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MilliporeSigma

P9405

Sigma-Aldrich

O-Phospho-L-tyrosine

≥95.0% (HPLC)

Synonym(s):

L-3-(4-Hydroxyphenyl)alanine 4′-phosphate, L-Tyrosine-O-phosphate

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About This Item

Empirical Formula (Hill Notation):
C9H12NO6P
CAS Number:
21820-51-9
Molecular Weight:
261.17
Beilstein/REAXYS Number:
3150815
MDL number:
MFCD00002603
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24899034
NACRES:
NA.26

Key Documents

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Product Name

O-Phospho-L-tyrosine,

assay

≥95.0% (HPLC)

Quality Level

100

form

powder

color

white to off-white

mp

225 °C

application(s)

cell analysis

storage temp.

−20°C

SMILES string

N[C@@H](Cc1ccc(OP(O)(O)=O)cc1)C(O)=O

InChI

1S/C9H12NO6P/c10-8(9(11)12)5-6-1-3-7(4-2-6)16-17(13,14)15/h1-4,8H,5,10H2,(H,11,12)(H2,13,14,15)/t8-/m0/s1

InChI key

DCWXELXMIBXGTH-QMMMGPOBSA-N

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Application

O-Phospho-L-tyrosine has been used:
  • as a diluent of anti-phosphotyrosine antibody to study sperm capacitation
  • as an amino acid standard in liquid chromatography with tandem mass spectrometry (LC-MS-MS) analysis
  • as an amino acid standard in two-dimensional thin-layer electrophoresis system to analyze phosphoamino acids on the phosphorylated starch phosphorylase (L-SP)

Biochem/physiol Actions

Phosphotyrosine acts as a docking site in protein regulation by stimulating interaction between tyrosine-phosphorylated proteins and phosphotyrosine domains of other proteins.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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Certificates of Analysis (COA)

Lot/Batch Number
BGBC4875
BGBC3187
BGBC2610
BGBC1557
058K38041V

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Chi Hoon Park et al.
BMC cancer, 16, 35-35 (2016-01-24)
c-Met signaling has been implicated in oncogenesis especially in cells with c-met gene amplification. Since 20 % of gastric cancer patients show high level of c-Met expression, c-Met has been identified as a good candidate for targeted therapy in gastric cancer.
Julia Petschnigg et al.
Nature methods, 11(5), 585-592 (2014-03-25)
Cell signaling, one of key processes in both normal cellular function and disease, is coordinated by numerous interactions between membrane proteins that change in response to stimuli. We present a split ubiquitin-based method for detection of integral membrane protein-protein interactions
Jesse J Balic et al.
Cytokine, 92, 118-123 (2017-02-06)
Deregulated gp130-dependent STAT3 signalling by the pleiotropic cytokine interleukin (IL)-11 has been implicated in the pathogenesis of gastric cancer (GC), the third most common cancer worldwide. While the IL-11-gp130-STAT3 signalling axis has traditionally been thought to exclusively use the membrane-bound
Bidur Paudel et al.
Biology of reproduction, 100(2), 440-454 (2018-09-22)
Mammalian sperm undergo a series of biochemical and physiological changes collectively known as capacitation in order to acquire the ability to fertilize. Although the increase in phosphorylation associated with mouse sperm capacitation is well established, the identity of the proteins
Taku Yasui et al.
PloS one, 11(11), e0166710-e0166710 (2016-11-20)
Grb2-associated binder (Gab) docking proteins regulate signals downstream of a variety of growth factors and receptor tyrosine kinases. Neuregulin-1 (NRG-1), a member of epidermal growth factor family, plays a critical role for cardiomyocyte proliferation and prevention of heart failure via
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