Magtaan Jordan Kevin, Devocelle Marc, Kelleher Fintan
Molecular Design and Synthesis Group, Centre of Applied Science for Health, Institute of Technology Tallaght, Dublin, Ireland.
Department of Pharmaceutical & Medicinal Chemistry, Royal College of Surgeons in Ireland, Dublin, Ireland.
J Pept Sci. 2019 Jan;25(1):e3139. doi: 10.1002/psc.3139.
Dimethylformamide (DMF), which is still the most commonly used solvent for Fmoc-SPPS, has the potential for degradation over time on exposure to air (and water vapour) and storage, to give dimethylamine and formic acid impurities. In particular, dimethylamine can lead to unwanted deprotection of the fluorenylmethyloxycarbonyl (Fmoc) group during, for example, the initial loading of Fmoc amino acids in SPPS, which leads reduced calculated loading values. We have found that treatment of such aged DMF by simple sparging with an inert gas (N ), or vacuum sonication, can regenerate the DMF in order to restore loading levels back to those found for newer, fresh, DMF samples.
二甲基甲酰胺（DMF）仍是芴甲氧羰基固相肽合成（Fmoc-SPPS）中最常用的溶剂，随着时间推移，暴露于空气（和水蒸气）以及储存过程中，它有降解的可能性，会产生二甲胺和甲酸杂质。特别是，二甲胺可能会在例如固相肽合成中芴甲氧羰基（Fmoc）氨基酸的初始装载过程中导致Fmoc基团意外脱保护，从而导致计算的装载值降低。我们发现，通过用惰性气体（N）简单鼓泡或真空超声处理这种老化的DMF，可以使DMF再生，以便将装载水平恢复到较新的新鲜DMF样品的水平。
