5-Hydroxycytosine is an oxidized form of cytosine that is associated with an increased frequency of C to T transition mutations, with some C to G transversions.[1] It does not distort the DNA molecule and is readily bypassed by replicative DNA polymerases.[2]
It has been shown in vitro to miscode for adenine.
5-hydroxycytosine is imperative for parallel DNA triplex formation, explaining why parallel triplexes form only at pH 6 and below.
References
^Zahn KE; Averill A; Wallace SS; Doublié S (2011). "The miscoding potential of 5-hydroxycytosine arises due to template instability in the replicative polymerase active site". Biochemistry. 50 (47): 10350–10358. doi:10.1021/bi201219s. PMC3280588. PMID 22026756.
^Helmut Greim; Richard J. Albertini (2012). The Cellular Response to the Genotoxic Insult: The Question of Threshold for Genotoxic Carcinogens. Royal Society of Chemistry. p. 119. ISBN9781849731775. Retrieved July 20, 2015.
February 05, 2023
hydroxycytosine, oxidized, form, cytosine, that, associated, with, increased, frequency, transition, mutations, with, some, transversions, does, distort, molecule, readily, bypassed, replicative, polymerases, namespreferred, iupac, name, amino, hydroxypyrimidi. 5 Hydroxycytosine is an oxidized form of cytosine that is associated with an increased frequency of C to T transition mutations with some C to G transversions 1 It does not distort the DNA molecule and is readily bypassed by replicative DNA polymerases 2 5 Hydroxycytosine NamesPreferred IUPAC name 4 Amino 5 hydroxypyrimidin 2 1H oneOther names 4 Amino 5 hydroxypyrimidine 2 oneIdentifiersCAS Number 13484 95 23D model JSmol Interactive imageChemSpider 2283052PubChem CID 3014752 tautomerCompTox Dashboard EPA DTXSID00928775InChI InChI 1S C4H5N3O2 c5 3 2 8 1 6 4 9 7 3 h1 8H H3 5 6 7 9 COPYKey NLLCDONDZDHLCI UHFFFAOYSA NSMILES c1c c nH c O n1 N OPropertiesChemical formula C 4H 5N 3O 2Molar mass 127 103 g mol 1Except where otherwise noted data are given for materials in their standard state at 25 C 77 F 100 kPa Infobox references It has been shown in vitro to miscode for adenine 5 hydroxycytosine is imperative for parallel DNA triplex formation explaining why parallel triplexes form only at pH 6 and below References Edit Zahn KE Averill A Wallace SS Doublie S 2011 The miscoding potential of 5 hydroxycytosine arises due to template instability in the replicative polymerase active site Biochemistry 50 47 10350 10358 doi 10 1021 bi201219s PMC 3280588 PMID 22026756 Helmut Greim Richard J Albertini 2012 The Cellular Response to the Genotoxic Insult The Question of Threshold for Genotoxic Carcinogens Royal Society of Chemistry p 119 ISBN 9781849731775 Retrieved July 20 2015 Retrieved from https en wikipedia org w index php title 5 Hydroxycytosine amp oldid 1102530242, wikipedia, wiki, book, books, library,
