HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC ANALYSIS OF CHEMICAL-STABILITY OF 5-AZA-2'-DEOXYCYTIDINE
HIGH-PERFORMANCE LIQUID-CHROMATOGRAPHIC ANALYSIS OF CHEMICAL-STABILITY OF 5-AZA-2'-DEOXYCYTIDINE
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DOI：
10.1002/jps.2600701112
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发表时间：
1981-01-01
影响因子：
3.8
通讯作者：
RIVARD, GE
中科院分区：
文献类型：
--
作者：
LIN, KT;MOMPARLER, RL;RIVARD, GE
采用高效液相色谱法分析了5-氮杂-2 ′-脱氧胞苷（I）在酸性、中性和碱性溶液中的化学稳定性。在碱性溶液中，I快速可逆分解为N-（甲酰脒基）-N 'β-D-2-脱氧呋喃核糖脲（II），后者不可逆分解为1-β-D-2′-脱氧呋喃核糖基-3-鸟苷脲（III）。测定了该反应的伪一级速率常数。I在碱性溶液中的分解与先前报道的相关类似物5-氮杂-胞苷相同。然而，在中性溶液（或水）中，I和5-氮杂胞苷的分解存在显著差异。5-氮杂胞苷在中性溶液中与在碱性溶液中形成相同的分解产物。而在中性溶液中，I分解为II和三种在254 nm处发色的未知化合物。化合物I在低温下储存于中性溶液中时最稳定。
The chemical stability of 5‐aza‐2′‐deoxycytidine (I) in acidic, neutral, and alkaline solutions was analyzed by high‐performance liquid chromatography. In alkaline solution, I underwent rapid reversible decomposition toN‐(formylamidino)‐N'β‐D‐2‐deoxyribofuranosylurea (II), which decomposed irreversibly to form 1‐β‐D‐2′‐deoxyribofurano‐syl‐3‐guanylurea (III). The pseudo‐first‐order rate constants for this reaction were determined. The decomposition of I in alkaline solution was identical to that reported previously for the related analog, 5‐aza‐cytidine. However, in neutral solution (or water), there was a marked difference in the decomposition of I and 5‐azacytidine. The same decomposition products were formed from 5‐azacytidine in neutral solution as in alkaline solution. However, in neutral solution, I decomposed to II and three unknown compounds that were chromophoric at 254 nm. Compound I was most stable when stored in neutral solution at low temperature.