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通过亚磷酰胺和 H-膦酸酯化学合成 DNA/RNA 及其类似物。

Synthesis of DNA/RNA and their analogs via phosphoramidite and H-phosphonate chemistries.

机构信息

Department of Chemistry and Biochemistry, University of Colorado, Boulder, CO 80309, USA.

出版信息

Molecules. 2013 Nov 18;18(11):14268-84. doi: 10.3390/molecules181114268.

DOI:10.3390/molecules181114268
PMID:24252996
原文链接:https://pmc.ncbi.nlm.nih.gov/articles/PMC6270087/
Abstract

The chemical synthesis of DNA and RNA is universally carried out using nucleoside phosphoramidites or H-phosphonates as synthons. This review focuses on the phosphorus chemistry behind these synthons and how it has been developed to generate procedures whereby yields per condensation approach 100% with very few side products. Additionally the synthesis and properties of certain DNA and RNA analogs that are modified at phosphorus will also be discussed. These analogs include boranephosphonates, metallophosphonates, and alkylboranephosphines.

摘要

DNA 和 RNA 的化学合成普遍使用核苷亚磷酰胺或 H-膦酸酯作为合成子来进行。这篇综述重点介绍了这些合成子背后的磷化学,并讨论了如何对其进行开发,从而使每一次缩合的产率接近 100%,同时产生的副产物很少。此外,还将讨论在磷原子上修饰的某些 DNA 和 RNA 类似物的合成和性质。这些类似物包括硼磷膦酸酯、金属磷膦酸酯和烷基硼磷。

https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/0a8490d6b343/molecules-18-14268-g009.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/b5f0c141f626/molecules-18-14268-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/31bef44916a3/molecules-18-14268-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/32f9ada2d47c/molecules-18-14268-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/06b7862c8712/molecules-18-14268-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/0a8490d6b343/molecules-18-14268-g009.jpg
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https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/f8cad9fe15a6/molecules-18-14268-g005.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/b5f0c141f626/molecules-18-14268-g006.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/31bef44916a3/molecules-18-14268-g001.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/32f9ada2d47c/molecules-18-14268-g007.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/06b7862c8712/molecules-18-14268-g008.jpg
https://cdn.ncbi.nlm.nih.gov/pmc/blobs/154f/6270087/0a8490d6b343/molecules-18-14268-g009.jpg

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