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A series of novel N-alkyl linkers that connect small-molecule library members with their encoding DNA oligonucleotides has been developed. In comparison with the standard amide linker (usually constructed with oligo-AOP-NH2 ), the N-alkyl linker is not only more chemically stable, but also provides better structural diversity at the linkage point. Chemical variety in the vicinity of the polyglycol terminus, in particular, could affect binding interactions with the target protein. It could have been neglected in previous DNA-encoded chemical library (DEL) synthesis and screening studies due to the limited linkage alternatives. With these linkers, one can produce versatile key intermediates as Cycle 1 products directly amenable to Cycle 2 chemistry without the use of protecting groups. As a result, a DEL synthesis process that uses the fewest chemical conversions, such as 3-step, 3-cycle DELs, can achieve higher synthetic efficiency while creating less DNA tag degradation, resulting in higher quality DELs. © 2022 Wiley-VCH GmbH.


Zhao-Mei Sun, Shao-Guang Yang, Li-Jun Xue, Jie Zhang, Kexin Yang, Yun-Jin Hu. N-Alkyl Linkers for DNA-Encoded Chemical Libraries. Chemistry, an Asian journal. 2022 Apr 01;17(7):e202200016

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PMID: 35254005

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