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聚乙二醇化 Dmoc 磷酰胺用于灵敏的寡脱氧核苷酸合成。

PEGylated Dmoc phosphoramidites for sensitive oligodeoxynucleotide synthesis.

机构信息

Department of Chemistry and Health Research Institute, Michigan Technological University, 1400 Townsend Drive, Houghton, MI 49931, USA.

出版信息

Org Biomol Chem. 2023 Nov 22;21(45):9005-9010. doi: 10.1039/d3ob01495a.

Abstract

Sensitive oligodeoxynucleotides (ODNs) can be synthesized using Dmoc phosphoramidites, but only short ODNs were demonstrated. Here, we report the synthesis of much longer ODNs, which was made possible by the use of PEGylated Dmoc (pDmoc) phosphoramidites. The longer ODNs synthesized include those containing the sensitive 4acC epigenetic modification recently discovered in nature.

摘要

可以使用 Dmoc 膦酰胺合成灵敏的寡脱氧核苷酸 (ODN),但目前仅证明了短 ODN 的合成。在此,我们报告了使用聚乙二醇化 Dmoc (pDmoc) 膦酰胺合成更长 ODN 的方法。所合成的更长 ODN 包括那些含有最近在自然界中发现的灵敏 4acC 表观遗传修饰的 ODN。

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4
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8
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9
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10
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Nat Rev Genet. 2021 Aug;22(8):533-546. doi: 10.1038/s41576-021-00348-6. Epub 2021 Apr 26.

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