席夫碱
迈克尔反应
铜
电化学
石墨烯
亲核细胞
化学
高分子化学
组合化学
对映体
儿茶酚
氧化物
材料科学
立体化学
有机化学
电极
纳米技术
催化作用
物理化学
作者
Yang Xing,Xiaohui Niu,Zunli Mo,Ruibin Guo,Nijuan Liu,Peng Zhao,Zhenyu Liu
标识
DOI:10.1016/j.electacta.2019.07.040
摘要
A novel approach for the fabrication of chiral sensing platform via the Michael addition or Schiff base reaction between functionalized graphene with polydopamine (rGO-PDA) and L-lysine (L-Lys) was first put forward. GO can be modified and reduced simultaneously via using dopamine. By utilizing catechol functional group on PDA, L-Lys combined with rGO-PDA via the Michael addition or Schiff base reaction. Michael addition reaction occurred between electrophilic conjugate system (L-Lys) and nucleophilic negative carbon ion (rGO-PDA). We firstly synthesized the L-Lys copper (II) (L-Lys-Cu) complex to protect the chiral sites on L-Lys. The terminal amino group on L-Lys-Cu will interact with rGO-PDA by Michael addition or Schiff base reaction to synthesize rGO-PDA/L-Lys copper (II) composite. The copper ions in rGO-PDA/L-Lys copper (II) composite were removed to prepare rGO-PDA-L-Lys chiral composite, which was served as electroactive materials to discriminate tryptophan (Trp) enantiomers via electrochemical method. The results showed that the rGO-PDA-L-Lys showed better affinity for D-Trp than L-Trp owing to the formation of diastereomeric complexes between enantiomer (D-Trp) and selector (L-Lys). Besides, the proposed rGO-PDA-L-Lys showed great application potential in actual samples.
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