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300-48-1

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300-48-1 Usage

General Description

3-Methoxy-L-tyrosine, also known as 3-O-methyldopa, is a chemical compound that belongs to the class of tyrosine derivatives. It is a naturally occurring compound that is found in the human body and is also obtained from the plant Mucuna pruriens. 3-Methoxy-L-tyrosine is involved in the synthesis of neurotransmitters such as dopamine and norepinephrine, which are important for mood regulation and cognitive function. It has been studied for its potential therapeutic effects on conditions such as Parkinson's disease, attention deficit hyperactivity disorder (ADHD), and depression. Additionally, 3-Methoxy-L-tyrosine has been investigated for its potential use as a dietary supplement to support brain health and cognitive function.

Check Digit Verification of cas no

The CAS Registry Mumber 300-48-1 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 3,0 and 0 respectively; the second part has 2 digits, 4 and 8 respectively.
Calculate Digit Verification of CAS Registry Number 300-48:
(5*3)+(4*0)+(3*0)+(2*4)+(1*8)=31
31 % 10 = 1
So 300-48-1 is a valid CAS Registry Number.
InChI:InChI=1/C10H13NO4/c1-15-9-5-6(2-3-8(9)12)4-7(11)10(13)14/h2-3,5,7,12H,4,11H2,1H3,(H,13,14)/t7-/m0/s1

300-48-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name 3-O-methyldopa

1.2 Other means of identification

Product number -
Other names L-Tyrosine,3-Methoxy

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:300-48-1 SDS

300-48-1Relevant articles and documents

Formation of 3-hydroxy-4-methoxyphenylalanine from 3,4-dihydroxyphenylalanine by rat liver homogenate

Ishimitsu,Hirose

, p. 2272 - 2273 (1980)

-

Synthesis of a Photo-Caged DOPA Derivative by Selective Alkylation of 3,4-Dihydroxybenzaldehyde

Schneider, Tobias,Kubyshkin, Vladimir,Budisa, Nediljko

, p. 2053 - 2063 (2018/05/31)

Natural and synthetic polymers containing the catechol moiety of noncoded amino acid 3,4-dihydroxyphenylalanine (DOPA) are capable of metal-coordination and adhesion under wet conditions. Masking the catechol subunit with a photo-cleavable group would provide an opportunity to design tunable adhesion properties that are especially important for biomaterial and biomedicine applications. Herein, we report the regioselective synthesis of a photo-caged DOPA bearing an ortho-nitrobenzyl (oNB) group that is capable of undergoing cleavage upon irradiation with UV light. We developed a selective synthetic route towards a 3-O-oNB alkylated DOPA regioisomer that can be readily incorporated into proteins by using a previously developed bio-expression platform. The synthesis is based on a regioselectivity switch in 3,4-dihydrozybenzaldehyde alkylation upon application of different equivalents of deprotonating base. The enantiomerically pure 3-O-oNB-DOPA was prepared on a gram scale and proved to be generally compatible with the solid-phase peptide synthesis conditions. We also demonstrate the general applicability of the developed synthetic strategy by providing the synthesis of 3-O-methyl-DOPA.

Cutting long syntheses short: Access to non-natural tyrosine derivatives employing an engineered tyrosine phenol lyase

Seisser, Birgit,Zinkl, Rene,Gruber, Karl,Kaufmann, Franz,Hafner, Andreas,Kroutil, Wolfgang

experimental part, p. 731 - 736 (2010/06/21)

The chemical synthesis of 3-substituted tyrosine derivatives requires a minimum of four steps to access optically enriched material starting from commercial precursors. Attempting to short-cut the cumbersome chemical synthesis of 3-substituted tyrosine derivatives, a single step biocatalytic approach was identified employing the tyrosine phenol lyase from Citrobacter freundii. The enzyme catalyses the hydrolysis of tyrosine to phenol, pyruvate and ammonium as well as the reverse reaction, thus the formation of tyrosine from phenol, pyruvate and ammonium. Since the wild-type enzyme possessed a very narrow substrate spectrum, structure-guided, site-directed mutagenesis was required to change the substrate specificity of this C-C bond forming enzyme. The best variant M379V transformed, for example, o-cresol, o-methoxyphenol and o-chlorophenol efficiently to the corresponding tyrosine derivatives without any detectable side-product. In contrast, all three phenol compounds were non-substrates for the wild-type enzyme. Employing the mutant, various Ltyrosine derivatives (3-Me, 3-OMe, 3-F, 3-Cl) were obtained with complete conversion and excellent enantiomeric excess (>97%) in just a single 'green' step starting from pyruvate and commercially available phenol derivatives.

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