R8279

RG108

≥98% (HPLC), powder

• Synonym(s): N-Phthalyl-L-tryptophan
• Empirical Formula (Hill Notation): C₁₉H₁₄N₂O₄
• CAS Number: 48208-26-0
• Molecular Weight: 334.33
• UNSPSC Code: 12352200
• PubChem Substance ID: 24724594
• NACRES: NA.77

Properties

• 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

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Safety Information

• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable