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R8279

RG108

Name: RG108
Brand: SIGMA

≥98% (HPLC), DNA methyltransferase (DMNT) inhibitor, powder

Synonym(s):

N-Phthalyl-L-tryptophan

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About This Item

Empirical Formula (Hill Notation):

C₁₉H₁₄N₂O₄

CAS Number:

48208-26-0

Molecular Weight:

334.33

UNSPSC Code:

12352200

PubChem Substance ID:

24724594

NACRES:

NA.77

Assay:

≥98% (HPLC)

Form:

powder

Quality level:

100

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Properties

Product Name

RG108, ≥98% (HPLC), powder

Quality Level

100

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D -250 to -310°, c = 0.5 in methanol

color

yellow

solubility

DMSO: >10 mg/mL

storage temp.

−20°C

SMILES string

OC(=O)[C@H](Cc1c[nH]c2ccccc12)N3C(=O)C4=CCCC=C4C3=O

InChI

1S/C19H16N2O4/c22-17-13-6-1-2-7-14(13)18(23)21(17)16(19(24)25)9-11-10-20-15-8-4-3-5-12(11)15/h3-8,10,16,20H,1-2,9H2,(H,24,25)/t16-/m0/s1

InChI key

LMAZUAXDZRILNJ-INIZCTEOSA-N

Description

General description

RG108, a non-nucleoside analog is also called [2-(1,3-dioxoisoindolin-2-yl)-3-(1H-indol-3-yl) propanoic acid.

Application

RG108 has been used:

in reprogramming and increasing cell plasticity of primary multipotent mesenchymal stromal cells (MMSC)
as an inhibitor of DNA methyltransferase (DNMTi) in human retinal pigment epithelial ARPE-19 cells
as a DNA methyltransferase inhibitor in C33A2 cells to test its effect on papillomavirus late gene expression (HPV16)

Biochem/physiol Actions

RG108 is a DNA methyltransferase (DMNT) inhibitor.

RG108 is a DNA methyltransferase (DMNT) inhibitor. It reactivates tumor suppressor gene expression (p16, SFRP1, secreted frizzled related protein-1, and TIMP-3) in tumor cells by DNA demethylation. RG108 also inhibits human tumor cell line (HCT116, NALM-6) proliferation and increased doubling time in culture.

RG108 is less cytotoxic compared to azacytidine (5-Aza-dCR). It mediates radiosensitivity in esophageal cancer cells (EC). RG108 is a potent epigenetic modulator and a demethylating agent. It elicits non-cytotoxic functionality and may be useful in stem cell therapies based on human bone marrow-derived mesenchymal stem cells (hBMSCs). It interacts with DNA methyltransferase 1 at the catalytic domain region.

Features and Benefits

This compound is a featured product for Gene Regulation research. Click here to discover more featured Gene Regulation products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Articles

Discover Bioactive Small Molecules for Gene Regulation

We offer a variety of small molecule research tools, such as transcription factor modulators, inhibitors of chromatin modifying enzymes, and agonists/antagonists for target identification and validation in gene regulation research; a selection of these research tools is shown below.

5-Azacytidine specifically inhibits the NIH-3T3 PCD process induced by TNF-alpha and cycloheximide via affecting BCL-XL.

Qing Wang et al.

Journal of cellular biochemistry, 119(2), 1501-1510 (2017-08-05)

DNA methylation plays a crucial role in lots of biological processes and cancer. 5-azacytidine (5-AC), a DNA methylation inhibitor, has been used as a potential chemotherapeutic agent for cancer. In this study, we used 5-AC treatment to investigate whether DNA

DNA methylation enzyme inhibitor RG108 suppresses the radioresistance of esophageal cancer.

Yao Ou et al.

Oncology reports, 39(3), 993-1002 (2018-01-13)

Esophageal cancer (EC) is the eighth most common highly aggressive cancer worldwide. The purpose of this study was to investigate the effect of the DNA methyltransferase inhibitor RG108 on the radiosensitivity of EC cells. MTT and clonogenic assays were performed

Inhibition of DNA methyltransferase or histone deacetylase protects retinal pigment epithelial cells from DNA damage induced by oxidative stress by the stimulation of antioxidant enzymes.

Paulina Tokarz et al.

European journal of pharmacology, 776, 167-175 (2016-02-24)

Epigenetic modifications influence DNA damage response (DDR). In this study we explored the role of DNA methylation and histone acetylation in DDR in cells challenged with acute or chronic oxidative stress. We used retinal pigment epithelial cells (ARPE-19), which natively

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Global Trade Item Number

SKU	GTIN
R8279-10MG	04061836823764