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P9405

Sigma-Aldrich

O-Phospho-L-tyrosine

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Synonym(s):
L-3-(4-Hydroxyphenyl)alanine 4′-phosphate, L-Tyrosine-O-phosphate
Empirical Formula (Hill Notation):
C9H12NO6P
CAS Number:
21820-51-9
Molecular Weight:
261.17
Beilstein:
3150815
MDL number:
MFCD00002603
eCl@ss:
32160406
PubChem Substance ID:
24899034
NACRES:
NA.26

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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This Item
T3754T2006T2269
O-Phospho-L-tyrosine

Sigma-Aldrich

P9405

O-Phospho-L-tyrosine

L-Tyrosine reagent grade, ≥98% (HPLC)

Sigma-Aldrich

T3754

L-Tyrosine

L-Tyrosine hydrochloride ≥98% (TLC)

Sigma-Aldrich

T2006

L-Tyrosine hydrochloride

L-Tyrosine disodium salt hydrate ≥98% (HPLC), powder

Sigma-Aldrich

T2269

L-Tyrosine disodium salt hydrate

form

powder

form

powder

form

powder

form

powder

color

white to off-white

color

white to off-white

color

white to off-white

color

white to beige

mp

225 °C

mp

>300 °C (dec.) (lit.)

mp

239 °C (dec.) (lit.)

mp

-

storage temp.

−20°C

storage temp.

-

storage temp.

-

storage temp.

2-8°C

application(s)

cell analysis

application(s)

detection

application(s)

-

application(s)

-

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 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

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Tyrosine European Pharmacopoeia (EP) Reference Standard

T2900000

Tyrosine

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
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.
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
Paula Vélez et al.
Scientific reports, 6, 39603-39603 (2016-12-23)
The platelet-specific collagen receptor glycoprotein VI (GPVI) is critical for the formation of arterial thrombosis in vivo. We analyzed GPVI-activated platelets from ST-elevation myocardial infarction (STEMI) patients and matched stable coronary artery disease (SCAD) controls in order to provide novel
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