All Photos(1)
Synonym(s):
(S)-2-Amino-3-(3-hydroxyphenyl)propanoic acid, 3-Hydroxy-L-phenylalanine, L-3-Hydroxyphenylalanine, L-m-Tyrosine, m-Tyr, meta-Tyrosine
Empirical Formula (Hill Notation):
C9H11NO3
CAS Number:
Molecular Weight:
181.19
MDL number:
UNSPSC Code:
12352209
UNSPSC Code:
12352200
NACRES:
NA.77
Recommended Products
Quality Level
Assay
≥98% (HPLC)
form
powder
color
white to beige
solubility
2 mg/mL, clear (0.1N HCl)
storage temp.
-10 to -25°C
Biochem/physiol Actions
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 (Citrobacter, Proteus, Erwinia) tyrosine phenol-lyase that 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. Also, L-Meta-tyrosine inhibits bacterial tryptophan indole-lyase. It does not alter composition of microbiota in renal failure mice model.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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Marcin Tyminski et al.
Plants (Basel, Switzerland), 10(12) (2021-12-29)
L-Tyrosine (Tyr) is one of the twenty proteinogenic amino acids and also acts as a precursor for secondary metabolites. Tyr is prone to modifications, especially under conditions of cellular redox imbalance. The oxidation of Tyr precursor phenylalanine leads to the
Koichi Kikuchi et al.
Nature communications, 10(1), 1835-1835 (2019-04-25)
Diabetic kidney disease is a major cause of renal failure that urgently necessitates a breakthrough in disease management. Here we show using untargeted metabolomics that levels of phenyl sulfate, a gut microbiota-derived metabolite, increase with the progression of diabetes in
Judit Mohás-Cseh et al.
Biomedicines, 10(5) (2022-05-29)
A link between oxidative stress and insulin resistance has been suggested. Hydroxyl free radicals are known to be able to convert phenylalanine (Phe) into the non-physiological tyrosine isoforms ortho- and meta-tyrosine (o-Tyr, m-Tyr). The aim of our study was to
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