Article ID | Journal | Published Year | Pages | File Type |
---|---|---|---|---|
1375652 | Bioorganic & Medicinal Chemistry Letters | 2009 | 4 Pages |
Abstract
When 2â²-deoxyadenosine was treated with HNO2 or NO, a small amount of a previously unidentified product was formed. The product was also formed by the reaction of 2â²-deoxyadenosine with isoamyl nitrite in tetrahydrofuran as a major product. The product was identified as a diazoate derivative of 2â²-deoxyadenosine, a reaction intermediate. At the initial stage of the HNO2 or NO reaction, the concentration of the diazoate was greater than or comparable to 2â²-deoxyinosine, a deamination product of 2â²-deoxyadenosine. The diazoate was fairly stable and decomposed with a half-life of 66 h at pH 7.4 and 37 °C. These results suggest that the diazoate can be formed in cellular nucleosides or DNA with biologically relevant dose of HNO2 and NO.
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Authors
Toshinori Suzuki, Kiyoshi Iwakura, Yasuhide Takashima, Naoki Kasajima, Michiyo Inukai,