Chiral phosphorescent probes for amino acids: hybrids of iridium(III) complexes with synthetic saponite
Chiral phosphorescent probes for amino acids: hybrids of iridium(III) complexes with synthetic saponite
复制标题
DOI：
10.1039/c6nj03777a
复制
发表时间：
2017-03
影响因子：
3.3
通讯作者：
Hisako Sato;K. Tamura;T. Yajima;Fumio Sato;A. Yamagishi
中科院分区：
文献类型：
--
作者：
Hisako Sato;K. Tamura;T. Yajima;Fumio Sato;A. Yamagishi
报道了一种氨基酸手性荧光探针的研制。合成了两种手性铱配合物：[Ir（dfppy）2（R-pep-bpy）]+（dfppyH = 2′，4 ′-二氟苯基吡啶）、R-pep-bpy = 4，4 ′-双（（R-1，2-二甲基丙基）氨基羰基-2，2 ′-联吡啶）和[Ir（piq）2（R-pep-bpy）]+（piqH = 1-苯基异喹啉）。在两种配合物中，2，2 ′-联吡啶上都连接了氨基（R-pep-），以增加对氨基酸的亲和力。配合物在手性柱上进行了光学拆分。当配合物被合成皂石的胶体颗粒吸附时，它们甚至在含水介质中也具有高发射性。[Ir（dfppy）_2（R-pep-bpy）]~+与色氨酸甲酯结合后，荧光强度发生明显的猝灭。通过使用对映体络合物，对各种氨基酸衍生物的对映体选择性淬灭的可能性进行了检查。
An attempt of developing a chiral luminescent probe for amino acids was described. Two types of chiral iridium(III) complexes were synthesized: [Ir(dfppy)2(R-pep-bpy)]+ (dfppyH = 2-(2′,4′-difluorophenyl)pyridine); R-pep-bpy = 4,4′-bis((R-1,2-dimethylpropyl)aminocarbonyl-2,2′-bipyridine) and [Ir(piq)2(R-pep-bpy)]+ (piqH = 1-phenyisoquinoline). In both complexes, amido groups (R-pep-) were attached to 2,2′-bipyridine with an intension of increasing the affinity for an amino acid. The complexes were optically resolved on a chiral column. When the complexes were adsorbed by the colloidal particles of synthetic saponite, they were highly emissive even in a medium containing water. The remarkable quenching of emission was observed for the combination of [Ir(dfppy)2(R-pep-bpy)]+ and tryptophan methyl ester. By the use of the enantiomeric complexes, the possibility of enantioselective quenching was examined for various amino acid derivatives.