Aminofluorenes detection

Schemes 24 and 34. Not all specific examples follow these generalized pathways. Although 78h does decompose predominately into 99 (Scheme 44) at neutral pH, evidence suggests that it may not do so via an addition-elimination mechanism. This intermediate is detectable in reaction mixtures, but it has never been isolated due to its high reactivity. The N-benzoyl analogue 78h has been prepared by anodic oxidation of N-benzoyl-2-aminofluorene and has been shown by labeling experiments to generate 99 by an intramolecular pathway presumably involving the intermediate 100. ...

DNA adducts with PAA, at concentrations of the order of 1 per 107 bases, can be determined after hydrolysis of the DNA to adducts such as 33 and 34 (Section n.B.2), by HPLC with tandem ESI-MS-MS detection. The LOD are in the order of 50 fmol on the column, for both analytes. Quantitative analysis of DNA adducts with PAA requires investigation of the MS of each individual adduct to be obtained after hydrolysis of DNA. For example, adducts 33 and 34, formed on enzymatic condensation of benzidine (7b) and 1-aminofluorene (10a) with adenine residues of DNA, can be determined by tandem ESI-MS-MS analysis, following the fragmentations depicted in 105 and 106, which gives optimum intensities when operating under suitable conditions. Additional support for the assignments can be obtained from adducts derived from deuteriated 7b and 10a28. 

Figure 4 MECC-laser induced fluorescence analysis of de-protonated dansyi hydroxide (A), dansyl-cfTMP (B), dansyl-dCMP (C), dansyi-5 methyi dCMP (D), dansyl-dAMP (E), dansyl-dGMP (F), dansyi-8-OH d GMP (G), and dansyi 8-(Af-2-acetyl-aminofluorene) dGMP (H). (Reprinted with permission from Lee T, Yeung ES, and Sharma M (1991) Miceiiar electrokinetic capil-iary chromatographic separation and iaser-induced fluorescence detection of 2 -deoxynucieoside-5 -monophosphates of normal and modified bases. Journal of Chromatography and Biomedical Applications 565 197-206 Eisevier.)...

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