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DIF-3

Names

[ CAS No. ]:
113411-17-9

[ Name ]:
DIF-3

[Synonym ]:
Differentiation-inducing factor 3
1-(3-Chloro-2,6-dihydroxy-4-methoxyphenyl)-1-hexanone
DIF-3
1-(3-Chloro-2,6-dihydroxy-4-methoxyphenyl)-1-hexanone Differentiation-inducing factor 3
1-Hexanone,1-(3-chloro-2,6-dihydroxy-4-methoxyphenyl)
Dif-3 (dictyostelium)

Biological Activity

[Description]:

DIF-3 reduces the expression levels of cyclin D1 and c-Myc by facilitating their degradation via activation of GSK-3β. DIF-3 inhibits Wnt/β-catenin signaling pathway-related proteins in DLD-1 cells. DIF-3 exerts a strong antiproliferative effect on the human cervical cancer cell line HeLa by inducing cyclin D1 degradation and inhibiting cyclin D1 mRNA expression[1].

[Related Catalog]:

Signaling Pathways >> Stem Cell/Wnt >> GSK-3
Research Areas >> Cancer
Signaling Pathways >> Cell Cycle/DNA Damage >> CDK
Signaling Pathways >> PI3K/Akt/mTOR >> GSK-3

[References]

[1]. Naoya Kubokura , et al. Differentiation-inducing factor-3 inhibits intestinal tumor growth in vitro and in vivo. J Pharmacol Sci. 2015 Apr;127(4):446-55.

Chemical & Physical Properties

[ Density]:
1.24g/cm3

[ Boiling Point ]:
416.9ºC at 760mmHg

[ Molecular Formula ]:
C13H17ClO4

[ Molecular Weight ]:
272.72500

[ Flash Point ]:
205.9ºC

[ Exact Mass ]:
272.08200

[ PSA ]:
66.76000

[ LogP ]:
3.52280

[ Vapour Pressure ]:
1.53E-07mmHg at 25°C

[ Index of Refraction ]:
1.551

MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

Articles

The requirement for DIF for prestalk and stalk cell formation in Dictyostelium discoideum: a comparison of in vivo and in vitro differentiation conditions.

Dev. Biol. 127(2) , 296-303, (1988)

In Dictyostelium discoideum stalk cell formation is induced by cyclic AMP and differentiation-inducing factor (DIF) when cells are plated in in vitro monolayers (Kay et al., 1979, Differentiation 13: ...

Extracellular signals and intracellular transduction pathways regulating Dictyostelium development.

Curr. Opin. Cell Biol. 1(6) , 1132-8, (1989)

Cytoplasmic acidification facilitates but does not mediate DIF-induced prestalk gene expression in Dictyostelium discoideum.

Dev. Biol. 140(1) , 182-8, (1990)

Stalk cell differentiation in Dictyostelium can be induced by the differentiation-inducing factor, DIF, or by conditions that decrease intracellular pH (pHi). We have investigated whether cytoplasmic ...


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