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569393

Sigma-Aldrich

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.

Synonym(e):

Stauprimide, ESC EMT Inducer, Spd

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About This Item

Empirische Formel (Hill-System):
C35H28N4O5
CAS-Nummer:
Molekulargewicht:
584.62
UNSPSC-Code:
12352200
NACRES:
NA.77

Qualitätsniveau

Assay

≥95% (HPLC)

Form

solid

Hersteller/Markenname

Calbiochem®

Lagerbedingungen

OK to freeze
protect from light

Farbe

yellow

Löslichkeit

ethanol: 10 mg/mL
DMSO: 25 mg/mL

Versandbedingung

wet ice

Lagertemp.

−20°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

InChIKey

MQCCJEYZKWZQHU-MPRCCEKMSA-N

Allgemeine Beschreibung

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.
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.

Verpackung

Packaged under inert gas

Warnhinweis

Toxicity: Standard Handling (A)

Rekonstituierung

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

Sonstige Hinweise

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

Rechtliche Hinweise

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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