ESI-MS/MS for the Differentiation of Diastereomeric Pyrimidine Glycols in Mononucleosides

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• 作者：Yinsheng Wang ; Shetty Vivekananda ; and Kangling Zhang
• 刊名：Analytical Chemistry
• 出版年：2002
• 出版时间：September 1, 2002
• 年：2002
• 卷：74
• 期：17
• 页码：4505 - 4512
• 全文大小：231K
• 年卷期：v.74,no.17(September 1, 2002)
• ISSN：1520-6882

文摘

Pyrimidine glycols, or 5,6-dihydroxy-5,6-dihydropyrimidines, are primary lesions in DNA induced by reactiveoxygen species. In this article, we report the preparationand tandem mass spectrometry (MS/MS) characterizationof the two cis diastereomers of the glycol lesions of 2'-deoxyuridine, 5-methyl-2'-deoxycytidine, and thymidine.Our results show that collisional activation of the [M +Na]⁺ ions of all the three pairs of cis isomers and that ofthe [M + H]⁺ ions of the 2'-deoxyuridine glycols and5-methyl-2'-deoxycytidine glycols give a facile loss of awater molecule. Interestingly, the water loss occurs morereadily for the 6S isomer than for the 6R isomer.Likewise, product ion spectra of the [M - H]^- ions of thetwo cis isomers of the 2'-deoxyuridine glycols and thymidine glycols show more facile loss of water for the 6Sisomer than for the 6R isomer. MS/MS acquired atdifferent collisional energies gave similar results, whichestablishes the reproducibility of spectra.