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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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5 MG
R 2 641,10
25 MG
R 7 002,10

R 2 641,10

List PriceR 2 695,00
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5 MG
R 2 641,10
25 MG
R 7 002,10

About This Item

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

R 2 641,10

List PriceR 2 695,00
Please contact Customer Service for Availability
Request a Bulk Order

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

Related Categories

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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Glutathione S-transferase 4 is a putative DIF-binding protein that regulates the size of fruiting bodies in Dictyostelium discoideum.
Kuwayama H, et al.
Biochemistry and Biophysics Reports, 8, 219-226 (2016)
Haruhisa Kikuchi et al.
Biochemical and biophysical research communications, 377(3), 1012-1017 (2008-11-04)
The differentiation-inducing factor-1 (DIF-1) is a lipophilic signal molecule (chlorinated alkylphenone) that induces stalk cell differentiation in the cellular slime mold Dictyostelium discoideum. In addition, DIF-1 and its derivatives have been shown to possess anti-leukemic activity and glucose consumption-promoting activity
K Seya et al.
British journal of pharmacology, 165(4), 870-879 (2011-06-16)
Stem cell transplantation therapy is a promising option for treatment of severe ischaemic heart disease. Dimethyl sulphoxide (DMSO) differentiates P19CL6 embryonic carcinoma cells into cardiomyocyte-like cells, but with low differentiation capacity. To improve the degree of this differentiation, we have
Tamao Saito et al.
Developmental biology, 317(2), 444-453 (2008-04-12)
The polyketide DIF-1 induces Dictyostelium amoebae to form stalk cells in culture. To better define its role in normal development, we examined the phenotype of a mutant blocking the first step of DIF-1 synthesis, which lacks both DIF-1 and its
Yoko Yamada et al.
Developmental biology, 354(1), 77-86 (2011-04-05)
Exposure of monolayer Dictyostelium cells to the signalling polyketide DIF-1 causes DimB, a bZIPtranscription factor, to accumulate in the nucleus where it induces prestalk gene expression. Here we analyse DimB signalling during normal development. In slugs DimB is specifically nuclear
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