Molecular structure of Sinefungin, CAS Number: 58944-73-3
Sinefungin (CAS 58944-73-3)
See product citations (4)
Alternate Names:
Adenosylornithine
Application:
Sinefungin is a SAM analog and Dnmt inhibitor
CAS Number:
58944-73-3
Purity:
>95%
Molecular Weight:
381.39
Molecular Formula:
C15H23N7O5
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
Sinefungin is a DNA methyltransferase (Dnmt) inhibitor and an analog of s-adenosyl-L-methionine (SAM) as indicated by previous studies. In studies investigating cytosine deamination by Dnmt, it was noted that the presence of sinefungin increased the rate of deamination 103 fold in the presence of its analog SAM, and 104 in the absence of SAM. This may suggest that sinefungin could be useful as a test compound in antiviral, anticancer, antiparasitic and antifungal applications. Additional studies indicate that sinefungin was able to inhibit RNA synthesis in a vaccinia virion preparation.
Sinefungin (CAS 58944-73-3) References
- Design of allele-specific protein methyltransferase inhibitors. | Lin, Q., et al. 2001. J Am Chem Soc. 123: 11608-13. PMID: 11716715
- Small molecule regulators of protein arginine methyltransferases. | Cheng, D., et al. 2004. J Biol Chem. 279: 23892-9. PMID: 15056663
- The antifungal antibiotic sinefungin as a very active inhibitor of methyltransferases and of the transformation of chick embryo fibroblasts by Rous sarcoma virus. | Vedel, M., et al. 1978. Biochem Biophys Res Commun. 85: 371-6. PMID: 217377
- Analogues of the Natural Product Sinefungin as Inhibitors of EHMT1 and EHMT2. | Devkota, K., et al. 2014. ACS Med Chem Lett. 5: 293-7. PMID: 24900829
- Sinefungin, a natural nucleoside analogue of S-adenosylmethionine, inhibits Streptococcus pneumoniae biofilm growth. | Yadav, MK., et al. 2014. Biomed Res Int. 2014: 156987. PMID: 25050323
- Structural basis of Zika virus methyltransferase inhibition by sinefungin. | Hercik, K., et al. 2017. Arch Virol. 162: 2091-2096. PMID: 28357511
- Effects of certain 5'-substituted adenosines on polyamine synthesis: selective inhibitors of spermine synthase. | Pegg, AE., et al. 1986. Biochemistry. 25: 4091-7. PMID: 3091070
- Screening of an Epigenetic Drug Library Identifies 4-((hydroxyamino)carbonyl)-N-(2-hydroxyethyl)-N-Phenyl-Benzeneacetamide that Reduces Melanin Synthesis by Inhibiting Tyrosinase Activity Independently of Epigenetic Mechanisms. | Song, H., et al. 2020. Int J Mol Sci. 21: PMID: 32605171
- Structural analysis of the SARS-CoV-2 methyltransferase complex involved in RNA cap creation bound to sinefungin. | Krafcikova, P., et al. 2020. Nat Commun. 11: 3717. PMID: 32709887
- Structural insight into the recognition of S-adenosyl-L-homocysteine and sinefungin in SARS-CoV-2 Nsp16/Nsp10 RNA cap 2'-O-Methyltransferase. | Mahalapbutr, P., et al. 2020. Comput Struct Biotechnol J. 18: 2757-2765. PMID: 33020707
- Structural insights into molecular mechanism for N6-adenosine methylation by MT-A70 family methyltransferase METTL4. | Luo, Q., et al. 2022. Nat Commun. 13: 5636. PMID: 36163360
- Sinefungin, a potent inhibitor or S-adenosylmethionine: protein O-methyltransferase. | Borchardt, RT., et al. 1979. Biochem Biophys Res Commun. 89: 919-24. PMID: 486211
- Sinefungin, a potent inhibitor of virion mRNA(guanine-7-)-methyltransferase, mRNA(nucleoside-2'-)-methyltransferase, and viral multiplication. | Pugh, CS., et al. 1978. J Biol Chem. 253: 4075-7. PMID: 659406
- Plasmodium falciparum: antimalarial activity in culture of sinefungin and other methylation inhibitors. | Trager, W., et al. 1980. Exp Parasitol. 50: 83-9. PMID: 6993216
- Methylation inhibitors can increase the rate of cytosine deamination by (cytosine-5)-DNA methyltransferase. | Zingg, JM., et al. 1996. Nucleic Acids Res. 24: 3267-75. PMID: 8774911
Inhibitor of:
2610110G12Rik, 2810422O20Rik, 4632411B12Rik, 4832428D23Rik, AHCYL1, ALKBH2, B630005N14Rik, BCDIN3, C14orf21, C1orf156, C8orf79_6430573F11Rik, C9orf41, CBX6, CNOT7, CTDSPL, CXorf34, DaRS, Dimethyl Histone H3, Dnmt, EAF1, EBP1, FTSJ1, FUSIP1, GAGE7B, GALK1, H2-M1, H2-M10.3, H2AL1, H3-K9-HMTase, HEMK2, HS6ST1, HSV-1 VP22, IQSEC1, karyopherin α2, Lce1g, Lipocalin-11, LOC338588, LOC345630, LOC646762, MAT I, Mat1, METTL2, METTL23, METTL2B, MGC50559_4833442J19Rik, MSL3L2, MYL5, NBPF8, Nop25, NSUN1, NSUN3, NSUN5, NSUN5C, NSUN7, NXT-1, PCMT1, PLAG1, PME-1, PRDM6, PRMT7, PRPF39, RG9MTD3, Ribosomal Protein L36a, RNMT, SAF-B, SAHH, SET8, SETD4, SIAH-2, SNRNP48, SRGAP2P1, SRp20, TCEA2, TMEM108, Tomt, Trimethyl Arg Asymmetric, TRM12, TRM61, TSSC3, U2 snRNP A, U2AF35, and ZC3H13.Activator of:
7530422B04Rik, ASH2L, CPSF4, Dcp1, Fibrillarin-like 1, Gm71, Histone cluster 1 H2BI, Histone cluster 1 H4F, LCMT1, MAT IIβ, PCIF1, Pol III RPC32, QM, Ribosomal Protein L3L, RRP8, SUV39H2, and WDR4.Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
Sinefungin, 1 mg | sc-203263 | 1 mg | $266.00 | |||
Sinefungin, 10 mg | sc-203263A | 10 mg | $690.00 | |||
Sinefungin, 100 mg | sc-203263B | 100 mg | $5100.00 | |||
Sinefungin, 1 g | sc-203263C | 1 g | $39576.00 |