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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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Min Li et al.
Biochemical and biophysical research communications, 312(2), 316-322 (2003-11-26)
An HPLC assay method and an LC-MS method were used to study the Udenfriend reaction and its variations by using phenylalanine as the hydroxylation substrate. The results indicate that (1). citric acid can replace EDTA as the promoter for the
S Pennathur et al.
The Journal of biological chemistry, 274(49), 34621-34628 (1999-11-27)
Oxidative stress is implicated in the death of dopaminergic neurons in Parkinson's disease and in the 1-methyl-4-phenyl-1,2,3, 6-tetrahydropyridine (MPTP) model of Parkinson's disease. Oxidative species that might mediate this damage include hydroxyl radical, tyrosyl radical, or reactive nitrogen species such
K Syslová et al.
Journal of breath research, 4(1), 017104-017104 (2010-01-07)
The sensitive assay method was developed for a parallel, rapid and precise determination of the most prominent oxidative stress biomarkers: 8-iso-prostaglandin F(2α) a lipid oxidation biomarker, o-tyrosine an amino acid oxidation biomarker and 8-hydroxy-2'-deoxy-guanosine a nucleic acid oxidation biomarker. The
M J Manary et al.
The Journal of pediatrics, 137(3), 421-424 (2000-09-02)
To test the hypothesis that kwashiorkor is associated with increased oxidative stress, urinary concentrations of 2 oxidized amino acids, o,o '-dityrosine and ortho -tyrosine, were measured by gas chromatography-mass spectrometry. Children with kwashiorkor, with or without infection, had a 3-
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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