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Netropsin : ウィキペディア英語版
Netropsin

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Netropsin is a polyamide with antibiotic and antiviral activity. Netropsin was discovered by Finlay ''et al.'' and first isolated from the actinobacterium ''Streptomyces netropsis''.〔A.C. Finlay, F. A. Hochstein, B. A. Sobin, and F. X. Murphy, ''J. Am. Chem Soc.'' 73 341-343 (1951)〕 It belongs to the class of pyrrole-amidine antibiotics. Synonyms for the compound are congocidine and sinanomycin.〔(Netropsin dihydrochloride ) at Sigma-Aldrich
== DNA binding properties ==
Netropsin binds to the minor groove of AT-rich sequences of double stranded DNA.〔C. Zimmer and U. Wähnert, ''Prog. Biophys. Molec. Biol.'' 47 31-112 (1986)〕 In contrast, netropsin does not bind single stranded DNA or double stranded RNA. Crystallographic structures of DNA-bound Netropsin have been obtained and elucidate details of how the drug binds in the minor groove.〔M. L. Kopka, C. Yoon, D. Goodsell, P. Pjura, and R.E. Dickerson, ''J. Mol. Biol.'' 183 553-563 (1985)〕〔M. L. Kopka, C. Yoon, D. Goodsell, P. Pjura, and R.E. Dickerson, ''Proc. Natl. Acad. Sci. USA'' 82 1376-1380 (1985)〕 In the bound structure, the drug makes hydrogen bonding interactions with four subsequent base pairs of the DNA duplex, locally displacing the water molecules of the spine of hydration.
Using gel mobility and analytical ultracentrifugation, it was shown that Netropsin binding to DNA increases the twist per base by similar to 9˚ per molecule bound.〔G. Snounou and A. D. B. Malcolm, ''J. Mol. Biol.'' 167 211-216 (1983)〕〔H. Triebel, H. Bär, R. Geuther, and G. Burckhardt, ''Progr. Colloid. Polym. Sci.'' 99 45-54 (1995)〕 Therefore, it removes supercoils when interacting with positively supercoiled DNA and introduces (additional) negative supercoils when binding to relaxed or negatively supercoiled DNA. Netropsin's effect on supercoiled DNA was observed in detail at the single-molecule level using a magnetic tweezers.〔J. Lipfert, S. Klijnhout, and Nynke H. Dekker, "Nucleic Acids Res." "38" 7122-32 (2010)〕

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