Mass spectroscopic investigation of bis-1,3-urea calix[4]arenes and their ability to complex N-protected a-amino acids
Mass spectroscopic investigation of bis-1,3-urea calix[4]arenes and their ability to complex N-protected a-amino acids
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双-1,3-脲杯[4]芳烃的质谱研究及其络合N-保护的α-氨基酸的能力
DOI：
10.1007/s10847-009-9687-6
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发表时间：
2009
影响因子：
2.3
通讯作者：
Bew S
中科院分区：
文献类型：
--
作者：
Bew S
我们报道了脲附加在构象锁定的“锥形”杯[4]芳烃的上边缘上的能力，显示出对结合特异性N-保护的α-氨基酸的偏好。当杯[4]芳烃“主体”和脲基序之间存在亚甲基桥时，观察到N-保护的α-氨基产物和双-1，3-N-苄基脲类杯[4]芳烃之间的上级络合（通过质谱判断）。有趣的是，我们还证明，使结构不同的N-Fmoc-α-氨基酸的混合物与单一的双-1，3-N-苄基脲衍生的杯[4]芳烃接触，在某些情况下，杯[4]芳烃“宿主”可以选择性地从混合物中“挑出”并复合特定的N-Fmoc氨基酸。
We report the ability of urea’s appended onto the upper-rim of conformationally locked ‘cone’ calix[4]arenes to show a preference for binding specificN-protected α-amino acids. Superior complexation (as judged by mass spectroscopy) betweenN-protected α-amino results and bis-1,3-N-benzylureas calix[4]arenes was observed when methylene bridges were present between the calix[4]arene ‘host’ and the urea motif. Interestingly we also demonstrate that subjecting mixtures of structurally diverseN-Fmoc-α-amino acids to a single bis-1,3-N-benzylurea derived calix[4]arene allows, in some cases, the calix[4]arene ‘host’ to selectively ‘pick out’ and complex a specificN-Fmoc amino acid from the mixture.