1,N6-Ethanoadenine

August 2024 1,N6-Ethanoadenine Ethanoadenine.svg 180px 8,9-Dihydro-7H-imidazo[2,1-i]purine 91996-61-1 61297663 1,N(6)-ethanoadenine 136138644 1S/C7H7N5/c1-2-12-4-11-6-5(7(12)8-1)9-3-10-6/h3-4,8H,1-2H2 NTUVVWKLOXHUNZ-UHFFFAOYSA-N C1CN2C=NC3=NC=NC3=C2N1 7 7 5 3,N4-Ethenocytosine; 1,N6-Ethenoadenine 1,N6-Ethanoadenine or epsilonA is a tricyclic derivative of adenine, where an ethylene bridge connect the amine group to the adjacent carbon on the six member ring, to add another five membered ring. This kind of modification can take place as a mutation of DNA. As a DNA modification it is called an etheno (ε) DNA adduct.10.1093/mutage/geq107 21193516 The role of AlkB protein in repair of 1,N6-ethenoadenine in Escherichia coli cells 2011 MacIejewska A. M. Sokolowska B. Nowicki A. Kusmierek J. T. Mutagenesis 26 3 401–406 free Chloroacetaldehyde and 1,3-bis(2-chloroethyl)-1-nitrosourea (BCNU) can react with adenine to form 1,N6-ethanoadenine.Hang B Miscoding properties of 1,N6-ethanoadenine, a DNA adduct derived from reaction with the antitumor agent 1,3-bis(2-chloroethyl)-1-nitrosourea Mutation Research/Fundamental and Molecular Mechanisms of Mutagenesis 29 October 2003 531 1–2 191–203 10.1016/j.mrfmmm.2003.07.006 14637255 823071 32641844 https://digital.library.unt.edu/ark:/67531/metadc785755/ Escherichia coli can fix these modifications using AlkB protein. Another way to produce it is via cyclisation of N6-hydroxyethyladenine with DIAD and triphenylphosphine in the Mitsunobu reaction in a THF/MeCN solvent or by reacting with SOCl2.Šimůnková Naděžda Tobrman Tomáš Eigner Václav Dvořák Dalimil A Study on the Intramolecular Mitsunobu Reaction of N6-(ω-Hydroxyalkyl)adenines Journal of Heterocyclic Chemistry November 2017 54 6 3565–3573 10.1002/jhet.2982 References Category:Purines Category:Heterocyclic compounds with 3 rings