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Sinefungin is a nucleoside analog of S-adenosylmethionine. Sinefungin exhibits antibacterial, antifungal, and anti-parasitic activities. This compound inhibits Streptococcus biofilm growth as well as growth and survival of Trypanosoma and Leishmania. Sinefungin and its derivatives inhibit methyltransferases and may display potential as epigenetic modifiers. Sinefungin is primarily used in research models to explore activity of S-adenosylmethionine.
| Cas No. | 58944-73-3 |
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| Purity | ≥95% |
| Formula | C15H23N7O5 |
| Formula Wt. | 381.39 |
| IUPAC Name | (2S,5S)-2,5-diamino-6-[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-3,4-dihydroxyoxolan-2-yl]hexanoic acid |
| Synonym | A 9145; Antibiotic A 9145; Antibiotic 32232RP; RP 32232; Adenosylornithine |
| Solubility | soluble in water |
| Store Temp | 4°C |
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| Ship Temp | Ambient |
| MSDS | |
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| Info Sheet |
Yadav MK, Park SW, Chae SW, et al. Sinefungin, a natural nucleoside analogue of S-adenosylmethionine, inhibits Streptococcus pneumoniae biofilm growth. Biomed Res Int. 2014;2014:156987. PMID: 25050323.
Devkota K, Lohse B, Liu Q, et al. Analogues of the Natural Product Sinefungin as Inhibitors of EHMT1 and EHMT2. ACS Med Chem Lett. 2014 Jan 31;5(4):293-7. PMID: 24900829.
Niitsuma M, Hashida J, Iwatsuki M, et al. Sinefungin VA and dehydrosinefungin V, new antitrypanosomal antibiotics produced by Streptomyces sp. K05-0178. J Antibiot (Tokyo). 2010 Nov;63(11):673-9. PMID: 20859291.
Bachrach U, Schnur LF, El-On J, et al. Inhibitory activity of sinefungin and SIBA (5'-deoxy-5'-S-isobutylthio-adenosine) on the growth of promastigotes and amastigotes of different species of Leishmania. FEBS Lett. 1980 Dec 1;121(2):287-91. PMID: 6970144.