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About This Item
Empirical Formula (Hill Notation):
C19H25N3O4
CAS Number:
Molecular Weight:
359.42
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Quality Level
assay
≥95% (HPLC)
form
solid
manufacturer/tradename
Calbiochem®
storage condition
OK to freeze, protect from light
color
red to dark red
solubility
DMSO: 10 mg/mL, ethanol: 10 mg/mL
shipped in
ambient
storage temp.
−20°C
SMILES string
[N+](=O)([O-])c1ccc(cc1)CCN(Cc2c(c(cc(c2)N(C)C)OC)O)C
InChI
1S/C19H25N3O4/c1-20(2)17-11-15(19(23)18(12-17)26-4)13-21(3)10-9-14-5-7-16(8-6-14)22(24)25/h5-8,11-12,23H,9-10,13H2,1-4H3
InChI key
GOKYHQGRIIXMNE-UHFFFAOYSA-N
General description
A cell-permeable ortho-hydroxybenzylamino compound that displays anti-tumor properties. Acts as a potent, selective, and irreversible inhibitor of CDC25 phosphatase family (IC50 = 2.4, 3.9, 6.3, 5.4, and 4.6 µM for 25A, 25B2, 25B3, 25C, and 25C-cat, respectively). Displays ~20-fold greater selectivity for CDC25 phosphatases compared to CD45 tyrosine phosphatase. Shown to delay cell cycle progression in vitro (IC50 in the range of 7.2-32.6 µM), and reduces tumor growth in athymic mice xenografted with the human pancreatic cell MIA PaCa-2 (15 mg/kg, i.p. route).
Biochem/physiol Actions
Cell permeable: yes
Primary Target
CDC25A
CDC25A
Product does not compete with ATP.
Reversible: no
Target IC50: 2.4, 3.9, 6.3, 5.4, and 4.6 µM for CDC25 phosphatase family 25A, 25B2, 25B3, 25C, and 25C-cat, respectively
Packaging
Packaged under inert gas
Preparation Note
Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C. Unstable in aqueous solution.
Other Notes
Brezak, M.C., et al. 2004. Cancer Res.64, 3320.
Legal Information
CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany
Disclaimer
Toxicity: Standard Handling (A)
Storage Class
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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Tom Kaufman et al.
Nature communications, 13(1), 2725-2725 (2022-05-19)
While multiplexing samples using DNA barcoding revolutionized the pace of biomedical discovery, multiplexing of live imaging-based applications has been limited by the number of fluorescent proteins that can be deconvoluted using common microscopy equipment. To address this limitation, we develop