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P9405

Sigma-Aldrich

O-Phospho-L-tyrosine

≥95.0% (HPLC)

Synonyma:

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

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About This Item

Empirický vzorec (Hillův zápis):
C9H12NO6P
Číslo CAS:
21820-51-9
Molekulová hmotnost:
261.17
Beilstein/REAXYS Number:
3150815
MDL number:
MFCD00002603
UNSPSC Code:
12352209
eCl@ss:
32160406
PubChem Substance ID:
24899034
NACRES:
NA.26

product name

O-Phospho-L-tyrosine,

assay

≥95.0% (HPLC)

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)

Osvědčení o analýze (COA)

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Tyrosine European Pharmacopoeia (EP) Reference Standard

T2900000

Tyrosine

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
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
Guang-Huar Young et al.
Planta, 223(3), 468-478 (2005-09-10)
A 78-amino acid insertion (L78) is found in the low-affinity type (L-form) of starch phosphorylase (L-SP, EC 2.4.1.1). This insertion blocks the starch-binding site on the L-SP molecule, and it decreases the binding affinity of L-SP toward starch. The computational
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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