Ketoolivosyl-tetracenomycin C: a new ketosugar bearing tetracenomycin reveals new insight into the substrate flexibility of glycosyltransferase ElmGT.
Ketoolivosyl-tetracenomycin C: a new ketosugar bearing tetracenomycin reveals new insight into the substrate flexibility of glycosyltransferase ElmGT.
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DOI：
10.1016/j.bmcl.2012.01.094
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发表时间：
2012-03-15
影响因子：
2.7
通讯作者：
Rohr, Juergen
中科院分区：
文献类型：
--
作者：
Nybo, S. Eric;Shabaan, Khaled A.;Kharel, Madan K.;Sutardjo, Happy;Salas, Jose A.;Mendez, Carmen;Rohr, Juergen
通过组合生物合成合成了一种新的四环素类似物8-demethyl-8-(4′-keto)-α-l-olivosyl-tetracenomycin C。以变铅青链霉菌TK24(COS16F4)为宿主，表达了指导NDP-4-酮-L-橄榄糖生物合成的“糖质粒”(PK01)。该菌株含有生产8-去甲基四氢青霉素C和糖基柔性糖基转移酶ElmGT所需的所有基因。据我们所知，这份报告首次表征了一种含酮糖部分的四环素衍生物。此外，据我们所知，4-酮-L-橄榄糖只被描述为油兰霉素生物合成的中间体，而没有被描述为聚酮化合物的附件。此外，这份报告进一步洞察了ElmGT包括NDP-酮糖的底物灵活性，这是不寻常的，在抗生素生物合成途径的糖基转移酶中很少观察到。
A new tetracenomycin analogue, 8-demethyl-8-(4′-keto)-α-l-olivosyl-tetracenomycin C, was generated through combinatorial biosynthesis. Streptomyces lividans TK 24 (cos16F4) was used as a host for expression of a “sugar plasmid” (pKOL) directing the biosynthesis of NDP-4-keto-l-olivose. This strain harbors all of the genes necessary for production of 8-demethylt-etracenomycin C and the sugar flexible glycosyltransferase ElmGT. To the best of our knowledge, this report represents the first characterization of a tetracenomycin derivative decorated with a ketosugar moiety. Also, as far as we know, 4-keto-l-olivose has only been described as an intermediate of oleandomycin biosynthesis, but has not been described before as an appendage for a polyketide compound. Furthermore, this report gives further insight into the substrate flexibility of ElmGT to include an NDP-ketosugar, which is unusual and is rarely observed among glycosyltransferases from antibiotic biosynthetic pathways.
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影响因子：
5.1
作者：
Fischer, C;Rodríguez, L;Rohr, J
通讯作者：
Rohr, J
影响因子：
4.4
作者：
Perez, Maria;Lombo, Felipe;Mendez, Carmen
通讯作者：
Mendez, Carmen
影响因子：
3.3
作者：
DRAUTZ, H;REUSCHENBACH, P;ZEECK, A
通讯作者：
ZEECK, A
影响因子：
15
作者：
Wohlert, SE;Blanco, G;Rohr, J
通讯作者：
Rohr, J
影响因子：
3.2
作者：
Kharel, Madan K.;Nybo, S. Eric;Shepherd, Micah D.;Rohr, Juergen
通讯作者：
Rohr, Juergen