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SML0599

Sigma-Aldrich

DIF-1

≥98% (HPLC)

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Synonym(s):
1-(3,5-Chloro-2,6-dihydroxy-4-methoxyphenyl)-1-Hexanone
Empirical Formula (Hill Notation):
C13H16Cl2O4
CAS Number:
Molecular Weight:
307.17
NACRES:
NA.77

Quality Level

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

InChI

1S/C13H16Cl2O4/c1-3-4-5-6-7(16)8-11(17)9(14)13(19-2)10(15)12(8)18/h17-18H,3-6H2,1-2H3

InChI key

VUDQSRFCCHQIIU-UHFFFAOYSA-N

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This Item
SML1274D0567SML2226
Sigma-Aldrich

SML0599

DIF-1

RI-1 ≥98% (HPLC)

SML1274

RI-1

DIF-3 ≥99% (HPLC), solid

D0567

DIF-3

BC-LI-0186 ≥98% (HPLC)

SML2226

BC-LI-0186

form

powder

form

powder

form

solid

form

powder

Quality Level

100

Quality Level

100

Quality Level

100

Quality Level

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

-

storage temp.

2-8°C

solubility

DMSO: 20 mg/mL, clear

solubility

DMSO: 10 mg/mL, clear

solubility

DMSO: soluble 46 mg/mL

solubility

DMSO: 2 mg/mL, clear

color

white to beige

color

yellow to orange

color

-

color

white to beige

Biochem/physiol Actions

DIF-1 (differentiation-inducing factor-1) is isolated from a Dictyostelium slime mold, and is used to inhibit proliferation/promote differentiation in various cell lines.
DIF-1 is a cell differentiation inducing factor.
Differentiation-inducing factor-1 (DIF-1) blocks the migration and invasion of cells and decreases the expression of matrix metalloproteinase-2. It prevents the proliferation of cells using glycogen synthase kinase-3 (GSK-3)-dependent mechanism. DIF-1 is more active when compared to DIF-2 in promoting stalk cell differentiation under submerged assay conditions.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


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Jean-Paul Rieu et al.
Cell motility and the cytoskeleton, 66(12), 1073-1086 (2009-08-21)
The collective motion of cells in a biological tissue originates from their individual responses to chemical and mechanical signals. The Dictyostelium slug moves as a collective of up to 100,000 cells with prestalk cells in the anterior 10-30% and prespore
Marie-Françoise Luciani et al.
Autophagy, 7(5), 501-508 (2011-02-09)
We investigated the role of Atg1 in autophagic cell death (ACD) in a Dictyostelium monolayer model. The model is especially propitious, not only because of genetic tractability and absence of apoptosis machinery, but also because induction of ACD requires two
Christopher Sugden et al.
Developmental biology, 353(2), 290-301 (2011-03-15)
Dictyostelium is the only non-metazoan with functionally analyzed SH2 domains and studying them can give insights into their evolution and wider potential. LrrB has a novel domain configuration with leucine-rich repeat, 14-3-3 and SH2 protein-protein interaction modules. It is required
Kazunori A Motohashi et al.
Bioscience, biotechnology, and biochemistry, 76(9), 1672-1676 (2012-09-14)
The signalling molecule 1-(3,5-dichloro-2,6-dihydroxy-4-methoxyphenyl) hexan-1-one (DIF-1) is required for differentiation and pattern formation in Dictyostelium discoideum development. DIF-1 is synthesized by three enzymes, a hybrid polyketide synthase, a flavin-dependent halogenase, and a des-methyl-DIF-1 methyltransferase. The genome data on the related
Tsuyoshi Araki et al.
Proceedings of the National Academy of Sciences of the United States of America, 109(28), E1931-E1937 (2012-06-16)
SH2 domains are integral to many animal signaling pathways. By interacting with specific phosphotyrosine residues, they provide regulatable protein-protein interaction domains. Dictyostelium is the only nonmetazoan with functionally characterized SH2 domains, but the cognate tyrosine kinases are unknown. There are

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