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93851

Sigma-Aldrich

DL-o-Tyrosine

≥96.0% (NT)

Synonym(s):

(±)-2-Amino-3-(2-hydroxyphenyl)propionic acid, 3-(2-Hydroxyphenyl)-DL-alanine

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About This Item

Empirical Formula (Hill Notation):
C9H11NO3
CAS Number:
Molecular Weight:
181.19
Beilstein/REAXYS Number:
2805789
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

assay

≥96.0% (NT)

form

powder

technique(s)

HPLC: suitable

color

white to faint brown

mp

~260 °C (dec.)

application(s)

peptide synthesis

SMILES string

NC(Cc1ccccc1O)C(O)=O

InChI

1S/C9H11NO3/c10-7(9(12)13)5-6-3-1-2-4-8(6)11/h1-4,7,11H,5,10H2,(H,12,13)

InChI key

WRFPVMFCRNYQNR-UHFFFAOYSA-N

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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.

pictograms

Exclamation mark

signalword

Warning

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Measurement of o- and m-tyrosine as markers of oxidative damage in motor neuron disease.
A Poljak et al.
Redox report : communications in free radical research, 5(2-3), 137-140 (2000-08-12)
C H Magsino et al.
Metabolism: clinical and experimental, 49(6), 799-803 (2000-07-06)
We have examined the effect of short-term triiodothyronine (T3) administration on reactive oxygen species (ROS) generation by leukocytes in 9 euthyroid subjects. At a dose of 60 microg/d orally for 7 days, T3 induced a significant increase in ROS generation
Gergõ A Molnár et al.
Kidney international, 68(5), 2281-2287 (2005-10-14)
Phenylalanine is converted to para- and ortho-tyrosine by hydroxyl free radical, or to para-tyrosine by the phenylalanine hydroxylase enzyme. The aim of this study was to measure para- and ortho-tyrosine in the urine and plasma of patients with chronic renal
P Dandona et al.
Circulation, 101(2), 122-124 (2000-01-19)
The purpose of this study was to test whether carvedilol has an antioxidant effect in humans in vivo. We administered 3.125 mg of carvedilol twice daily to normal subjects for 1 week. ROS generation by polymorphonuclear leukocytes and mononuclear cells
Rachael A Dunlop et al.
The Biochemical journal, 435(1), 207-216 (2011-01-08)
Cellular deposits of oxidized and aggregated proteins are hallmarks of a variety of age-related disorders, but whether such proteins contribute to pathology is not well understood. We previously reported that oxidized proteins form lipofuscin/ceroid-like bodies with a lysosomal-type distribution and

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