Synthesis, Novel Crystal Structure, and β-Amyloid Binding Property of Re(I) (tricarbonyl)+ EHIDA Analogue

A neutral compound Re(CO)3(L) (L: 2-((2-(2,6-diethylphenylamino)-2-oxoethyl)(2-ethoxy-2-oxoethyl)amino)acetic acid, an IDA analogue) has been synthesized and evaluated for in vitro imaging probes of β-amyloid (Aβ) aggregates. Results of X-ray measurement of Re(CO)3(L) demonstrated that the coordina...

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Main Authors: Yang Yang, Jia Xin Zhang, Lin Zhu, Huabei Zhang
Format: Article
Language:English
Published: Wiley 2009-01-01
Series:Bioinorganic Chemistry and Applications
Online Access:http://dx.doi.org/10.1155/2009/702730
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author Yang Yang
Jia Xin Zhang
Lin Zhu
Huabei Zhang
author_facet Yang Yang
Jia Xin Zhang
Lin Zhu
Huabei Zhang
author_sort Yang Yang
collection DOAJ
description A neutral compound Re(CO)3(L) (L: 2-((2-(2,6-diethylphenylamino)-2-oxoethyl)(2-ethoxy-2-oxoethyl)amino)acetic acid, an IDA analogue) has been synthesized and evaluated for in vitro imaging probes of β-amyloid (Aβ) aggregates. Results of X-ray measurement of Re(CO)3(L) demonstrated that the coordination mode of Re(CO)3(L) was different from that of classical Re/Tc(I) (tricarbonyl)-IDA analogues; the structure of Re(CO)3(L) was confirmed by means of infrared spectrum, HPLC-UV, TOF MS, and X-ray measurements (Cambridge Crystallographic Data Centre number is 732731): monoclinic P21/c, a=15.6636 (12) Å, b=10.9360 (8) Å, c=27.756 (2) Å, α=90.000 (0)∘, β=90.783 (5)∘, γ=90.000 (0)∘, and Z=8. The binding affinity for β-amyloid plaques was assessed by in vitro binding assay using preformed synthetic Aβ(1–40) aggregates. The neutral compound Re(CO)3(L) showed binding affinity to Aβ aggregates at micromolar level by fluorescence spectroscopy, and this work will encourage for further exploration of imaging agents labeled by T99mc(CO)3+ center as probes for β-amyloid plaques in vivo.
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issn 1565-3633
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series Bioinorganic Chemistry and Applications
spelling doaj-art-84d0535a819f4972b024197204f2ad202025-02-03T01:24:15ZengWileyBioinorganic Chemistry and Applications1565-36331687-479X2009-01-01200910.1155/2009/702730702730Synthesis, Novel Crystal Structure, and β-Amyloid Binding Property of Re(I) (tricarbonyl)+ EHIDA AnalogueYang Yang0Jia Xin Zhang1Lin Zhu2Huabei Zhang3Key Laboratory of Radiopharmaceuticals, Beijing Normal University, Ministry of Education, Beijing 100875, ChinaKey Laboratory of Radiopharmaceuticals, Beijing Normal University, Ministry of Education, Beijing 100875, ChinaKey Laboratory of Radiopharmaceuticals, Beijing Normal University, Ministry of Education, Beijing 100875, ChinaKey Laboratory of Radiopharmaceuticals, Beijing Normal University, Ministry of Education, Beijing 100875, ChinaA neutral compound Re(CO)3(L) (L: 2-((2-(2,6-diethylphenylamino)-2-oxoethyl)(2-ethoxy-2-oxoethyl)amino)acetic acid, an IDA analogue) has been synthesized and evaluated for in vitro imaging probes of β-amyloid (Aβ) aggregates. Results of X-ray measurement of Re(CO)3(L) demonstrated that the coordination mode of Re(CO)3(L) was different from that of classical Re/Tc(I) (tricarbonyl)-IDA analogues; the structure of Re(CO)3(L) was confirmed by means of infrared spectrum, HPLC-UV, TOF MS, and X-ray measurements (Cambridge Crystallographic Data Centre number is 732731): monoclinic P21/c, a=15.6636 (12) Å, b=10.9360 (8) Å, c=27.756 (2) Å, α=90.000 (0)∘, β=90.783 (5)∘, γ=90.000 (0)∘, and Z=8. The binding affinity for β-amyloid plaques was assessed by in vitro binding assay using preformed synthetic Aβ(1–40) aggregates. The neutral compound Re(CO)3(L) showed binding affinity to Aβ aggregates at micromolar level by fluorescence spectroscopy, and this work will encourage for further exploration of imaging agents labeled by T99mc(CO)3+ center as probes for β-amyloid plaques in vivo.http://dx.doi.org/10.1155/2009/702730
spellingShingle Yang Yang
Jia Xin Zhang
Lin Zhu
Huabei Zhang
Synthesis, Novel Crystal Structure, and β-Amyloid Binding Property of Re(I) (tricarbonyl)+ EHIDA Analogue
Bioinorganic Chemistry and Applications
title Synthesis, Novel Crystal Structure, and β-Amyloid Binding Property of Re(I) (tricarbonyl)+ EHIDA Analogue
title_full Synthesis, Novel Crystal Structure, and β-Amyloid Binding Property of Re(I) (tricarbonyl)+ EHIDA Analogue
title_fullStr Synthesis, Novel Crystal Structure, and β-Amyloid Binding Property of Re(I) (tricarbonyl)+ EHIDA Analogue
title_full_unstemmed Synthesis, Novel Crystal Structure, and β-Amyloid Binding Property of Re(I) (tricarbonyl)+ EHIDA Analogue
title_short Synthesis, Novel Crystal Structure, and β-Amyloid Binding Property of Re(I) (tricarbonyl)+ EHIDA Analogue
title_sort synthesis novel crystal structure and β amyloid binding property of re i tricarbonyl ehida analogue
url http://dx.doi.org/10.1155/2009/702730
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