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506106

p21-Activated Kinase Inhibitor III, IPA-3

The p21-Activated Kinase Inhibitor III, IPA-3, also referenced under CAS 42521-82-4, controls the biological activity of p21-Activated Kinase. This small molecule/inhibitor is primarily used for Phosphorylation & Dephosphorylation applications.

Synonym(s):

p21-Activated Kinase Inhibitor III, IPA-3, 2,2ʹ-Dihydroxy-1,1ʹ-dinaphthyldisulfide, PAK Inhibitor III

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About This Item

Empirical Formula (Hill Notation):
C20H14O2S2
CAS Number:
42521-82-4
Molecular Weight:
350.45
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00388917
Assay:
≥97% (HPLC)
Form:
solid
Storage condition:
OK to freeze, protect from light
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Quality Segment

100

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

yellow

solubility

DMSO: 10 mg/mL, ethanol: 2 mg/mL

shipped in

wet ice

storage temp.

−20°C

SMILES string

S(Sc3c4c(ccc3O)cccc4)c1c2c(ccc1O)cccc2

InChI

1S/C20H14O2S2/c21-17-11-9-13-5-1-3-7-15(13)19(17)23-24-20-16-8-4-2-6-14(16)10-12-18(20)22/h1-12,21-22H

InChI key

RFAXLXKIAKIUDT-UHFFFAOYSA-N

General description

A cell-permeable symmetrical disulfide allosteric inhibitor that selectively targets the autoregulatory domain of group I, but not group II, PAKs (p21-activated kinases) and prevents the activation of PAK1/2/3 (% inhibition= 95, 70, and 60, respectively, with 10 µM inhibitor; IC50 = 2.5 µM for PAK1). Specificity test shows ≥ 50% inhibition, in the presence of 10 µM ATP and inhibitor, against 9 of 214 non-PAK human kinases. Shown to effectively suppress both basal and PDGF-induced PAK activation at 30 µM in mouse embryonic fibroblasts. IPA-3 does not inhibit the enzymatic activity of preactivated PAKs and reduction of the intramolecular disulfide bond of IPA-3 by DTT renders it inactive.

Packaging

Packaged under inert gas

Other Notes

Deacon, S.W., et al. 2008. Chem. Biol.15, 322.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Irritant (B)

pictograms

CorrosionEnvironment
GHS05,GHS09

signalword

Danger

hcodes

H318,H410

Hazard Classifications

Aquatic Acute 1 - Aquatic Chronic 1 - Eye Dam. 1

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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