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AFB 1 -dGuo Adduct Opposite dCyd

AFB 1 -dGuo Adduct Opposite dCyd. O. O. P. O. O. O. H. O. H. O. Reactions of AFB 1 -dGuo adduct. O. O. O. O. C. H. 3. H. O. hydrolysis. H. H. O. H. O. O. O. O. depurination. O. O. C. H. 3. formamidopyrimidine (Fapy). H. O. H. H. O. O. O. N. H. N. N.

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AFB 1 -dGuo Adduct Opposite dCyd

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  1. AFB1-dGuo Adduct Opposite dCyd

  2. O O P O O O H O H O Reactions of AFB1-dGuo adduct O O O O C H 3 H O hydrolysis H H O H O O O O depurination O O C H 3 formamidopyrimidine (Fapy) H O H H O O O N H N N H N N 2 apurinic site

  3. Ring-opened formamido pyrimidine (FAPy) of AFB1 adduct at dGuo N7

  4. ADDUCT OF 2-CHLOROOXIRANE WITH dGuo AND OTHER dNUCLEOSIDES  = “etheno”

  5. 3,N4-Etheno-dC opposite dGuo adduct

  6. FORMATION OF 2-AAF ADDUCT

  7. 2-AF-dGuo adduct at template junction

  8. Common direct acting alkylating agents

  9. Deamination via diazotization reaction

  10. REACTIVE ALDEHYDES FROM LIPID PEROXIDATION AND TRICYCLIC ADDUCTS

  11. dGuo from initial 2,3-epoxy-4-hydroxynonanal adducts

  12. Quinone redox cycling is a source of reactive oxygen species (ROS)

  13. GENERATION OF HYDROXYL RADICAL (HO•) BY SUPEROXIDE DISMUTASE (eq. 1) and the FENTON REACTION (eq. 2) SOD 2O2-/ + 2H+ H2O2 + O2 H2O2 + Mn+ HO + HO- + M(n+1)+ (1) (2)

  14. O O O , H O O O N N H N H O N - H O 2 2 N 2 2 H N 2 N H N H N H O 2 2 2 N H H N N H N H N N 2 H N N C H H N N N 3 2 2 O H O H N N O H H N O H d I z d Z O H O O H O N O N H O O N H H H O N d R d R H N d R O N O H N N H O H N N dThyd glycol 5-hydroxy dCyd 5,6-dihydroxy-5,6-dihydro 2 O N 2 O H N 8 - o x o - d G u o H N H N N dCyd 2 O d G u o H H N H N N N 2 H N C H O r e d u c t i o n N H H N N 2 F a p y G PRODUCTS OF ATTACK OF HYDROXYL RADICAL ON NUCLEOBASES

  15. Formation of base propenal Reaction of base propenal with dAdo to form M1G

  16. Oxidation of 8-oxodGuo by singlet oxygen (1O2)

  17. Review of PAH adduct structures by NMR spectrometry: Nicholas E. Geacintov, et al., Chem. Res. Toxicol., 1997, 10, 112. UNC has a license for all ACS journals, and anyone with an ONYEN can access this paper from UNC on the ACS web site or through the UNC Libraries web site.

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