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529579

Sigma-Aldrich

PP1 Analog

Synonym(s):

PP1 Analog, 4-Amino-1- tert-butyl-3-(1ʹ-naphthyl)pyrazolo[3,4-d]pyrimidine, 1-Na PP1, 1-NA-PP1

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About This Item

Empirical Formula (Hill Notation):
C19H19N5
CAS Number:
221243-82-9
Molecular Weight:
317.39
UNSPSC Code:
12352202

Assay

≥99% (HPLC)

Quality Level

100

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze

color

off-white

solubility

DMSO: 10 mg/mL

shipped in

ambient

storage temp.

−20°C

InChI

1S/C19H19N5/c1-19(2,3)24-18-15(17(20)21-11-22-18)16(23-24)14-10-6-8-12-7-4-5-9-13(12)14/h4-11H,1-3H3,(H2,20,21,22)

InChI key

XSHQBIXMLULFEV-UHFFFAOYSA-N

General description

A potent, reversible, ATP-competitive, and cell-permeable inhibitor of Src-family tyrosine kinases that is >800 times more selective for the I338G mutant v-Src (IC50 = 1.5 nM) compared to wild-type v-Src (IC50 = 1.0 µM). Also inhibits wild-type Fyn (IC50 = 600 nM). Also available in InSolution format (Cat. No. 529605).
A potent, reversible, ATP-competitive, cell-permeable and selective inhibitor of Src-family tyrosine kinases that is >800 times more selective for the I338G mutant v-Src (IC50 = 1.5 nM) compared to wild-type v-Src (IC50 = 1 µM). Also inhibits wild-type Fyn (IC50 = 600 nM). Also available in InSolution format (Cat. No. 529605).

Biochem/physiol Actions

Cell permeable: yes
Primary Target
I338G mutant v-Src
Product competes with ATP.
Reversible: yes
Target IC50: 1.5 nM against I338G mutant v-Src; 1.0 µM against wild-type v-Src; 600 nM against wild-type Fyn

Packaging

Packaged under inert gas

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, refrigerate (4°C). Stock solutions are stable for up to 3 months at 4°C.

Other Notes

Bishop, A.C., et al. 2000. Nature407, 395.
Bishop, A.C., et al. 1999 J. Am. Chem. Soc.121, 627.

Legal Information

Not available for sale in the United States.
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 1

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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KangBo Ng et al.
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Engineered analog sensitive kinases provide a highly effective method for acute, controllable, and highly selective inhibition of kinase activity. Here we describe the design and characterization of an analog sensitive allele of the polarity kinase, PKC-3. This allele supports normal
KangBo Ng et al.
Current biology : CB, 33(20), 4298-4311 (2023-09-21)
During development, the conserved PAR polarity network is continuously redeployed, requiring that it adapt to changing cellular contexts and environmental cues. In the early C. elegans embryo, polarity shifts from being a cell-autonomous process in the zygote to one that must
Nicolas Loyer et al.
eLife, 13 (2024-06-13)
The generation of distinct cell fates during development depends on asymmetric cell division of progenitor cells. In the central and peripheral nervous system of Drosophila, progenitor cells respectively called neuroblasts or sensory organ precursors use PAR polarity during mitosis to
Mai Usui et al.
Genes to cells : devoted to molecular & cellular mechanisms, 21(4), 302-310 (2016-01-27)
Brown adipocytes and beige adipocytes can expend energy, generate heat, and increase whole-body energy expenditure. The detailed mechanisms of adipogenesis and thermogenesis of these cells are still obscure. Here, we show that Src family kinases (SFKs) regulate both brown adipogenesis
Venkatesh Kundumani-Sridharan et al.
Arteriosclerosis, thrombosis, and vascular biology, 41(8), 2293-2314 (2021-05-28)
[Figure: see text].
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