IDENTIFICATION OF THREE ALKYLATED NUCLEOTIDE ADDUCTS FROM THE REACTION OF GUANOSINE 5′-MONOPHOSPHATE WITH PHOSPHORAMIDE MUSTARD
IDENTIFICATION OF THREE ALKYLATED NUCLEOTIDE ADDUCTS FROM THE REACTION OF GUANOSINE 5′-MONOPHOSPHATE WITH PHOSPHORAMIDE MUSTARD
复制标题
5′-单磷酸鸟苷与磷酰胺芥子反应中鉴定三种烷基化核苷酸加合物
DOI：
10.1002/chin.198211348
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发表时间：
1982
期刊：
影响因子：
--
通讯作者：
O. Colvin
中科院分区：
文献类型：
--
作者：
V. T. Vu;C. Fenselau;O. Colvin
0 在 Altex 322MP 型上进行高效液相色谱分析。使用来自 Altex 的 Ultrasphere (5 gm) ODS 柱 (15 cm X 4.6 mm) 和 CO: Pell ODS 树脂 (Whatman, Inc.) 预柱，用 0.001 M 甲酸 (pH 3.5) 以 1.0 mL/min 的流速洗脱，等度测定容量因子。移植后，5 没有尝试确定烷基化位点或取代基的性质。最近，通过场解吸质谱法分离并鉴定了7位键合的鸟苷和脱氧鸟苷磷酰胺芥子加合物。 6 这些发现促使我们研究核苷酸水平的烷基化反应。我们选择磷酰胺芥子气与鸟苷S'-单磷酸反应，因为DNA和RNA的鸟嘌呤碱基已被证明被大多数烷化剂烷基化，并且被假定为双功能氮芥子的DNA交联位点。 7 我们希望报告交联二聚体 iV、iV-双 [2-(5'-磷酸-7-鸟苷基)-乙基] 磷酸二酰胺酸（加合物 III）和两个简单加合物 Á-(2-氯乙基)-/V-[2-(5'-磷酸-7-鸟苷基)-乙基] 磷酸二酰胺酸（加合物 I）和N-(2-氯乙基)-/V-[2-(5'-磷酸-7-鸟苷基)-乙基]胺（加合物
0 High-performance liquid chromatography analyses were carried out on an Altex Model 322MP. Capacity factors were determined isocratically using an Ultrasphere (5 gm) ODS column (15 cm X 4.6 mm) from Altex and a precolumn of CO: Pell ODS resin (Whatman, Inc.) eluted with 0.001 M formic acid (pH 3.5) at a flow rate of 1.0 mL/min. ported, 5 no attempts were made to identify the sites of alkylation or the nature of the substituents. Recently, guanosine and de-oxyguanosine phosphoramide mustard adducts bonded at the 7-position were isolated and identified by field desorption mass spectrometry. 6 These findings prompted us to study the alkylation reaction at the nucleotide level. We chose to react phosphoramide mustard with guanosine S'-monophosphatesince the guanine bases of DNA and RNA have been shown to be alkylated by most alkylating agents and have been postulated to be the sites of DNA cross-linking by bifunctional nitrogen mustards. 7 We wish to report the isolation of a cross-linked dimer, iV, iV-bis [2-(5'-phospho-7-guanosinyl)-ethyl] phosphorodiamidic acid (adduct III), and two simple adducts, Á-(2-chloroethyl)-/V-[2-(5'-phospho-7-guanosinyl)-ethyl] phosphorodiamidic acid (adduct I) and N-(2-chloroethyl)-/V-[2-(5'-phospho-7-guanosinyl)-ethyl] amine (adduct