铼（I）多吡啶生物素配合物作为一类新型抗生物素蛋白发光探针的设计

Design of rhenium(I) polypyridine biotin complexes as a new class of luminescent probes for avidin.

作者信息

Lo Kenneth Kam-Wing, Hui Wai-Ki

机构信息

Department of Biology and Chemistry, City University of Hong Kong, Tat Chee Avenue, Kowloon, Hong Kong, People's Republic of China.

出版信息

Inorg Chem. 2005 Mar 21;44(6):1992-2002. doi: 10.1021/ic049059n.

DOI:10.1021/ic049059n

PMID:15762726

Abstract

This paper describes the design of a series of luminescent rhenium(I) polypyridine biotin complexes containing different spacer-arms, Re(N-N)(CO)3 (py-4-CH2-NH-biotin) (py-4-CH2-NH-biotin = 4-(biotinamidomethyl)pyridine; N-N = 1,10-phenanthroline, phen (1a), 3,4,7,8-tetramethyl-1,10-phenanthroline, Me4-phen (2a), 2,9-dimethyl-4,7-diphenyl-1,10-phenanthroline, Me2-Ph2-phen (3a), dipyrido[3,2-f:2',3'-h]quinoxaline, dpq (4a)), Re(N-N)(CO)3 (py-3-CO-NH-en-NH-biotin) (py-3-CO-NH-en-NH-biotin = 3-(N-((2-biotinamido)ethyl)amido)pyridine; N-N = phen (1b), Me4-phen (2b), Me2-Ph2-phen (3b), dpq (4b)), and Re(N-N)(CO)3 (py-4-CH2-NH-cap-NH-biotin) (py-4-CH2-NH-cap-NH-biotin = 4-(N-((6-biotinamido)hexanoyl)aminomethyl)pyridine; N-N = phen (1c), Me4-phen (2c), Me2-Ph(2)-phen (3c), dpq (4c)). Upon irradiation, all of the rhenium(I)-biotin complexes exhibited intense and long-lived triplet metal-to-ligand charge-transfer (3MLCT) (d pi(Re) --> pi* (diimine)) emission in fluid solutions at 298 K. The interactions of these biotin-containing complexes with avidin have been studied by 4'-hydroxyazobenzene-2-carboxylic acid (HABA) assays, emission titrations, and competitive association and dissociation assays. On the basis of the results of these experiments, homogeneous assays for biotin and avidin have been designed.

摘要

本文描述了一系列含有不同间隔臂的发光铼（I）多吡啶生物素配合物的设计，Re(N-N)(CO)3 (py-4-CH2-NH-biotin)（py-4-CH2-NH-biotin = 4-(生物素酰胺甲基)吡啶；N-N = 1,10-菲咯啉，phen (1a)，3,4,7,8-四甲基-1,10-菲咯啉，Me4-phen (2a)，2,9-二甲基-4,7-二苯基-1,10-菲咯啉，Me2-Ph2-phen (3a)，二吡啶并[3,2-f:2',3'-h]喹喔啉，dpq (4a)），Re(N-N)(CO)3 (py-3-CO-NH-en-NH-biotin)（py-3-CO-NH-en-NH-biotin = 3-(N-((2-生物素酰胺基)乙基)酰胺基)吡啶；N-N = phen (1b)，Me4-phen (2b)，Me2-Ph2-phen (3b)，dpq (4b)），以及Re(N-N)(CO)3 (py-4-CH2-NH-cap-NH-biotin)（py-4-CH2-NH-cap-NH-biotin = 4-(N-((6-生物素酰胺基)己酰基)氨基甲基)吡啶；N-N = phen (1c)，Me4-phen (2c)，Me2-Ph(2)-phen (3c)，dpq (4c)）。在298 K的流体溶液中，经照射后，所有铼（I）-生物素配合物均表现出强烈且长寿命的三重态金属到配体电荷转移（3MLCT）（d π(Re) --> π* (二亚胺)）发射。通过4'-羟基偶氮苯-2-羧酸（HABA）测定、发射滴定以及竞争性缔合和解离测定，研究了这些含生物素的配合物与抗生物素蛋白的相互作用。基于这些实验结果，设计了生物素和抗生物素蛋白的均相测定方法。