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R8279

Sigma-Aldrich

RG108

≥98% (HPLC), powder

Sinonimo/i:

N-Phthalyl-L-tryptophan

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10 MG
257,00 €

257,00 €

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10 MG
257,00 €

About This Item

Formula empirica (notazione di Hill):
C19H14N2O4
Numero CAS:
48208-26-0
Peso molecolare:
334.33
Codice UNSPSC:
12352200
ID PubChem:
24724594
NACRES:
NA.77

257,00 €

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Livello qualitativo

100

Saggio

≥98% (HPLC)

Stato

powder

Attività ottica

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

Colore

yellow

Solubilità

DMSO: >10 mg/mL

Temperatura di conservazione

−20°C

Stringa SMILE

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
LMAZUAXDZRILNJ-INIZCTEOSA-N

Descrizione generale

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

Applicazioni

RG108 has been used:
  • in reprogramming and increasing cell plasticity of primary multipotent mesenchymal stromal cells (MMSC)[3]
  • as an inhibitor of DNA methyltransferase (DNMTi) in human retinal pigment epithelial ARPE-19 cells[4]
  • as a DNA methyltransferase inhibitor in C33A2 cells to test its effect on papillomavirus late gene expression (HPV16)[5]

Azioni biochim/fisiol

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).[1] RG108 is a potent epigenetic modulator and a demethylating agent.[2] It elicits non-cytotoxic functionality and may be useful in stem cell therapies based on human bone marrow-derived mesenchymal stem cells (hBMSCs).[2] It interacts with DNA methyltransferase 1 at the catalytic domain region.[4]

Caratteristiche e vantaggi

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.

Codice della classe di stoccaggio

11 - Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

Not applicable

Punto d’infiammabilità (°C)

Not applicable

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Certificati d'analisi (COA)

Lot/Batch Number
0000217399
0000201949
0000201949
0000217399
0000074370

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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
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
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
Xiong Liu et al.
Cellular signalling, 51, 243-256 (2018-08-20)
It is well known that epithelial-mesenchymal transition (EMT) can confer cancer cells with invasive and migratory capabilities associated with distant metastasis. As a key upstream factor in the Hippo pathway, Kibra (wwc1 gene) has been shown to suppress EMT in
Stephanie Bridgeman et al.
Cancers, 11(4) (2019-04-13)
The potential anticancer effects of statins-a widely used class of cholesterol lowering drugs-has generated significant interest, as has the use of epigenetic modifying drugs such as HDAC and DNMT inhibitors. We set out to investigate the effect of statin drugs
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