McCoy E C, Rosenkranz E J, Rosenkranz H S, Mermelstein R
Mutat Res. 1981 Sep;90(1):11-20. doi: 10.1016/0165-1218(81)90046-x.
Nitrated derivatives if fluorene are potent frameshift-type mutagens. A reduction of the nitro function is required for the expression of mutagenicity. Hydroxylamines are the presumed key intermediates, which following esterification to electrophiles are capable of forming adducts with cellular DNA. Evidence in support of this mechanism is obtained by the use of tester strains having a functional uvrB gene product or lacking specific nitroreductases. The mutagenic potency of nitrated fluorenes increases upon successive addition of nitro groups reaching a peak at the trisubstituted state. Addition of a 4th nitro group leads to decreased activity.
芴的硝化衍生物是强效的移码型诱变剂。诱变性的表达需要硝基功能的还原。羟胺被认为是关键中间体,其酯化形成亲电试剂后能够与细胞DNA形成加合物。通过使用具有功能性uvrB基因产物或缺乏特定硝基还原酶的测试菌株获得了支持该机制的证据。随着硝基的连续添加,硝化芴的诱变效力增加,在三取代状态达到峰值。添加第四个硝基会导致活性降低。