ChemicalBook--->CAS DataBase List--->587-33-7

587-33-7

587-33-7 Structure

587-33-7 Structure
IdentificationMore
[Name]

L-M-TYROSINE
[CAS]

587-33-7
[Synonyms]

3-HYDROXY-L-PHENYLALANINE
H-M-TYR-OH
H-S-META-TYR-OH
L-3-HYDROXY-PHENYLALANINE
L-META-TYROSINE
L-M-TYR
L-M-TYROSINE
META-TYROSINE
(S)-2-AMINO-3-(3-HYDROXY-PHENYL)-PROPIONIC ACID
3-(m-Hydroxyphenyl)alanine
3-Hydroxyphenylalanine
m-L-Tyrosine
L-Phe(3-OH)-OH
(S)-3-(3-Hydroxyphenyl)-2-aminopropionic acid
m-Hydroxy-L-phenylalanine
[Molecular Formula]

C9H11NO3
[MDL Number]

MFCD00063059
[Molecular Weight]

181.19
[MOL File]

587-33-7.mol
Chemical PropertiesBack Directory
[Melting point ]

260-270°C
[alpha ]

D22 -14.5° (70% ethanol); D22 +8.9° (70% ethanol, 2N HCl)
[Boiling point ]

387.2±32.0 °C(Predicted)
[density ]

1.333±0.06 g/cm3(Predicted)
[storage temp. ]

Store at RT.
[solubility ]

Soluble in dimethyl sulfoxide, dilute acid.
[form ]

Solid
[pka]

2.20±0.10(Predicted)
[color ]

White to Pale Beige
[Water Solubility ]

2mg/mL, clear (0.1N HCl)
[Usage]

It is an unnatural amino acid ; shown application in the treatment of Parkinson disease, Alzheimer disease, artritis
[InChI]

InChI=1S/C9H11NO3/c10-8(9(12)13)5-6-2-1-3-7(11)4-6/h1-4,8,11H,5,10H2,(H,12,13)/t8-/m0/s1
[InChIKey]

JZKXXXDKRQWDET-QMMMGPOBSA-N
[SMILES]

C(O)(=O)[C@H](CC1=CC=CC(O)=C1)N
[CAS DataBase Reference]

587-33-7(CAS DataBase Reference)
Safety DataBack Directory
[Risk Statements ]

R36/37/38:Irritating to eyes, respiratory system and skin .
[Safety Statements ]

S26:In case of contact with eyes, rinse immediately with plenty of water and seek medical advice .
S36/37/39:Wear suitable protective clothing, gloves and eye/face protection .
[WGK Germany ]

WGK 3
[HS Code ]

2922500090
[Storage Class]

11 - Combustible Solids
[Hazard Classifications]

Eye Irrit. 2
Skin Irrit. 2
STOT SE 3
Hazard InformationBack Directory
[Chemical Properties]

Pale Beige Solid
[Uses]

It is an unnatural amino acid ; shown application in the treatment of Parkinson disease, Alzheimer disease, artritis
[Uses]

It is an unnatural amino acid ; shown application in the treatment of Parkinson’s disease, Alzheimer’s disease, artritis.
[Definition]

ChEBI: L-m-tyrosine is a hydroxyphenylalanine that is L-phenylalanine with a substituent hydroxy group at position 3. It has a role as a plant metabolite. It is a hydroxyphenylalanine, a L-phenylalanine derivative, a non-proteinogenic L-alpha-amino acid and a member of phenols. It is a tautomer of a L-m-tyrosine zwitterion.
[Biological Activity]

L-Meta-tyrosine is metabolite of L-Phenylalanine generated within the living organism by hydroxyl free radical. It is a marker of oxidative stress. Circulating L-Meta-tyrosine cold be incorporated into protein through the binding to the tRNAPhe. In plants L-Meta-tyrosine (m-Tyr) is also synthesized enzymatically and has been shown to act as a natural herbicide. It inhibits the growth of plants. L-Meta-tyrosine is a potent and selective competitive inhibitor of Enterobacteriaceae (CitrobacterProteusErwinia) tyrosine phenol-lyase th at exhibits a renoprotective effect in diabetic mice. L-Meta-tyrosine decreases plasma phenyl sulfate and indoxyl sulfate levels and reduces albuminuria in diabetic mice models. AlsoL-Meta-tyrosine inhibits bacterial tryptophan indole-lyase. It does not alter composition of microbiota in renal failure mice model.
[in vivo]

L-m-tyrosine (150 mg/kg; i.p.; single injection) reduces dopamine, norepinephrine and serotonin levels in the brain to approximately 50% of control values (at 60-90 min after injection) in male Sprague-Dawley rats[3].

Spectrum DetailBack Directory
[Spectrum Detail]

L-M-TYROSINE(587-33-7)1HNMR
Well-known Reagent Company Product InformationBack Directory
[Alfa Aesar]

L-m-Tyrosine, 98%(587-33-7)
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