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SML0599

Sigma-Aldrich

DIF-1

≥98% (HPLC)

Synonym(s):

1-(3,5-Chloro-2,6-dihydroxy-4-methoxyphenyl)-1-Hexanone

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MXP 2,672.00
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MXP 8,285.00

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5 MG
MXP 2,672.00
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MXP 8,285.00

About This Item

Empirical Formula (Hill Notation):
C13H16Cl2O4
CAS Number:
111050-72-7
Molecular Weight:
307.17
UNSPSC Code:
12352200
NACRES:
NA.77

MXP 2,672.00

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Assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

Clc1c(c(c(c(c1O)C(=O)CCCCC)O)Cl)OC

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

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.
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.[1] DIF-1 is more active when compared to DIF-2 in promoting stalk cell differentiation under submerged assay conditions.[2]

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000105066
0000070031
0000045201
023M4611V

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[Low molecular compounds that regulate cell differentiation and chemotaxis in Dictyostelium discoideum].
Yuzuru Kubohara et al.
Seikagaku. The Journal of Japanese Biochemical Society, 82(12), 1132-1137 (2011-02-26)
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
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
Danton H O'Day et al.
Cellular signalling, 21(2), 317-323 (2008-11-13)
The nucleomorphin gene numA1 from Dictyostelium codes for a multi-domain, calmodulin binding protein that regulates nuclear number. To gain insight into the regulation of numA, we assessed the effects of the stalk cell differentiation inducing factor-1 (DIF-1), an extracellular signalling
Christopher S Neumann et al.
Proceedings of the National Academy of Sciences of the United States of America, 107(13), 5798-5803 (2010-03-17)
Differentiation-inducing factor 1 (DIF-1) is a polyketide-derived morphogen which drives stalk cell formation in the developmental cycle of Dictyostelium discoideum. Previous experiments demonstrated that the biosynthetic pathway proceeds via dichlorination of the precursor molecule THPH, but the enzyme responsible for
View All Related Papers

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