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P0039

Sigma-Aldrich

PHPS1 sodium salt hydrate

≥98% (HPLC)

Synonym(s):

4-[2-[1,5-dihydro-3-(4-nitrophenyl)-5-oxo-1-phenyl-4H-pyrazol-4-ylidene]hydrazinyl]-benzenesulfonic acid sodium salt hydrate

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About This Item

Empirical Formula (Hill Notation):
C21H15N5O6S · xNa+ · yH2O
CAS Number:
314291-83-3
Molecular Weight:
465.44 (anhydrous free acid basis)
UNSPSC Code:
12352200
PubChem Substance ID:
329819990
NACRES:
NA.77

Quality Level

100

Assay

≥98% (HPLC)

form

solid

storage condition

desiccated

color

red

solubility

DMSO: 10 mg/mL, clear (warmed)

storage temp.

2-8°C

SMILES string

O=C1/C(C(C2=CC=C([N+]([O-])=O)C=C2)=NN1C3=CC=CC=C3)=N/NC4=CC=C(S(=O)([O-])=O)C=C4.[Na+].O

InChI

1S/C21H15N5O6S.Na.H2O/c27-21-20(23-22-15-8-12-18(13-9-15)33(30,31)32)19(14-6-10-17(11-7-14)26(28)29)24-25(21)16-4-2-1-3-5-16;;/h1-13,22H,(H,30,31,32);;1H2/q;+1;/p-1/b23-20+;;

InChI key

KLXUVMQUEDKCKG-JBKNFAMTSA-M

Application

Phenylhydrazono pyrazolone sulfonate 1 (PHPS1) sodium salt hydrate has been used as a protein-tyrosine phosphatase (shp2) inhibitor to study its effects on bisphenol A (BPA) and nonyl phenol (NP)-induced cell proliferation of MCF7 cell. It has also been used as a shp2 inhibitor to study its pro-atherosclerotic or atheroprotective effect in vivo and in vitro.

Biochem/physiol Actions

Phenylhydrazono pyrazolone sulfonate 1 (PHPS1) represses E2-induced gene transcription and rapid DNA synthesis. It also blocks mitogen-activated protein kinase (ERK1/2) activation and reduces the cigarette smoke induced-inflammatory response in mouse lungs.
Shp-2 is a Src Homology-2 (SH2) containing phosphatase that regulates growth factor signalling. The enzyme is expressed ubiquitously in mammalian tissues and plays essential roles in development. It is also implicated in various pathological states. PHPS1 is a selective inhibitor of Shp-2 and blocks Shp-2 dependent downstream signalling.

Features and Benefits

This compound is featured on the Phosphoprotein Phosphatases (Tyrosine) page of the Handbook of Receptor Classification and Signal Transduction. To browse other handbook pages, click here.

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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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Chunmei Fan et al.
Cell reports, 39(4), 110762-110762 (2022-04-28)
Tendon maturation lays the foundation for postnatal tendon development, its proper mechanical function, and regeneration, but the critical cell populations and the entangled mechanisms remain poorly understood. Here, by integrating the structural, mechanical, and molecular properties, we show that post-natal
Tyrosine phosphatase Shp2 mediates the estrogen biological action in breast cancer via interaction with the estrogen extranuclear receptor.
Li J, Kang Y, Wei L, et al.
PLoS ONE, 9(7), e102847-e102847 (2014)

Articles

Phosphoprotein Phosphatases (Tyrosine)

Protein tyrosine phosphatases (PTPs) and related enzymes (more than a hundred coded by the human genome) are more numerous than serine/threonine phosphatases. They belong to four families, three of which possess a conserved cysteine for catalysis and some conserved features of 3-dimensional structure. The catalytic mechanism of these PTPs involves the transient formation of a covalently phosphorylated enzyme.

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