Syntheses of (2')3'-15N-amino-(2')3'-deoxyguanosine and determination of their pKa values by 15N NMR spectroscopy.

Syntheses of (2')3'-15N-amino-(2')3'-deoxyguanosine and determination of their pKa values by 15N NMR spectroscopy.
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(2)3-15N-氨基-(2)3-脱氧鸟苷的合成并通过 15N NMR 光谱测定其 pKa 值。

DOI:
10.1021/ol071129h
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发表时间:
2007
期刊:
影响因子:
5.2
通讯作者:
J. Piccirilli
J. Piccirilli
中科院分区:
化学1区
文献类型:
--
作者:
Qing Dai;Charles R Lea;Jun Lu;J. Piccirilli

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2'-氨基-2'-脱氧鸟苷和3'-氨基-3'-脱氧鸟苷是研究I组核酶活性位点金属离子相互作用的有价值的探针。然而,这些实验需要彻底了解特定 pH 下氨基的质子化状态。在这里,我们描述了 2'-15N-氨基-2'-脱氧腺苷、2'-15N-氨基-2'-脱氧鸟苷和 3'-15N-氨基-3'-脱氧鸟苷的首次合成。富含 15N 的核可以通过 15N NMR 方便、准确地测定胺的 pKa。
2'-Amino-2'-deoxyguanosine and 3'-amino-3'-deoxyguanosine are valuable probes for investigating the metal ion interactions at the active site of the group I ribozyme. However, these experiments require a thorough understanding of the protonation state of the amino group at a specific pH. Here, we describe the first syntheses of 2'-15N-amino-2'-deoxyadenosine, 2'-15N-amino-2'-deoxyguanosine, and 3'-15N-amino-3'-deoxyguanosine. The 15N-enriched nucleus allows convenient and accurate determination of the amine pKa by 15N NMR.