Polymer support oligonucleotide synthesis XVIII1.2): use of β-cyanoethyi-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product

H. K?ster; J. Biernat; J. McManus; N.D. Sinha

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Polymer support oligonucleotide synthesis XVIII1.2): use of β-cyanoethyi-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product

机译：聚合物支持寡核苷酸合成XVIII1.2）：使用β-氰基乙基-N，N-二烷基氨基-/ N-morpholina磷酰胺的脱氧核苷，用于合成DNA片段，简化了最终产物的脱保护和分离

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Various 5′-0-N-protected deoxynucleoside-3′-0-β-cyanoethyl-N,N-dialkylamino-/N-morpholinophosphoramidites were prepared from β-cyanoethyl monochlorophosphoramidites of N,N-dimethylamine, N,N-diisopropylamine and N-morpholine. These active deoxynucleoside phosphites have successfully been used for oligodeoxy-nucleotide synthessis on controlled pore glass as polymer support and are very suitable for automated DNA-synthesis due to their stability in solution. The intermediate dichloro-β-cyanoethoxy-phosphine can easily be prepared free from any PCl₃ contamination. The active monomers obtained from β-cyanoethyl monochloro N,N-diisopropylaminophosphoramidites are favoured. Cleavage of the oligonucleotide chain from the polymer support, N-deacylation and deprotection of β-cyanoethyl group from the phosphate triester moiety can be performed in one step with concentrated aqueous ammonia. Mixed oligodeoxynucleotides are characterized by the sequencing method of Maxam and Gilbert.

机译：由N，N-二甲胺，N，N-二异丙胺的β-氰基乙基二氯磷酰胺制备各种5'-0-n保护的脱氧核苷-3'-0-β-氰基乙基-N，N-二烷基氨基-/ N-氰基甲基-N。 N-吗啉。这些活性脱氧核苷亚磷酸酯已成功地用于受控孔玻璃上的寡脱氧核苷酸合成作为聚合物载体，并且由于它们在溶液中的稳定性而非常适合于自动DNA合成。中间体二氯-β-氰基乙氧基膦可以容易地不含任何PCL _{3 污染。从β-氰基甲基单氯化N，N-二异丙氨基磷酰基磷酰胺获得的活性单体是有利的。从聚合物载体中切割寡核苷酸链，从磷酸三酯部分的β-氰基乙基的N-脱酰基和脱保护可以在浓缩的氨水中进行。混合的脱氧寡氧核苷酸的特征在于MaxAM和GILBERT的测序方法。}

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《Nucleic acids research》 |1984年第11期|共19页
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H. K?ster; J. Biernat; J. McManus; N.D. Sinha;
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1. Polymer support oligonucleotide synthesis XVIII1.2): use of β-cyanoethyi-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product [J] . H. K?ster, J. Biernat, J. McManus, Nucleic acids research . 1984,第11期

机译：聚合物支持寡核苷酸合成XVIII1.2）：使用β-氰基乙基-N，N-二烷基氨基-/ N-morpholina磷酰胺的脱氧核苷，用于合成DNA片段，简化了最终产物的脱保护和分离
2. Polymer support oligonucleotide synthesis XVIII1.2): use of β-cyanoethyi-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product [J] . H. K?ster, J. Biernat, J. McManus, Nucleic acids research . 1984,第11期

机译：聚合物支持寡核苷酸合成XVIII1.2）：使用β-氰基乙基-N，N-二烷基氨基-/ N-morpholina磷酰胺的脱氧核苷，用于合成DNA片段，简化了最终产物的脱保护和分离
3. Synthesis of Readily Accessible Triazole-Linked Dimer Deoxynucleoside Phosphoramidite for Solid-Phase Oligonucleotide Synthesis [J] . Srivari Chandrasekhar, Pabbaraja Srihari, aChidalla Nagesh, Synthesis: International Journal of Methods in Synthetic Organic Chemistry . 2010,第21期

机译：固相寡核苷酸合成的三唑连接的二聚体二聚体脱氧核苷亚磷酰胺的易获得性合成。
4. Polymer support oligonucleotide synthesis XVIII: use of beta-cyanoethyl-NN-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product. [O] . N D Sinha, J Biernat, J McManus, 1984

机译：聚合物支持寡核苷酸合成XVIII：使用脱氧核苷的β-氰基乙基-NN-二烷基氨基-/ N-吗啉代亚磷酰胺合成DNA片段简化最终产品的脱保护和分离。
5. The final deprotection step in oligonucleotide synthesis is reduced to a mild and rapid ammonia treatment by using labile base-protecting groups. [O] . Schulhof, J C, Molko, D, Teoule, R 1987

机译：通过使用不稳定的碱保护基团，寡核苷酸合成中的最终脱保护步骤被还原为温和快速的氨处理。
6. Support: Unscheduled DNA Synthesis in Rat Liver Primary Cell Cultures with (Confidential), Revised Final Report, w/TSCA Health & Safety Study Cover Sheet & Continuation Sheet Dated 10/5/1999 (Sanitized) [R] . 1999

机译：支持：大鼠肝脏原代细胞培养中的非计划DNa合成（机密），修订后的最终报告，带有TsCa健康与安全研究封面和延续表，日期为10/5/1999（消毒）

Polymer support oligonucleotide synthesis XVIII1.2): use of β-cyanoethyi-N,N-dialkylamino-/N-morpholino phosphoramidite of deoxynucleosides for the synthesis of DNA fragments simplifying deprotection and isolation of the final product

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