2370-61-8

Basic information

• Product Name: DL-O-TYROSINE
• Synonyms: DL-3-(2-HYDROXYPHENYL)ALANINE;DL-2-TYROSINE;D, L-O-TYR;DL-O-TYROSINE;3-(2-HYDROXYPHENYL)-DL-ALANINE;(+/-)-2-AMINO-3-(2-HYDROXYPHENYL)PROPIONIC ACID;2-AMINO-3-(2-HYDROXYPHENYL)PROPIONIC ACID;3-(o-hydroxyphenyl)-alanindl
• CAS NO: 2370-61-8
• Molecular Formula: C₉H₁₁NO₃
• Molecular Weight: 181.19
• EINECS: 219-134-8
• Product Categories: Amino Acids 13C, 2H, 15N;Amino Acids & Derivatives;Aromatics;Metabolites & Impurities;Amino Acids & Derivatives, Aromatics, Metabolites & Impurities
• Mol File: 2370-61-8.mol
• Article Data: 6

Chemical Properties

• Melting Point: ~260 °C (dec.)
• Boiling Point: 369℃
• Flash Point: 177℃
• Appearance: /Powder
• Density: 1.333
• Vapor Pressure: 5.14E-18mmHg at 25°C
• Storage Temp.: -20°C Freezer
• Solubility: Aqueous Acid (Sparingly, Sonicated), Aqueous Base (Slightly), DMSO (Slightly, He
• PKA: 2.31±0.10(Predicted)
• Water Solubility: Soluble in water, and DMSO (Heated).
• BRN: 2805789
• CAS DataBase Reference: DL-O-TYROSINE(CAS DataBase Reference)
• NIST Chemistry Reference: DL-O-TYROSINE(2370-61-8)
• EPA Substance Registry System: DL-O-TYROSINE(2370-61-8)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36
• WGK Germany: 3
• RTECS: YP2285000
• Hazardous Substances Data: 2370-61-8(Hazardous Substances Data)

Usage

Description

DL-O-TYROSINE, also known as D,L-o-Tyrosine, is a metabolite of Phenylalanine and an off-white solid. It serves as a crucial precursor in the formation of catecholamines, which are essential neurotransmitters and hormones in the human body.

Uses

Used in Pharmaceutical Industry:
DL-O-TYROSINE is used as a precursor for the synthesis of catecholamines, which play a vital role in various physiological processes, including the regulation of mood, attention, and stress response. Its application in the pharmaceutical industry is primarily for the development of medications targeting these neurotransmitters.
Used in Neurotransmitter Regulation:
DL-O-TYROSINE is used as a precursor in the formation of catecholamines for the regulation of neurotransmitter levels in the brain. This application is particularly relevant in the treatment of conditions related to neurotransmitter imbalances, such as depression, anxiety, and attention deficit hyperactivity disorder (ADHD).
Used in Research and Development:
DL-O-TYROSINE is used as a research compound for studying the biosynthesis of catecholamines and their role in various physiological processes. This application is crucial in advancing our understanding of the underlying mechanisms of neurotransmission and the development of novel therapeutic strategies for related conditions.

Biochem/physiol Actions

ortho-Tyrosine (o-Tyrosine), an isomer of standard p-tyrosine, is a phenylalanine oxidation product used as an amino acid oxidation stress marker in analytical procedures such as HPLC and LC-ESI-MS/MS.

InChI:InChI=1/C11H14N2O.C2H2O4/c12-9(7-14)5-8-6-13-11-4-2-1-3-10(8)11;3-1(4)2(5)6/h1-4,6,9,13-14H,5,7,12H2;(H,3,4)(H,5,6)

Upstream product

• 779-30-6 3-acetamidocoumarin 
• 59759-80-7 N-benzoyl-2-hydroxy-phenylalanine 
• 150-30-1 Phenylalanine 
• 135-02-4 ortho-anisaldehyde 
• 90-02-8 salicylaldehyde 
• 52289-93-7 o-Methoxybenzyl bromide 
• 612-16-8 (2-methoxyphenyl)methanol 
• 10034-85-2 hydrogen iodide 
• 7672-06-2 3,6-bis-(2-acetoxy-benzylidene)-piperazine-2,5-dione 
• 114872-56-9 2-acetylamino-2-(2-methoxybenzyl)malonic acid diethyl ester 
• 97472-95-2 3-salicylaminocoumarin 
• 1473-60-5 3-[(2-hydroxy-benzylidene)amino]chromen-2-one 
• 1635-31-0 aminocoumarine 
• 59759-55-6 DL-N-Benzoyl-o-tyrosinamid 

Downstream Products

• 99860-14-7 N-chloroacetyl-2-hydroxy-phenylalanine 
• 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