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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:
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 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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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
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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
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