Rigid luminescent bis-zinc(II)-bis-cyclen complexes for the detection of phosphate anions and non-covalent protein labeling in aqueous solution

Mouchumi Bhuyan, Evgeny Katayev, Stefan Stadlbauer, Hiroshi Nonaka, Akio Ojida, Itaru Hamachi, Burkhard König

研究成果: ジャーナルへの寄稿記事

31 引用 (Scopus)

抄録

A series of water-soluble bis- and tetrakis-ZnII-cyclen complexes with rigid structures was prepared to enhance the carboxylate and phosphate ion binding response in contrast to analogues with less-confined molecular structures. Boc-protected 6-chloro-1,3,5-triazine-bis-cyclen was coupled to different aryl and alkyl moieties in moderate to high yields and subsequently converted into the corresponding bis- or tetrakis-Zn II-cyclen complexes. The bis-ZnII-cyclen moiety is known for its affinity to anions. Depending on the arene substituent some of the synthesized synthetic receptors are luminescent. They were studied by absorption and emission spectroscopy for their response to the presence of phosphate anions of biological relevance in buffered aqueous solution at neutral pH and for their affinity to the genetically encodable oligoaspartate and glutamate sequences (D4 and E4 tag) recently introduced. The rigid structures of the compounds enhance the electronic coupling between the metal complex binding site and the reporter dye. This leads to an increased anion binding response in homogeneous aqueous solution.

元の言語英語
ページ(範囲)2807-2817
ページ数11
ジャーナルEuropean Journal of Organic Chemistry
発行部数15
DOI
出版物ステータス出版済み - 5 1 2011

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Labeling
marking
Anions
Zinc
phosphates
zinc
Phosphates
rigid structures
anions
aqueous solutions
proteins
Rigid structures
affinity
glutamates
Proteins
Artificial Receptors
carboxylates
Coordination Complexes
Emission spectroscopy
absorption spectroscopy

All Science Journal Classification (ASJC) codes

  • Physical and Theoretical Chemistry
  • Organic Chemistry

これを引用

Rigid luminescent bis-zinc(II)-bis-cyclen complexes for the detection of phosphate anions and non-covalent protein labeling in aqueous solution. / Bhuyan, Mouchumi; Katayev, Evgeny; Stadlbauer, Stefan; Nonaka, Hiroshi; Ojida, Akio; Hamachi, Itaru; König, Burkhard.

:: European Journal of Organic Chemistry, 番号 15, 01.05.2011, p. 2807-2817.

研究成果: ジャーナルへの寄稿記事

Bhuyan, Mouchumi ; Katayev, Evgeny ; Stadlbauer, Stefan ; Nonaka, Hiroshi ; Ojida, Akio ; Hamachi, Itaru ; König, Burkhard. / Rigid luminescent bis-zinc(II)-bis-cyclen complexes for the detection of phosphate anions and non-covalent protein labeling in aqueous solution. :: European Journal of Organic Chemistry. 2011 ; 番号 15. pp. 2807-2817.
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abstract = "A series of water-soluble bis- and tetrakis-ZnII-cyclen complexes with rigid structures was prepared to enhance the carboxylate and phosphate ion binding response in contrast to analogues with less-confined molecular structures. Boc-protected 6-chloro-1,3,5-triazine-bis-cyclen was coupled to different aryl and alkyl moieties in moderate to high yields and subsequently converted into the corresponding bis- or tetrakis-Zn II-cyclen complexes. The bis-ZnII-cyclen moiety is known for its affinity to anions. Depending on the arene substituent some of the synthesized synthetic receptors are luminescent. They were studied by absorption and emission spectroscopy for their response to the presence of phosphate anions of biological relevance in buffered aqueous solution at neutral pH and for their affinity to the genetically encodable oligoaspartate and glutamate sequences (D4 and E4 tag) recently introduced. The rigid structures of the compounds enhance the electronic coupling between the metal complex binding site and the reporter dye. This leads to an increased anion binding response in homogeneous aqueous solution.",
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AU - König, Burkhard

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