Luminescent crown ether amino acids:: Selective binding to N-terminal lysine in peptides

Luminescent crown ether amino acids:: Selective binding to N-terminal lysine in peptides
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DOI:
10.1021/jo048105y
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发表时间:
2005-01-21
影响因子:
3.6
通讯作者:
König, B
König, B
中科院分区:
化学2区
文献类型:
--
作者:
Mandl, CP;König, B

文献摘要

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合成了含发光邻苯二甲酸酯或邻苯二甲酰亚胺的冠醚氨基酸(CEAA)。简单的多肽化学以共价方式将大环捆绑在一起,得到双取代的铵离子结合剂。这两个冠醚基团的结合事件独立地通过它们的特定发射性质的变化来监测。双-CEAA对双铵离子的亲和力是距离相关的,这使得可以区分不同位置含有赖氨酸残基的异构体小肽。
Crown ether amino acids (CEAAs) with a luminescent phthalic ester or phthalimide moiety have been prepared. Simple peptide chemistry covalently tethers the macrocycles to give ditopic ammonium-ion binders. The binding events of both crown ether groups are monitored independently by changes of their specific emission properties. The affinity of the bis-CEAA to bis-ammonium ions is distance dependent, which allows distinguishing between isomeric small peptides containing a lysine residue in different positions.