Asplund D, Kronberg L, Sjöholm R, Munter T
Department of Organic Chemistry, Abo Akademi University, Turku/Abo, Finland.
Chem Res Toxicol. 1995 Sep;8(6):841-6. doi: 10.1021/tx00048a004.
The bacterial mutagen mucochloric acid was reacted with adenosine in aqueous solutions at 37 degrees C. In the HPLC chromatograms of the reaction mixtures two peaks of unidentified products were observed at longer retention times than the previously characterized "etheno" and "ethenocarbaldehyde" adducts. Following isolation and purification with chromatographic methods, the products were characterized by UV absorbance, 1H and 13C NMR spectroscopy, and thermospray mass spectrometry. The products were found to consist of ethenoadenosine derivatives which bonded an additional adenosine unit to C-8 in the etheno bridge. In one of the products a formyl group and in the other an oxalo group was localized at C-7 in the etheno bridge. The yield of the products was about 0.04 mol% (calculated from the original amount of adenosine) in the reaction mixture held for 4 days at pH 7.4. It was concluded that mucochloric acid acts as an oxidative agent during the course of formation of the products.
细菌诱变剂粘氯酸在37℃的水溶液中与腺苷发生反应。在反应混合物的高效液相色谱图中，在比先前鉴定的“乙烯基”和“乙烯基甲醛”加合物更长的保留时间处观察到两个未鉴定产物的峰。通过色谱方法分离和纯化后，采用紫外吸收、1H和13C核磁共振光谱以及热喷雾质谱对产物进行表征。发现产物由乙烯基腺苷衍生物组成，这些衍生物在乙烯基桥的C-8处连接了一个额外的腺苷单元。在其中一种产物中，一个甲酰基位于乙烯基桥的C-7处，而在另一种产物中，一个草酰基位于乙烯基桥的C-7处。在pH 7.4下保持4天的反应混合物中，产物的产率约为0.04 mol%（基于腺苷的原始量计算）。得出的结论是，在产物形成过程中，粘氯酸起到了氧化剂的作用。
