Related Experiment Video
Updated: Aug 2, 2026

Free Radicals in Chemical Biology: from Chemical Behavior to Biomarker Development
Published on: April 15, 2013
Reaction of deoxyguanosine with nitrous acid
1Department of Polymer Science and Engineering, Kyoto Institute of Technology, Japan.
Abstract:
We reinvestigated the reaction of dGuo in the presence of nitrous acid by reversed phase HPLC (RPLC) analysis. When 10 mM deoxyguanosine (dGuo) was treated with 100 mM NaNO2 in 3.0 M acetate buffer (pH 3.7) at 37 degrees C, unknown peak appeared in large amount (yield 19.7% at 2 h, 28.7% at 6 h). The yield of this newly found compound, denoted as 1, arose with increasing H+ concentration and was maximal at 50 degrees C. 1 has small depurination rate constant. If no enzymatic repair system for 1 exists, 1 would have strong mutagenic ability.
More Related Videos
Related Concept Videos
Preparation of Nitriles
Nitriles to Carboxylic Acids: Hydrolysis
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Overview
The nitrous acid is unstable. Hence, it is formed in situ from a solution of sodium nitrite and cold aqueous acids such as hydrochloric or sulfuric acid. In an acidic solution, the –OH group of nitrous acid undergoes protonation to give oxonium ion, followed by water loss...
2° Amines to N-Nitrosamines: Reaction with NaNO2
Diazonium Group Substitution: –OH and –H
1° Amines to Diazonium or Aryldiazonium Salts: Diazotization with NaNO2 Mechanism

