d-body and dl-body. Natural products are l-body. It was found in casein hydrolysate in 1846 and isolated in 1894. l-body tyrosine crystallized from water, colorless to white mercerized needle-like crystals or crystalline powder. Relative density 1.456(25 degrees C). Melting point 342~344 °c (decomposition). Insoluble in ethanol, ether and acetone, slightly soluble in water, soluble in dilute inorganic acid, alkali, solubility in water (g/l): 0.196(0 ℃), 0.453(25 ℃) 1.052 (50 degrees C), 2.438(75 degrees C), 5.65(100 degrees C). Specific optical rotation -10.6 °(c = 4,1mol/L HCl,25 °c). The co-heating of L-tyrosine with sugars can produce a reaction between the amino carbonyl groups, and produce a special flavor. Non-essential amino acids. Medicine used as treatment of hyperthyroidism; Food additives. d-body tyrosine crystallized from water is colorless crystal, melting point 310~314 ℃ (decomposition), slightly soluble in water (g/l): 0.916(0 ℃), 0.453(25 degrees c), 1.052(50 degrees c), soluble in dilute inorganic acid, specific rotation 10.3 degrees (c = 4,1mol/1HCl). dl-body tyrosine crystallized from water is glossy needle-like crystal, melting point 340 ℃ (decomposition), insoluble in anhydrous ethanol, ether, slightly soluble in water (g/l):0.147(0 °c), 0.351(25 °c), 0.836 (50 °c). Reference: Editor-in-chief of an Jiaju; Bao Wenzao, Wang Boying, Li Shunping. Practical Fine Chemical Dictionary. Beijing: China Light Industry Press. |
| tyrosine and its metabolism | tyrosine is an amino acid constituting a protein, has an ionized aromatic ring side chain, and is hydrophilic. tyrosine is produced by hydroxylation of phenylalanine in humans and animals, so it is a non-essential amino acid when phenylalanine is nutritionally adequate. The catabolism of tyrosine is first converted to hydroxyphenylpyruvate, which requires pyridoxal phosphate as a coenzyme, under the catalysis of an intrahepatic tyrosine transaminase. The action of p-hydroxyphenylpyruvate by P-hydroxyphenylpyruvate hydroxylase simultaneously causes oxidative decarboxylation and transfer of the side chain pyruvate and hydroxylation at the ortho position of the benzene ring to produce urinary nigrol acid (dihydroxyphenylacetic acid). The enzyme is a copper-containing metalloprotein that requires ascorbic acid to act as a coenzyme and consume molecular oxygen. Urinary black acid, catalyzed by urinary black acid dioxygenase (urinary black acid oxidase), cleaves the benzene ring to produce maleyl acetoacetate; The enzyme is an iron-containing Metalloprotein, the reaction requires the participation of a molecule of oxygen. The conversion of maleyl acetoacetic acid into fumaryl acetoacetic acid by the action of the corresponding isomerase requires glutathione as a coenzyme. Finally, it is hydrolyzed to fumaric acid and acetoacetic acid by the corresponding hydrolase, so tyrosine is both a glycogenic and ketogenic amino acid. Reference Materials: Chinese medical encyclopedia editorial committee; Zhang Changying. Chinese medical encyclopedia. Seventeen biochemistry. |
| tyrosine metabolism disorder | , at the same time, tyrosine and a large amount of P-hydroxyphenylpyruvic acid are excreted from urine. It has been demonstrated that the deficiency in tyrosine aminotransferase, rather than what was previously assumed, is due to a defect in p-hydroxyphenylpyruvate hydroxylase. This condition cannot be confused with tyrosinemia, which appears to be caused by a lack of p-hydroxyphenylpropionic acid oxidase and occurs mostly in infants, although the symptoms are similar, death is often caused by progressive liver and kidney injury. In addition, it was also found that the urine of patients with urinary acid urine after the placement of black, this is because the patient's body is lack of urinary black acid oxidase, urinary black acid is excreted from the urine, when the urine is placed, the urine black acid is quickly oxidized to the quinone by the air, and then the melanin is polymerized to make the urine black. Many patients with urinary acid in 40 to 50 years of age, will therefore occur arthritis.|
| melanin | melanin is a kind of nitrogen-containing melanin, especially distributed in the skin, hair, visual vein layer and other tissues, produced by melanocytes. Tyrosine is a prerequisite for the synthesis of melanin, tyrosine hydroxylated to DOPA (3,4 dihydroxyphenylalanine) in tyrosinase catalysis, followed by dopa into dopa quinone. Tyrosinase is an enzyme that catalyzes the synthesis of melanin, a copper-containing phenol oxidase. Starting from dopa quinone is an automated reaction, mainly by side-chain to obtain the indole quinone, followed by polymerization to synthesize melanin. In fact, melanin must be combined with proteins and phospholipids to form so-called melanin particles. The pathogenesis of albinism is due to the congenital defect of tyrosinase, which makes melanocytes lose the ability to synthesize melanin. |
Last Update：2024-04-09 02:00:10
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