Selective Phosphonylation of 5'-Adenosine Monophosphate (5'-AMP) via Pyrophosphite [PPi(III)].

Selective Phosphonylation of 5'-Adenosine Monophosphate (5'-AMP) via Pyrophosphite [PPi(III)].
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DOI:
10.1007/s11084-016-9497-y
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发表时间:
2016-11
影响因子:
2
通讯作者:
Kee, Terence P.
Kee, Terence P.
中科院分区:
物理与天体物理4区
文献类型:
--
作者:
Kaye, Karl;Bryant, David E.;Marriott, Katie E. R.;Ohara, Shohei;Fishwick, Colin W. G.;Kee, Terence P.

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我们在这里描述了一些实验,这些实验证明了从一种可能的益生元缩合磷(P)盐焦亚磷酸盐[H2 P2 O 5 2-; PPi(III)]到5′-腺苷单磷酸(5′-AMP)的磷酸基团的选择性磷酸转移。我们进一步表明,这种P-转移过程是由二价金属离子(M2+)和有机辅因子,如乙酸(AcO−)加速。在这个从PPi(III)到5′-AMP的P-转移的特定情况下,我们显示了在M2+和AcO−的组合存在下转移的协同增强。同位素标记研究表明,磷酸化5′-AMP [P(III)P(V)-5′-AMP]的水解是通过水在Pi(III)末端的亲核攻击进行的。
We describe here experiments which demonstrate the selective phospho-transfer from a plausibly prebiotic condensed phosphorus (P) salt, pyrophosphite [H2P2O5 2−; PPi(III)], to the phosphate group of 5′-adenosine mono phosphate (5′-AMP). We show further that this P-transfer process is accelerated both by divalent metal ions (M2+) and by organic co-factors such as acetate (AcO−). In this specific case of P-transfer from PPi(III) to 5′-AMP, we show a synergistic enhancement of transfer in the combined presence of M2+ & AcO−. Isotopic labelling studies demonstrate that hydrolysis of the phosphonylated 5′-AMP, [P(III)P(V)-5′-AMP], proceeds via nuceophilic attack of water at the Pi(III) terminus.
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