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Photoreactivities of 5-Bromouracil-containing RNAs

  作者 MORINAGA HIRONOBU; KIZAKI SEIICHIRO; TAKENAKA TOMOHIRO; KANESATO SHUHEI; SANNOHE YUTA; TASHIRO RYU; SUGIYAMA HIROSHI  
  选自 期刊  Bioorganic & Medicinal Chemistry;  卷期  2013年21-2;  页码  466-469  
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[摘要]5-Bromouracil (U-Br) was incorporated into three types of synthetic RNA and the products of the photoirradiated U-Br-containing RNAs were investigated using HPLC and MS analysis. The photoirradiation of r(GCA(Br)UGC)(2) and r(CGAA(Br)UUGC)/r(GCAAUUCG) in A-form RNA produced the corresponding 2'-keto adenosine ((keto)A) product at the 5'-neighboring nucleotide, such as r(GC(keto)AUGC) and r(CGA(keto)AUUGC), respectively. The photoirradiation of r(CGCG(Br)UGCG)/r(C(m)GCAC(m)GCG) in Z-form RNA produced the 2'-keto guanosine ((keto)G) product r(CGC(keto)GUGCG), whereas almost no products were observed from the photoirradiation of r(CGCG(Br)UGCG)/r(C(m)GCAC(m)GCG) in A-form RNA. The present results indicate clearly that hydrogen (H) abstraction by the photochemically generated uracil-5-yl radical selectively occurs at the C2' position to provide a 2'-keto RNA product. (C) 2012 Elsevier Ltd. All rights reserved.

 
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