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General description
A cell-permeable oxothiazolo-imidazo-pyridinylidene-benzoate that competitively blocks the activity of hematopoietic protein tyrosine phosphatase (HePTP) (IC50 = 210 nM; Ki = 211 nM) and thereby induces sustained hyperactivation of ERK1/2 and p38 MAP kinase (in OKT3-stimulated Jurkat TAg T cells at 4 µM, and in mouse leukocytes (3 mg/kg, i.p.)) without affecting MEK and Akt. Shown to interact with the catalytic pocket of HePTP loop and act as a pTyr mimetic. Displays adequate selectivity over HePTP-H237A, MKP-3, VHR, STEP, PTP-SL, PTP1B, LYP, TCPTP, SHP1, SHP2, CD45 and PAR phosphatases (IC50 = 2.8, 5.2, 1.9, 6.3, 1.1, 1.7, 1.9, 1.0, 2.5, 1.1, 3.1 and 73 µM, respectively). Exhibits greater microsomal stability (t1/2 = 50 min in rat liver microsomes).
Biochem/physiol Actions
Cell permeable: yes
Primary Target
HePTP/PTPN7
Reversible: yes
Secondary Target
other phosphatases
Target Ki: 211 nM for HePTP
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Other Notes
Sergienko, E., et al. 2012. ACS Chem. Biol.7, 367.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
| Quality Segment | 100 |
| assay | ≥98% (HPLC) |
| form | solid |
| potency | 210 nM IC50 |
| manufacturer/tradename | Calbiochem® |
| storage condition | OK to freeze,protect from light |
| color | green-yellow |
| solubility | DMSO: 10 mg/mL |
| shipped in | ambient |
| storage temp. | 2-8°C |
| SMILES string | BrC1=CC2=C(N(C(/C(S3)=C/C4=CC=C(C5=CC=CC=C5C(O)=O)O4)=O)C3=N2)N=C1 |
| InChI | 1S/C20H10BrN3O4S/c21-10-7-14-17(22-9-10)24-18(25)16(29-20(24)23-14)8-11-5-6-15(28-11)12-3-1-2-4-13(12)19(26)27/h1-9H,(H,26,27)/b16-8- |
| InChI key | NMLOLMOZTQCQJF-PXNMLYILSA-N |
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¥ 2707.32
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¥ 1148.92
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¥ 8293.41
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¥ 1568.60
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¥ 2617.87
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NALGENE 180透明塑料管，透明，柔软，多用，经济，内径 x 外径x壁厚，1/8 x 1/4 x 1/16，英寸，每箱数量50，50/箱，8000-0020，Thermofisher，赛默飞世尔
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NNALGENE 180透明塑料管，透明，柔软，多用，经济，内径 x 外径x壁厚，1/4 x 1/2 x 1/8，英寸，每箱数量50，50/箱，8000-0080，Thermofisher，赛默飞世尔
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¥ 145427.01
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¥ 14985.93
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¥ 39676.71
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