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1.
Figure 2

Figure 2. From: Polyamines stimulate the formation of mutagenic 1,N2-propanodeoxyguanosine adducts from acetaldehyde.

(a) Total-ion chromatogram obtained during GC-MS analysis of the synthesized Cr-PdG after trimethylsilylation; (b) mass spectrum of the trimethylsilylated Cr-PdG; and (c) mass spectrum of the trimethylsilylated Cr-PdG-13C10,15N5.

Jacob A. Theruvathu, et al. Nucleic Acids Res. 2005;33(11):3513-3520.
2.
Figure 6

Figure 6. From: Polyamines stimulate the formation of mutagenic 1,N2-propanodeoxyguanosine adducts from acetaldehyde.

Summary diagram to illustrate the mechanisms of AA-derived DNA adduct formation and the proposed relationship of the Cr-PdG adducts to the known cytogenetic effects of AA. The ring-opened (ro) and ring-closed (rc) forms of the Cr-PdG adducts are shown. Other abbreviations: ss, single-stranded DNA; ds, double-stranded DNA.

Jacob A. Theruvathu, et al. Nucleic Acids Res. 2005;33(11):3513-3520.
3.
Figure 1

Figure 1. From: Polyamines stimulate the formation of mutagenic 1,N2-propanodeoxyguanosine adducts from acetaldehyde.

HPLC chromatograms of (a) reaction of dG and AA; (b) reaction of dG and spermidine; (c) reaction of dG, AA and spermidine. (d) Purified Cr-PdG adducts; and (e) reaction of dG, AA and arginine. The peak eluting at 19.7 min in (a) is most likely a carbinolamine intermediate, with a Schiff base component. The peak eluting at 14 min is dG.

Jacob A. Theruvathu, et al. Nucleic Acids Res. 2005;33(11):3513-3520.
4.
Figure 3

Figure 3. From: Polyamines stimulate the formation of mutagenic 1,N2-propanodeoxyguanosine adducts from acetaldehyde.

(a) Dependence of Cr-PdG levels on AA concentration as measured by LC-MS. dG (2.61 mM) was incubated with different concentrations of AA in the presence of 5 mM spermidine, inset: AA dependence up to 500 μM. (b) Dependence of Cr-PdG levels on spermidine concentration as measured by LC-MS. dG (2.61 mM) was incubated with different concentrations of spermidine in the presence of 200 μM AA in 0.1 M phosphate buffer at pH 7.0. Δ, first diastereomer; •, second diastereomer.

Jacob A. Theruvathu, et al. Nucleic Acids Res. 2005;33(11):3513-3520.
5.
Figure 4

Figure 4. From: Polyamines stimulate the formation of mutagenic 1,N2-propanodeoxyguanosine adducts from acetaldehyde.

(a) Ion-current profiles of the BH2+ and MH+ ions of Cr-PdG (m/z 222 and 338, respectively), and Cr-PdG-13C10,15N5 (m/z 232 and 353, respectively) obtained during LC-MS-SIM analysis after enzymic hydrolysis of pig liver DNA (50 μg) treated with AA (1 mM) in the presence of 5 mM spermidine and 0.1 M phosphate buffer at pH 7.0. (b) Dependence of Cr-PdG levels on AA concentration by the reaction of AA with pig liver DNA (50 μg) in the presence of 5 mM spermidine and 0.1 M phosphate buffer at pH 7.0. Δ, first diastereomer; •, second diastereomer.

Jacob A. Theruvathu, et al. Nucleic Acids Res. 2005;33(11):3513-3520.
6.
Figure 5

Figure 5. From: Polyamines stimulate the formation of mutagenic 1,N2-propanodeoxyguanosine adducts from acetaldehyde.

(a) Time dependence of CrA formation. Ion-current profiles of the ion at m/z 70 obtained during GC-MS-SIM analysis of the samples from the reaction of spermidine (5 mM) and AA (different concentrations) in the presence of 0.1 M phosphate buffer at pH 7.4. (i) 1 mM AA, (ii) 500 μM AA and (iv) no AA. (iii) No AA or spermidine and (v) 6 mM AA alone in water. (b) GC-MS-SIM (m/z 70) profiles of time-dependent formation of CrA by the reaction of spermidine (5 mM) and AA (5 mM) in presence of 0.1 M phosphate buffer at pH 7.4. (c) GC-MS SIM (m/z 70) profiles of CrA formed from the reaction of spermidine (5 mM) and AA (100 μM) in the presence of 0.1 M phosphate buffer at pH 7.4, 20 h incubation.

Jacob A. Theruvathu, et al. Nucleic Acids Res. 2005;33(11):3513-3520.

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