709-16-0

Basic information

• Product Name: L-2-Hydroxyphenylalanine
• Synonyms: 2-tyrosine;(S)-2-AMINO-3-(2-HYDROXYPHENYL)PROPANOIC ACID-HCL;Phenylalanine, 2-hydroxy-;(2S)-2-amino-3-(2-hydroxyphenyl)propanoicacid
• CAS NO: 709-16-0
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 0
• Mol File: 709-16-0.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: L-2-Hydroxyphenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: L-2-Hydroxyphenylalanine(709-16-0)
• EPA Substance Registry System: L-2-Hydroxyphenylalanine(709-16-0)

Safety Data

• Hazardous Substances Data: 709-16-0(Hazardous Substances Data)

Usage

General Description

L-2-Hydroxyphenylalanine, also known as L-DOPA, is a chemical compound that is a precursor to the neurotransmitters dopamine, norepinephrine, and epinephrine. It is an amino acid that plays a crucial role in the biosynthesis of these neurotransmitters, which are essential for the function of the central nervous system. L-DOPA is commonly used as a medication for the treatment of Parkinson's disease, as it can cross the blood-brain barrier and be converted into dopamine, the deficiency of which is a key factor in the progression of the disease. Additionally, L-DOPA has been studied for its potential in treating other neurological and psychiatric disorders, such as depression and schizophrenia, due to its ability to modulate neurotransmitter levels in the brain. Overall, L-2-Hydroxyphenylalanine is an important chemical with therapeutic potential in the treatment of various neurological conditions.

Upstream product

• 495-69-2 Hippuric Acid 
• 779-30-6 3-acetamidocoumarin 
• 59759-80-7 N-benzoyl-2-hydroxy-phenylalanine 
• 7672-06-2 3,6-bis-(2-acetoxy-benzylidene)-piperazine-2,5-dione 
• 59759-55-6 DL-N-Benzoyl-o-tyrosinamid 
• 1635-31-0 aminocoumarine 
• 150-30-1 Phenylalanine 
• 1473-60-5 3-[(2-hydroxy-benzylidene)amino]chromen-2-one 
• 97472-95-2 3-salicylaminocoumarin 
• 114872-56-9 2-acetylamino-2-(2-methoxybenzyl)malonic acid diethyl ester 
• 10034-85-2 hydrogen iodide 
• 612-16-8 (2-methoxyphenyl)methanol 
• 52289-93-7 o-Methoxybenzyl bromide 
• 70984-51-9 2-benzoylamino-o-hydroxycinnamic acid 

Downstream Products

• 194795-20-5 methyl 2-amino-3-(2-hydroxyphenyl)propanoate (Hydrochloride) 
• 91054-29-4 2-hydroxy-3,5-diiodo-phenylalanine 
• 99860-14-7 N-chloroacetyl-2-hydroxy-phenylalanine 
• 2039-66-9 o-tyramine 
• 7423-92-9 o-hydroxyl-phenylalanine 
• 872272-56-5 3,6-bis-(2-hydroxybenzyl)piperazine-2,5-dione 
• 203568-96-1 (+/-)-3,5-dinitro-o-tyrosine 
• 203569-04-4 (R,S)-N-(tert-butoxycarbonyl)-o-tyrosine 
• 179187-31-6 methyl 2-((tert-butoxy)-carbonylamino)-3-(2-hydroxyphenyl)propanoate 
• 669062-37-7 methyl 2-((tert-butyloxycarbonyl)amino)-3-(2-(2-propen-1-yloxy)phenyl)propanoate 
• 669062-17-3 methyl N-(3-(chloromethyl)benzoyl)-2-(-2-propen-1-yloxy)phenylalaninate 
• 669062-19-5 methyl N-(3-(N-(2-propyn-1-yl)(4-iodophenyl)sulfonamidomethyl)benzoyl)(2-(2-propen-1-yloxy)phenyl)alaninate 
• 669062-08-2 methyl 18-((4-iodophenyl)sulfonyl)-16-methylidene-2-oxo-12-oxa-3,18-diazatricyclo[18.3.1.0^6,11]tetraeicosa-1⁽²⁴⁾,6,8,10,14,20,22-heptaene-4-carboxylate 
• 669062-28-6 18-((4-iodophenyl)sulfonyl)-16-methylidene-2-oxo-12-oxa-3,18-diazatricyclo[18.3.1.0^6,11]tetraeicosa-1⁽²⁴⁾,6,8,10,14,20,22-heptaene-4-carboxylic acid 

Relevant articles and documents

PROTEIN MODIFIER PRODUCTION INHIBITOR

[PLOBLEMS] To provide a inhibitor of protein modification products formation capable of inhibiting of vitamin B6 deficiency disease as a side effect, especially a renal protective agent. [MEANS FOR SOLVING PROBLEMS] There is provided a use, as an active ingredient, of any of free or salt-form compounds of either of the formulae: (I) (II) [wherein R1 is substituted or unsubstituted aromatic ring; and each of R2, R3 and R4 is a hydrogen atom or monovalent organic group, or alternatively R2 and R3 cooperate to form a condensed ring or R3 and R4 cooperate to represent a divalent organic group, provided that R3 and R4 are not simulataneously hydrogen atoms].

Synthesis and study of substituted coumarins. A facile preparation of D,L-o-tyrosine

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Studies on the Hydroxylation of Phenylalanine by 6,7-Dimethyl-5,6,7,8-tetrahydropteridine

The hydroxylation of phenylalanine by 6,7-dimethyl-5,6,7,8-tetrahydropteridine (DMPH4) was investigated.When phenylalanine was treated with DMPH4 in citrate buffer (pH 6.0), p-tyrosine, m-tyrosine and o-tyrosine were identified as hydroxylated products.The hydroxylation was pH-dependent, and the maximum rate was found at around pH 6.Replacement of air with nitrogen gas and the addition of hydroxyl radical scavengers or catalase prevented the hydroxylation.In contrast, ferrous ions significantly accelerated the hydroxylation as compared with other transition metal ions.In an aqueous solution of DMPH4 under aerobic conditions, the electron spin resonance (ESR) spectra of the hydroxyl radical spin adducts with spin traps such as α-phenyl N-tert-butylnitrone (PBN) and α-4-pyridyl 1-oxide N-tert-butyl nitrone (4-POBN) were observed.The results indicate that the hydroxylating effect of DMPH4 is caused by hydroxyl radicals formed during the autooxidation of DMPH4.Keywords - hydroxylation; phenylalanine; p-tyrosine; m-tyrosine; o-tyrosine; 6,7-dimethyl-5,6,7,8-tetrahydropteridine; ESR; spin-trapping; hydroxyl radical