Investigation of the Adducts Formed by Reaction of Butenedioic Acids with Adenosine
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- 作者：Robert Franzé ; n ; Masatoshi Morita ; Kiyoshi Tanabe ; Hiroo Takagi ; and Yasuyuki Shibata
- 刊名：Chemical Research in Toxicology
- 出版年：1997
- 出版时间：October 1997
- 年：1997
- 卷：10
- 期：10
- 页码：1186 - 1191
- 全文大小：227K
- 年卷期：v.10,no.10(October 1997)
- ISSN：1520-5010
文摘
Several genotoxic butenedioic acids present inchlorine-disinfected drinking water wereallowed to react with adenosine, guanosine, and cytidine in aqueoussolution. HPLC analyses,with detection at 254 and 310 nm, showed that clearly detectableproducts were formed onlyin the reactions with adenosine. The major products from thereactions between either 2-chloro-3-methyl-2-butenedioic acid (ox-MCF) or2-chloro-3-(chloromethyl)-2-butenedioic acid (ox-CMCF)and adenosine were the same. This substance was isolated by C18column chromatographyand characterized by UV absorbance, 1H and 13CNMR spectroscopy, and mass spectrometry.It was identified as3-(
-D-ribofuranosyl)-7-carboxy-7-formyl-8-[9'-(-D-ribofuranosyl)-N6-adenosinyl]-1,N6-ethanoadenosine (cf
A,A).The yields of cfA,A in reactions performed at pH7.4 and 37 
C were 0.7% and 0.3% with ox-MCF and ox-CMCF,respectively.
-D-ribofuranosyl)-7-carboxy-7-formyl-8-[9'-(-D-ribofuranosyl)-N6-adenosinyl]-1,N6-ethanoadenosine (cfA,A).The yields of cfA,A in reactions performed at pH7.4 and 37 C were 0.7% and 0.3% with ox-MCF and ox-CMCF,respectively.