Description
Sinefungin (58944-73-3) is a nucleoside S-adenosyl-1-methionine analog. Potent, competitive methyltransferase (protein, DNA, and RNA methyltransferases) inhibitor.1,2IC50< 1.0 and 2.5 μM for PRMT1 and SET7/9, respectively.3Sinefungin binds with greater affinity to the adenine-specific DNA methyltransferase M.TaqI than S-adenosyl-L-homocysteine.4Inhibits biofilm formation byStreptococcus pneumoniae.5
Uses
Sinefungin is a natural nucleoside analog of S-adenosylmethionine and inhibits Streptococcus pneumoniae biofilm growth. Its derivatives can be used as inhibitors and structure probes for human protein lysine methyltransferase SETD2.
Uses
Sinefungin, a polar nucleoside antifungal active with broad biological activity, was isolated from a number of species of Streptomyces in the early 1970s. Sinefungin acts by inhibiting a wide range of methyltransferases, including the methylation of bases in DNA and RNA which alters cytosine deamination and gene expression. Sinefungin is widely used as a bioprobe to block methyltransferase-dependent pathways.
Definition
ChEBI: An adenosine that is the the delta-(5'-adenosyl) derivative of ornithine.
General Description
Chemical structure: nucleoside
Biochem/physiol Actions
Probable transcription factor. Plays a critical role in the control of immune response.
References
[1] C BARBÉS. Effects of sinefungin and S-adenosylhomocysteine on DNA and protein methyltransferases from Streptomyces and other bacteria.[J]. Fems Microbiology Letters, 1990, 57 3: 239-243.
[2] M J YEBRA. The effect of sinefungin and synthetic analogues on RNA and DNA methyltransferases from Streptomyces.[J]. Journal of Antibiotics, 1991, 44 10: 1141-1147. DOI:
10.7164/antibiotics.44.1141[3] DONGHANG CHENG. Small molecule regulators of protein arginine methyltransferases.[J]. The Journal of Biological Chemistry, 2004, 279 23: 23892-23899. DOI:
10.1074/jbc.m401853200[4] GERD SCHLUCKEBIER . Differential binding of S-adenosylmethionine S-adenosylhomocysteine and Sinefungin to the adenine-specific DNA methyltransferase M.TaqI1[J]. Journal of Molecular Biology, 1997, 265 1: Pages 56-67. DOI:
10.1006/jmbi.1996.0711[5] MUKESH KUMAR YADAV. Sinefungin, a natural nucleoside analogue of S-adenosylmethionine, inhibits Streptococcus pneumoniae biofilm growth.[J]. BioMed Research International, 2014: 156987. DOI:
10.1155/2014/156987
