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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:
2370-61-8
Molecular Weight:
181.19
Beilstein:
2805789
EC Number:
219-134-8
MDL number:
MFCD00021725
UNSPSC Code:
12352209
PubChem Substance ID:
329770279
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
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Precautionary Statements

P302 + P352 - P305 + P351 + P338

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
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
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
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
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
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Chromatograms

application for HPLC

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