Synthesis and enzymatic stability of phosphodiester-linked peptide - Oligonucleotide hybrids

Synthesis and enzymatic stability of phosphodiester-linked peptide - Oligonucleotide hybrids
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DOI:
10.1021/bc970051u
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发表时间:
1997-11-01
影响因子:
4.7
通讯作者:
Grandas, A
Grandas, A
中科院分区:
化学2区
文献类型:
--
作者:
Robles, J;Maseda, M;Grandas, A

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核肽Ac-Tyr(p(3 ′)dACGT)-Ala-Phe-Gly-NH 2、Ac-Thr(p(3 ′)dACGT)-Ala-Phe-Gly-OH、Ac-Ser(p(3 ′)dACGT)-Ala-Phe-Gly-OH和Phac-Hse(p(3 ′)dACGT)-Ala-Phe-Gly-OH,其中四脱氧核糖核苷酸的3 ′-末端通过磷酸二酯键与羟基化氨基酸连接,使用分步固相法合成了一系列的核酸外切酶,以研究连接氨基酸对它们对3 '-核酸外切酶的稳定性的影响。对蛇毒磷酸二酯酶处理后的反应产物进行HPLC分析,结果表明,氨基酸-核苷键的不稳定性按Thr < Ser < Hse < Tyr的顺序增加。
Nucleopeptides Ac-Tyr(p(3')dACGT)-Ala-Phe-Gly-NH2, Ac-Thr(p(3')dACGT)-Ala-Phe-Gly-OH, Ac-Ser(p(3')dACGT)-Ala-Phe-Gly-OH, and Phac-Hse(p(3')dACGT)-Ala-Phe-Gly-OH, in which the 3'-end of a tetradeoxyribonucleotide is linked by a phosphodiester bond to a hydroxylated amino acid, were synthesized using a stepwise solid-phase methodology to study the influence of the linking amino acid on their stability to 3'-exonucleases. HPLC analysis of the reaction crudes after treatment of each nucleopeptide with snake venom phosphodiesterase showed that the lability of the amino acid-nucleoside linkage increases in the order Thr < Ser < Hse < Tyr.