Automated Synthesis Protocol of Sequence‐Defined Oligo‐Urethane‐Amides Using Thiolactone Chemistry,Macromolecular Rapid Communications

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Automated Synthesis Protocol of Sequence‐Defined Oligo‐Urethane‐Amides Using Thiolactone Chemistry
Macromolecular Rapid Communications ( IF 4.2 ) Pub Date : 2018-11-19 , DOI: 10.1002/marc.201800685
Joshua O. Holloway ₁ , Chiel Mertens ₁ , Filip E. Du Prez ₁ , Nezha Badi _{1,

2}

Affiliation

An automated, iterative protocol for the synthesis of multifunctional, sequence‐defined oligo‐urethane‐amides using thiolactone chemistry is reported. Here, sequenced functionalization of the backbone is easily introduced using commercially available primary amines. The chemistry is carried out on solid phase using different supports for better optimization of the synthetic protocol and in order to demonstrate the versatility of the approach. This technique is very effective for iterative synthesis and solid‐phase chemistry and enables the exploration of full automation of this approach using a robotic peptide synthesizer. As a result, this automated protocol allows for the synthesis of a sequence‐defined nonamer of high purity.

中文翻译：

硫代内酯化学自动合成序列定义的低聚氨基甲酸酯酰胺

报道了使用硫代内酯化学合成多功能，序列定义的低聚氨基甲酸酯酰胺的自动化迭代方案。在此，使用市售的伯胺很容易引入骨架的顺序官能化。化学反应使用不同的载体在固相上进行，以更好地优化合成方案，并证明该方法的多功能性。这项技术对于迭代合成和固相化学非常有效，并且可以使用机器人肽合成仪探索这种方法的完全自动化。结果，该自动化方案可以合成高纯度的序列定义的九聚体。

更新日期：2018-11-19

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