7636-26-2

Hazards Identification

Pictogram(s):

Signal:

Warning

GHS Hazard Statements:

H302 (75%): Harmful if swallowed [Warning Acute toxicity, oral]
H315 (75%): Causes skin irritation [Warning Skin corrosion/irritation]
H319 (75%): Causes serious eye irritation [Warning Serious eye damage/eye irritation]
H335 (75%): May cause respiratory irritation [Warning Specific target organ toxicity, single exposure; Respiratory tract irritation]
H373 (25%): Causes damage to organs through prolonged or repeated exposure [Warning Specific target organ toxicity, repeated exposure]

Precautionary Statement Codes:

P260, P261, P264, P264+P265, P270, P271, P280, P301+P317, P302+P352, P304+P340, P305+P351+P338, P319, P321, P330, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501

Hazard Classes and Categories:

Acute Tox. 4 (75%)
Skin Irrit. 2 (75%)
Eye Irrit. 2A (75%)
STOT SE 3 (75%)
STOT RE 2 (25%)

Usage

Uses

Used in Pharmaceutical Industry:
3-METHOXY-DL-TYROSINE is used as an impurity marker for [application reason] to screen for the absence of Aromatic L-amino acid decarboxylase (AADC) in the production of Levodopa (D533751). This helps ensure the quality and purity of the final pharmaceutical product.
Used in Research and Development:
3-METHOXY-DL-TYROSINE is used as a research compound for [application reason] to study the effects and interactions of AADC in the synthesis of neurotransmitters. This can contribute to the development of new drugs and therapies for various neurological disorders.

Upstream product

• 6391-59-9 4-Acetoxy-3-methoxyphenylacetaldehyde 
• 74-90-8 hydrogen cyanide 
• 60470-82-8 4-(4-acetoxy-3-methoxy-benzylidene)-2-methyl-4H-oxazol-5-one 
• 5447-36-9 2-hydroxyimino-3-(4-hydroxy-3-methoxy-phenyl)-propionic acid 
• 62682-19-3 5-vanillyl-imidazolidine-2,4-dione 
• 93-28-7 eugenol acetate 
• 5438-45-9 3-(4-hydroxy-3-methoxy-phenyl)-2-thioxo-propionic acid 
• 57-60-3 piruvate 
• 90-05-1 2-methoxy-phenol 
• 300-48-1 3-O-methyldopa 
• 1081-71-6 3-(4-hydroxy-3-methoxyphenyl)-2-oxopropanoic acid 

Downstream Products

• 31269-52-0 2-acetamido-3-(4-acetoxy-3-methoxyphenyl)propanoic acid 
• 129048-72-2 2-[(tert-butoxycarbonyl)amino]-3-(4-hydroxy-3-methoxyphenyl)propanoic acid 
• 1352293-13-0 tert-butyl 2-amino-3-(4-hydroxy-3-methoxyphenyl)propanoate 

Relevant academic research and scientific papers

Biocascade Synthesis of L-Tyrosine Derivatives by Coupling a Thermophilic Tyrosine Phenol-Lyase and L-Lactate Oxidase

A one-pot biocascade of two enzymatic steps catalyzed by an l-lactate oxidase and a tyrosine phenol-lyase has been successfully developed in the present study. The reaction provides an efficient method for the synthesis of l-tyrosine derivatives, which exhibits readily available starting materials and excellent yields. In the first step, an in situ generation of pyruvate from readily available bio-based l-lactate catalyzed by a highly active l-lactate oxidase from Aerococcus viridans (AvLOX) was developed (using oxygen as oxidant and catalase as hydrogen peroxide removing reagent). Pyruvate thus produced underwent C–C coupling with phenol derivatives as acceptor substrate using specially designed thermophilic tyrosine phenol-lyase mutants from Symbiobacterium toebii (TTPL). Overall, this cascade avoids the high cost and easy decomposition of pyruvate and offered an efficient and environmentally friendly procedure for l-tyrosine derivatives synthesis.

Significant improvement of oxidase activity through the genetic incorporation of a redox-active unnatural amino acid

While nature employs various covalent and non-covalent strategies to modulate tyrosine (Y) redox potential and pKa in order to optimize enzyme activities, such approaches have not been systematically applied for the design of functional metalloproteins. Through the genetic incorporation of 3-methoxytyrosine (OMeY) into myoglobin, we replicated important features of cytochrome c oxidase (CcO) in this small soluble protein, which exhibits selective O2 reduction activity while generating a small amount of reactive oxygen species (ROS). These results demonstrate that the electron donating ability of a tyrosine residue in the active site is important for CcO function. Moreover, we elucidated the structural basis for the genetic incorporation of OMeY into proteins by solving the X-ray structure of OMeY specific aminoacyl-tRNA synthetase complexed with OMeY.

Process for purified amino acids

A process for the recovery in substantially pure form of an amino acid represented by the formula STR1 from an aqueous production mixture by a low pressure temperature gradient chromatographic process is described.

Process for L-dopa

A process for the preparation of (S)- or L-3-(3,4-dihydroxyphenyl)alanine (L-dopa) is described. The process utilizes water as reaction process solvent and proceeds via formation of an intermediate which can be kinetically resolved in a polar solvent to a precursor of the desired isomer and in which the undesired isomer can be efficiently racemized for reuse.