dextro,laevo-tyrosine
3-(4-hydroxyphenyl)-DL-alanine
Identification
| Name | dextro,laevo-tyrosine |
| IUPAC | 2-amino-3-(4-hydroxyphenyl)propanoic acid |
| CAS Number | 556-03-6 |
| EINECS | 209-113-1 |
| FDA UNII | A9BAT9B32M |
| Molecular Formula | C9 H11 N O3 |
| Molecular Weight | 181.19127000 |
| MDL Number | MFCD00063074 |
| Nikkaji Number | J598.196D |
| Beilstein | 515881 |
| XlogP3 | -2.30 (est) |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 325.00 °C. @ 760.00 mm Hg |
| Boiling Point | 385.16 °C. @ 760.00 mm Hg (est) |
| Flash Point | 368.00 °F. TCC ( 186.70 °C. ) (est) |
| logP (o/w) | -0.418 (est) |
| Soluble in | water, 400 mg/L @ 20 °C (exp) |
Cosmetic Information
| CosIng | cosmetic data |
| Cosmetic Uses | antistatic agents |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | cosmetic agents |
| Recommendation for dextro,laevo-tyrosine usage levels up to | not for fragrance use. |
| Recommendation for dextro,laevo-tyrosine flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2-
amino-3-(4-hydroxy-phenyl)-propionicacid
2-
amino-3-(4-hydroxyphenyl)-propanoic acid
2-
amino-3-(4-hydroxyphenyl)propanoic acid
2-
amino-3-(p-hydroxyphenyl)propionic acid
H-DL-Tyr-OH
DL-p-
hydroxylphenylalanine
3-(4-
hydroxyphenyl)-DL-alanine
3-(p-
hydroxyphenyl)alanine
(±)-
tyrosine
DL-
tyrosine
DL-p-
tyrosine
tyrosine, DL-
PubMed:
Preparation and characterization of a polystyrene/bovine serum albumin nanoparticle-coated capillary for chiral separation using open-tubular capillary electrochromatography.
PubMed:
Enantioselective separation of chiral aromatic amino acids with surface functionalized magnetic nanoparticles.
PubMed:
Racemic resolution of some DL-amino acids using Aspergillus fumigatus L-amino acid oxidase.
PubMed:
Antipsychotic-induced DRD2 upregulation and its prevention by α-lipoic acid in SH-SY5Y neuroblastoma cells.
PubMed:
Residue-specific global fluorination of Candida antarctica lipase B in Pichia pastoris.
PubMed:
Non-ionic surfactant modified ligand exchange chromatography using copper (II) complex of N,N-dimethyl-L-phenylalanine as the chiral additive for enantioselective amino acids separation.
PubMed:
Amino acid ionic liquids as chiral ligands in ligand-exchange chiral separations.
PubMed:
alpha(2)-Adrenoceptors mediate the acute inhibitory effect of fluoxetine on locus coeruleus noradrenergic neurons.
PubMed:
Oligopeptides and copeptides of homochiral sequence, via beta-sheets, from mixtures of racemic alpha-amino acids, in a one-pot reaction in water; relevance to biochirogenesis.
PubMed:
Enantioseparation of dopa and related compounds by cyclodextrin-modified microemulsion electrokinetic chromatography.
PubMed:
[Study on enantioselectivity of celluloses derived by phenylcarbamate at 2,3- or 2,3,6-positions].
PubMed:
Stereospecificity of mushroom tyrosinase immobilized on a chiral and a nonchiral support.
PubMed:
Evaluation of enantioselective gas chromatography for the determination of minute deviations from racemic composition of alpha-amino acids with emphasis on tyrosine: accuracy and precision of the method.
PubMed:
Stereospecificity of horseradish peroxidase.
PubMed:
Fluorescence spectroscopic study of alpha-chymotrypsin relevant to the enantioselectivity for optical resolution of amino acid esters in organic solvents.
PubMed:
Crystal structure of a covalent intermediate of endogenous human arylsulfatase A.
PubMed:
Unexpected differences between D- and L- tyrosine lead to chiral enhancement in racemic mixtures.
PubMed:
Inhibition of tyrosine phenol-lyase from Citrobacter freundii by 2-azatyrosine and 3-azatyrosine.
PubMed:
Structure--activity studies for alpha-amino-3-hydroxy-5-methyl-4-isoxazolepropanoic acid receptors: acidic hydroxyphenylalanines.
PubMed:
[The effect of elymoclavine and its derivatives on various enzymes of the gastrointestinal tract].
PubMed:
Tyrosine phosphorylation of human urokinase-type plasminogen activator.
PubMed:
[The brain catecholamine systems in the regulation of dominance].
PubMed:
Copper-deficient mice have higher cardiac norepinephrine turnover.
PubMed:
The mechanism of amphetamine-induced inhibition of rat substantia nigra compacta neurones investigated with intracellular recording in vitro.
PubMed:
Potential radiopharmaceuticals for the detection of ocular melanoma. Part III. A study with 14C and 11C labelled tyrosine and dihydroxyphenylalanine.
PubMed:
[Disorder of catecholamine synthesis in early ontogeny and hypophyseal-adrenal cortical function in adult rats].
PubMed:
Protease inhibition of natural killer (NK) and antibody-dependent cell-mediated cytoxicity (ADCC) activities.
PubMed:
L-tyrosine regulation and biosynthesis via arogenate dehydrogenase in suspension-cultured cells of Nicotiana silvestris Speg. et Comes.
PubMed:
An electrochemical assay system for peroxidase and peroxidase-couplers reactions based on a fluoride ion-selective electrode.
PubMed:
The antifungal activity of carrier peptides, L-arginyl-X-L-phenylalanine, containing amino acid antagonists or atypical non-biogenic D-amino acids in the central position.
PubMed:
Structural specificity in the renal tubular transport of tyrosine.
PubMed:
Studies on the absorption of the pancreatic function test peptide, N-benzoyl-L-tyrosyl-p-aminobenzoic acid, and related compounds by isolated rat small intestine.
PubMed:
[The secondary structure of amides of adenylic acid containing D- and L-aromatic amino acids].
PubMed:
[Effect of cyclic compounds on pigment formation in Aspergillus niger cultures].
PubMed:
[Photochemistry of aromatic amino acids in solution. I. DL-phenylalanine, DL-tyrosine and L-dopa].
PubMed:
Amino Acid and vitamin requirements of several bacteroides strains.
PubMed:
Inhibition of leaf process by p-fluorophenylalanine during induction of flowering in the cocklebur.
PubMed:
[SPLITTING OF THE RACEMATE OF 3,5-DINITRO-N-ACETYL-DL- TYROSINE].
PubMed:
Effects of ionizing radiations on L- and DL-tyrosine studied by ultra-violet and infra-red spectrophotometry.
PubMed:
Incorporation of DL-tyrosine-2-C-14 and DL-tryptophan-2-C-14 by encysted Trichinella spiralis larvae.
PubMed:
[Utilization of amino acids in the synthesis of purine compounds. III. Effect of dl-tyrosine and dl-tryptophan in the protein-deficient rat].
PubMed:
Radioactivity distribution in the tissues of mice bearing melanosarcoma after administration of DL-tyrosine labeled with radioactive carbon.
PubMed:
Studies in protein metabolism with compounds labeled with radioactive carbon; metabolism of dl-tyrosine in the normal and tumor-bearing rat.
PubMed:
THE SOLUBILITIES, APPARENT DISSOCIATION CONSTANTS, AND THERMODYNAMIC DATA OF THE DIHALOGENATED TYROSINE COMPOUNDS.