REACTION OF METHYLAMINE WITH PERIODATE-OXIDIZED ADENOSINE 5'-PHOSPHATE

REACTION OF METHYLAMINE WITH PERIODATE-OXIDIZED ADENOSINE 5'-PHOSPHATE
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DOI:
10.1021/bi00902a029
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发表时间:
1963-01-01
期刊:
影响因子:
2.9
通讯作者:
KHYM, JX
KHYM, JX
中科院分区:
生物学3区
文献类型:
--
作者:
KHYM, JX

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腺苷5图像-磷酸的高碘酸盐氧化产物与甲胺反应以形成环状半醛型结构(I),其在中性或酸性溶液中释放无机磷酸盐。用硼氢化钠还原该环状化合物,主要生成6-腺苷基-5羟基-4-甲基-2-羟甲基磷酸酯吗啉(IV),其中牢固地结合有甲胺残基,用酸水解成N,N,N-(乙醇甲基-2-羟丙基-3-磷酸酯)叔胺(V)。还形成少量的不含添加的胺的三醇单磷酸酯(III)。
The periodate oxidation product of adenosine 5image -phosphate reacts with methylamine to form a cyclic, hemialdal type of structure (I) that releases inorganic phosphate in neutral or acid solution. Reduction of the cyclic compound with sodium borohydride gives rise principally to 6-adenyl-5 hydroxy-4-methyl-2-hydroxymethylphosphate morpholine (IV), in which the methylamine residue is firmly incorporated and which is hydrolyzed by acid to N,N,N-(ethanolalmethyl-2-hydroxypropyl-3-phosphate) tertiary amine (V). A small amount of a trialcohol mono-phosphate (III), free of added amine, is also formed.