Skip to Content
Merck
All Photos(1)

Key Documents

SML0599

Sigma-Aldrich

DIF-1

≥98% (HPLC)

Synonym(s):

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

Sign Into View Organizational & Contract Pricing

Select a Size

5 MG
1 310,00 kr
25 MG
3 570,00 kr

1 310,00 kr

Please contact Customer Service for Availability
Request a Bulk Order
All Photos(1)

Select a Size

Change View
5 MG
1 310,00 kr
25 MG
3 570,00 kr

About This Item

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

1 310,00 kr

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

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
0000105066
0000070031
0000045201
023M4611V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

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
Andrea Elio Sprio et al.
Cancer chemotherapy and pharmacology, 69(4), 983-989 (2011-12-06)
Differentiation-inducing factor-1 (DIF-1) is a morphogen originally identified in the amoebozoan Dictyostelium discoideum. In mammalian cells, it has been shown to activate GSK3β, which in turn is expected to reduce levels of β-catenin and cyclin D1, thus mediating DIF-1 antiproliferative
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
Tsuyoshi Araki et al.
European journal of cell biology, 91(5), 420-425 (2012-03-01)
The Dictyostelium transcription factor STATc is tyrosine phosphorylated and accumulates in the nucleus when cells are exposed either to hyper-osmotic stress or to the prestalk-inducing polyketide DIF-1. In the case of stress STAT activation is mediated by regulated dephosphorylation; whereby
View All Related Papers

Questions

Reviews

No rating value

Active Filters

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service