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Key Documents

93851

Sigma-Aldrich

DL-o-Tyrosine

≥96.0% (NT), suitable for HPLC

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:
2805789
EC Number:
MDL number:
UNSPSC Code:
12352209
PubChem Substance ID:
NACRES:
NA.26

product name

DL-o-Tyrosine, ≥96.0% (NT)

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

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

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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