S8559

Sinefungin

95% (HPLC), powder, methylation of bases in DNA & RNA inhibitor

• Sinonimo/i: 5′-Deoxy-5′-(1,4-diamino-4-carboxybutyl)adenosine, A-9145, Adenosylornithine, Antibiotic 32232RP
• Formula empirica (notazione di Hill): C₁₅H₂₃N₇O₅
• Numero CAS: 58944-73-3
• Peso molecolare: 381.39
• Codice UNSPSC: 12352200
• ID PubChem: 24899800
• NACRES: NA.77

Proprietà

• Nome del prodotto: Sinefungin, 95% (HPLC), powder
• Livello qualitativo: 200
• Saggio: 95% (HPLC)
• Stato: powder
• Colore: white to yellow
• Solubilità: H₂O: complete 20 mg/ml, clear, colorless to light yellow; H₂O: soluble
• Spettro attività antibiotica: neoplastics
• Modalità d’azione: DNA synthesis | interferes; enzyme | inhibits
• Temperatura di conservazione: 2-8°C
• Stringa SMILE: N[C@@H](CC[C@H](N)C(O)=O)C[C@H]1O[C@H]([C@H](O)[C@@H]1O)n2cnc3c(N)ncnc23
• InChI: 1S/C15H23N7O5/c16-6(1-2-7(17)15(25)26)3-8-10(23)11(24)14(27-8)22-5-21-9-12(18)19-4-20-13(9)22/h4-8,10-11,14,23-24H,1-3,16-17H2,(H,25,26)(H2,18,19,20)/t6-,7-,8+,10+,11+,14+/m0/s1; LMXOHSDXUQEUSF-YECHIGJVSA-N

Descrizione

Descrizione generale

Chemical structure: nucleoside

Applicazioni

Sinefungin was used to inhibit global methyltransferases in breast cancer cell line, MCF7² and Jurkat cells.³ It was used as S-adenosylmethionine analogue in equilibrium FRET experiments.⁴

Azioni biochim/fisiol

Sinefungin blocks the methylation of bases in DNA and RNA, such as 5-methylcytosine or N⁶-methyladenosine, suggesting a role in gene expression. In addition, sinefugin is involved in physiological processes such as aging and carcinogenesis.

Sinefungin blocks the methylation of bases in DNA and RNA, such as 5-methylcytosine or N⁶-methyladenosine, suggesting a role in gene expression. In addition, sinefugin is involved in physiological processes such as aging and carcinogenesis.
Methylation inhibition by sinefugin is often accompanied by an altered rate of cytosine deamination that is coupled to transition mutation in the DNA. Sinefugin inhibits Epstein-Barr viral activity and this inhibition is related to the change in DNA methylation and gene expression. It can cause a rate change in several restriction DNA endonuclease activities, including Mme I, which is not connected to the inhibition of the methytransferase activity.

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.

Informazioni sulla sicurezza

• Codice della classe di stoccaggio: 11 - Combustible Solids
• Classe di pericolosità dell'acqua (WGK): WGK 3
• Dispositivi di protezione individuale: dust mask type N95 (US), Eyeshields, Gloves