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Merck
CN

569393

Stauprimide

A cell-permeable ESCs (Embryonic Stem Cells) EMT (Epithelial-Mesenchymal Transition) inducer that is reported to prime/sensitize human and murine ESC cultures for much more enhanced/efficient differentiation into progenitor cells of multiple lineages.

别名:

Stauprimide, ESC EMT Inducer, Spd

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关于此项目

经验公式(希尔记法):
C35H28N4O5
化学文摘社编号:
分子量:
584.62
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
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SMILES string

[n]21c3c4[n](c7c(c4c8c(c3c9c2cccc9)[c]([nH][c]8=O)=O)cccc7)[C@@H]5O[C@]1([C@@H]([C@@H](C5)N(C)C(=O)c6ccccc6)OC)C

InChI

1S/C35H28N4O5/c1-35-31(43-3)23(37(2)34(42)18-11-5-4-6-12-18)17-24(44-35)38-21-15-9-7-13-19(21)25-27-28(33(41)36-32(27)40)26-20-14-8-10-16-22(20)39(35)30(26)29(25)38/h4-16,23-24,31H,17H2,1-3H3,(H,36,40,41)/t23-,24-,31-,35+/m1/s1

InChI key

MQCCJEYZKWZQHU-MPRCCEKMSA-N

assay

≥95% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

yellow

solubility

ethanol: 10 mg/mL, DMSO: 25 mg/mL

shipped in

wet ice

storage temp.

−20°C

Quality Level

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General description

A cell-permeable ESCs (Embryonic Stem Cells) EMT (Epithelial-Mesenchymal Transition) inducer that is reported to prime/sensitize human and murine ESC cultures for much more enhanced/efficient differentiation into progenitor cells of multiple lineages, including Activin A- (Cat. No. 114700) induced definitive endoderm differentiation (60% differentiation from murine R1 ESCs with 5 ng/ml Activin A and 200 nM Spd), ATRA- (Cat. No. 554720) induced neuronal progenitor differentiation, and BMP-4- (Cat. No. 203642) induced mesoderm differentiation, under suboptimal lineage specifying stimuli concentrations and often serum-free conditions, while Spd sensitization alone does not induce any ESCs differentiation. Spd is shown to interact with NME2/DNPK B/PUF and prevent NME2 nuclear localization and c-myc transcription in murine R1 ESC cultures (46% and 85% drop in c-myc mRNA in 24 h, respectively, with 200 nM and 500 nM Spd), which accounts for, at least in part, its EMT induction activity. Although a structural analog of the broad-spectrum kinase inhibitors Staurosporine (Cat. Nos. 569396 and 569397) and UCN-01 (Cat. No. 539644), Spd exhibits significant kinase inhibitory activities only at elevated concentrations, but not at concentrations ≤500 nM typically used in EMT induction.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliqout and freeze (-70°C). Stock solutions are stable for up to 6 months at -70°C.

Other Notes

Zhu, S., et al. 2009. Cell Stem Cell4, 416.

Legal Information

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

Disclaimer

Toxicity: Standard Handling (A)

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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