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5.00509

Sigma-Aldrich

DNA Methyltransferase Inhibitor V, RSC133

Synonym(s):

DNA Methyltransferase Inhibitor V, RSC133, ( E)-3-(3-(1H-Indol-3-yl)acrylamido)benzamide, ID133, iPSC Induction Enhancer III, Reprogramming Stimulating Compound 133, DNA MTase Inhibitor V

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About This Item

Empirical Formula (Hill Notation):
C18H15N3O2
CAS Number:
Molecular Weight:
305.33
UNSPSC Code:
12352200

Assay

≥98% (HPLC)

Quality Level

form

powder

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

light yellow

solubility

DMSO: 100 mg/mL

storage temp.

2-8°C

General description

A cell-permeable compound that targets Dnmt1 at the cofactor SAM-binding site and enhances the efficiency of iPSC production from both murine MEF and human foreskin fibroblasts.
A cell-permeable indolylacrylamido-benzamide compound that is reported to target Dnmt1 at the cofactor SAM-(S-adenosyl methionine) binding site and enhance the efficiency of iPSC production from both murine MEF (by 2.1-fold at 15 d post viral KOSM transduction with 10 µM RSC133 starting 5 d post viral infection) and human foreskin fibroblast (by 3.5- and 2.9-fold 15 d post viral KOSM transduction with 10 µM RSC133 starting same day as or 5 d post viral infection, respectively) cultures with accompanying cellular Dnmt1 activity reduction (by 38% lower in 15 d viral-transduced hiPSC cultures with 10 µM RSC133 starting on d 5 post viral infection), affecting hFF viability only at high concentrations (102% and 78% of control after 72 h incubation with 50 and 100 µM RSC133, respectively, by MTT assays). Also shown to help maintain H9 hESCs in undifferentiated state when cultured in unconditioned media (17% vs 53% drop in AP+ colonies in 6 d UM cultures, respectively, with or without 10 µM RSC133).
A cell-permeable indolylacrylamido-benzamide compound that is reported to target Dnmt1 at the cofactor SAM-binding site and enhance the efficiency of iPSC production from both murine MEF (10 µM starting 5 d post KSOM viral infection) and human foreskin fibroblast (10 µM starting same day as or 5 d post KSOM viral infection) cultures with accompanying cellular Dnmt1 activity reduction, affecting hFF viability only at high concentrations (78% of control post 72 h 100 µM treatment). Also shown to help maintain H9 hESCs in undifferentiated state when cultured in unconditioned media (10 µM).

Please note that the molecular weight for this compound is batch-specific due to variable water content. Please refer to the vial label or the certificate of analysis for the batch-specific molecular weight. The molecular weight provided represents the baseline molecular weight without water.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Dnmt1

Warning

Toxicity: Standard Handling (A)

Reconstitution

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 6 months at -20°C.
Use only fresh DMSO for reconstitution.

Other Notes

Lee, J., et al. 2012. Angew. Chem. Int. Engl.51, 12509.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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