1 / 24

Deamination via diazotization reaction

Deamination via diazotization reaction. Deamination by bisulfite reaction. Direct acting mutagens. P450 catalytic cycle. “compound I”. “compound 0”. -. •. Hydroxyl radical from action of superoxide dismutase followed by Fenton chemistry. SOD.

apollo
Download Presentation

Deamination via diazotization reaction

An Image/Link below is provided (as is) to download presentation Download Policy: Content on the Website is provided to you AS IS for your information and personal use and may not be sold / licensed / shared on other websites without getting consent from its author. Content is provided to you AS IS for your information and personal use only. Download presentation by click this link. While downloading, if for some reason you are not able to download a presentation, the publisher may have deleted the file from their server. During download, if you can't get a presentation, the file might be deleted by the publisher.

E N D

Presentation Transcript

  1. Deamination via diazotization reaction

  2. Deamination by bisulfite reaction

  3. Direct acting mutagens

  4. P450 catalytic cycle “compound I” “compound 0”

  5. - • Hydroxyl radical from action of superoxide dismutase followed by Fenton chemistry SOD 2O2 + 2H+ H2O2 + 02 H202 + Mn+ M(n+1)+ + HO- + HO• Fenton reaction

  6. Quinone redox cycling is a source of reactive oxygen species (ROS) N A D H N A D N A D H N A D . O O H O O H O O semiquinone quinone catechol O O 2 2 - - O O H H O O , , 2 2 2 2 2 2 . . H H O O

  7. N H N H 2 2 H O H N N O H O H O N O N H d R d R 5-hydroxy dCyd O C H 3 H N O H O H O N H d R Products of Hydroxyl Radical Oxidation of Bases 5,6-dihydroxy-5,6-dihydro dCyd dThyd glycol

  8. LIPID PEROXIDATION RADICAL CHAIN

  9. β-CLEAVAGE TO UNSATURATED ALDEHYDES α β

  10. Formation of Malondialdehyde

  11. O O O O H C H acrolein 3 malondialdehyde crotonaldehyde (enol form) O H O O N O H O N N N N N N N N N N N d R N H C N N d R 3 d R + 2 1,N -propeno dG O (M1G) N N N H O N N d R 2 1,N -propano dG, two isomers O O O O H 4-hydroxy-2,3-epoxynonanal O H 4-hydroxy-2-nonenal OH O H O O O N N N N N N H O O + N N N N N N N N N d R d R d R 1,N2-etheno dG 4 isomers 4 isomers

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

  13. Formation of base propenal Reaction of base propenal with dGuo to form M1G

  14. M1G FROM BASE PROPENAL

  15. Cation radicals from 1-electron oxidation of BP and 6-MePB benzo[a]pyrene cation radical 6-methylbenzo[a]pyrene cation radical

  16. Adducts of the cation radicals of BP and 7,12-DMBA with dAdo and dGuo

  17. Pathway for formation of adducts of dGuo from the cation radical of DMBA

  18. Pathway to adducts of dAdo from 1-electron oxidation of dibenzo[a,l]pyrene

  19. H1´ abstraction from deoxyribose “ene-diyne” class of antineoplastic drugs From: Chem. Rev.1998, 98, 1089-1107

More Related