<?xml version="1.0" encoding="UTF-8"?><xml><records><record><source-app name="Biblio" version="7.x">Drupal-Biblio</source-app><ref-type>17</ref-type><contributors><authors><author><style face="normal" font="default" size="100%">Psykarakis, Emmanuel E.</style></author><author><style face="normal" font="default" size="100%">Chatzopoulou, Elli</style></author><author><style face="normal" font="default" size="100%">Gimisis, Thanasis</style></author></authors></contributors><titles><title><style face="normal" font="default" size="100%">First characterisation of two important postulated intermediates in the formation of a HydT DNA lesion, a thymidine oxidation product</style></title><secondary-title><style face="normal" font="default" size="100%">Org. Biomol. Chem.</style></secondary-title></titles><dates><year><style  face="normal" font="default" size="100%">2018</style></year></dates><urls><web-urls><url><style face="normal" font="default" size="100%">http://xlink.rsc.org/?DOI=C8OB00378E</style></url></web-urls></urls><number><style face="normal" font="default" size="100%">13</style></number><publisher><style face="normal" font="default" size="100%">Royal Society of Chemistry</style></publisher><volume><style face="normal" font="default" size="100%">16</style></volume><pages><style face="normal" font="default" size="100%">2289–2300</style></pages><language><style face="normal" font="default" size="100%">eng</style></language><abstract><style face="normal" font="default" size="100%">&lt;div class=&quot;page&quot;&gt;
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&lt;p&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;A number of environmental pollutants and endogenous oxidation agents form 1-(2-deoxy-&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT8608a8d1+03';&quot;&gt;β&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;D&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-ribofura- nosyl)-5-hydroxy-5-methylhydantoin (HydT), an important DNA lesion resulting from thymidine oxi- dation. In this paper, two intermediates, postulated in the formation of HydT, have been characterised for the &lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41+fb';&quot;&gt;fi&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;rst time. The &lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41+fb';&quot;&gt;fi&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;rst, &lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOTd168d80a.I';&quot;&gt;N&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41'; vertical-align: 4.000000pt;&quot;&gt;1&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-formyl-&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOTd168d80a.I';&quot;&gt;N&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41'; vertical-align: 4.000000pt;&quot;&gt;3&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-pyruvoylurea intermediate, was produced by the ozonolysis reaction of 2&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41+20';&quot;&gt;’&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;,3&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41+20';&quot;&gt;’&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;,5&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41+20';&quot;&gt;’&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-tri-&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOTd168d80a.I';&quot;&gt;O&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-acetylribo-, 3&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41+20';&quot;&gt;’&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;,5&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41+20';&quot;&gt;’&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-di-&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOTd168d80a.I';&quot;&gt;O&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-TBS- and &lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOTd168d80a.I';&quot;&gt;N&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41'; vertical-align: 4.000000pt;&quot;&gt;3&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;,&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOTd168d80a.I';&quot;&gt;O&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41'; vertical-align: 4.000000pt;&quot;&gt;3&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41+20'; vertical-align: 4.000000pt;&quot;&gt;’&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;,&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOTd168d80a.I';&quot;&gt;O&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41'; vertical-align: 4.000000pt;&quot;&gt;5&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-tribenzyl-protected thymidines and was shown to produce, upon decomposition and depending on the protecting group and the conditions, HydT alone, or together with protected-&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT8608a8d1+03';&quot;&gt;β&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;D&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-ribofuranosyl-&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOTd168d80a.I';&quot;&gt;N&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41'; vertical-align: 4.000000pt;&quot;&gt;1&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-formylurea and formamide products. In addition, the second and long sought, open-chain-pyruvoylurea intermediate, was produced through &lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOTd168d80a.I';&quot;&gt;de novo &lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;synthesis in protected &lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT8608a8d1+03';&quot;&gt;β&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;D&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-ribofuranosyl-, 2-deoxy-&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT8608a8d1+03';&quot;&gt;β&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;D&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-ribofuranosyl- and 2-deoxy-&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT8608a8d1+03';&quot;&gt;β&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-&lt;/span&gt;&lt;span style=&quot;font-size: 6.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;D&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;-ribo- pyranosyl systems. The conditions that induce the cyclization to the hydantoin ring of HydT have been determined. The chemistry utilised in the &lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOTd168d80a.I';&quot;&gt;de novo &lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;synthesis is suitable for generating isotopically labelled HydT, as a reference in isotope-dilution-aided quanti&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41+fb';&quot;&gt;fi&lt;/span&gt;&lt;span style=&quot;font-size: 8.000000pt; font-family: 'AdvOT9b12cd41';&quot;&gt;cation of DNA damage. &lt;/span&gt;&lt;/p&gt;
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