哌啶
化学
哌嗪
胺气处理
固相合成
肽合成
肽
组合化学
二甲基甲酰胺
有机化学
立体化学
生物化学
溶剂
出处
期刊:ACS omega
[American Chemical Society]
日期:2022-03-29
卷期号:7 (14): 12015-12020
被引量:4
标识
DOI:10.1021/acsomega.2c00214
摘要
DKP (diketopiperazine) formation is a ubiquitous side reaction in SPPS (solid-phase peptide synthesis) that is highly sequence-dependent. Secondary amino acids are extremely prone to host such a side reaction. DKP formation is predominantly induced at the Fmoc (fluorenylmethyloxycarbonyl)-removal step mediated by a secondary amine, which conventionally employs piperidine/DMF (dimethylformamide). In this study, alternative Fmoc-removal solution 2% DBU (1,8-diazabicyclo[5.4.0]undec-7-ene)/5% piperazine/NMP (N-methyl-2-pyrrolidone) led to drastic DKP reduction relative to 20% piperidine/DMF.
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