Luminescent probes for indole-binding proteins derived from ruthenium(II) polypyridine complexes

Kenneth Kam-Wing Lo; Terence Kwok-Ming Lee; Kenneth Yin Zhang

doi:10.1016/j.ica.2005.07.027

Luminescent probes for indole-binding proteins derived from ruthenium(II) polypyridine complexes

Kenneth Kam-Wing Lo
, Terence Kwok-Ming Lee
, Kenneth Yin Zhang

Research output: Journal Publications and Reviews › RGC 21 - Publication in refereed journal › peer-review

34 Citations (Scopus)

Abstract

We report here the synthesis, characterisation, electrochemical, photophysical and protein-binding properties of four luminescent ruthenium(II) polypyridine indole complexes [Ru(bpy)₂(L1)](PF₆) ₂ (1), [Ru(bpy)₂(L2)](PF₆)₂ (2), [Ru(L1)₃](PF₆)₂ (1a), and [Ru(L2) ₃](PF₆)₂ (2a) (bpy = 2,2′-bipyridine; L1 = 4-(N-(2-indol-3-ylethyl)amido)-4′-methyl-2,2′-bipyridine; L2 = 4-(N-(6-N-(2-indol-3-ylethyl)hexanamidyl)amido)-4′-methyl-2, 2′-bipyridine). Their indole-free counterparts, [Ru(bpy) ₂(L3)](PF₆)₂ (3) and [Ru(L3) ₃](PF₆)₂ (3a) (L3 = 4-(N-(ethyl)amido)- 4′-methyl-2,2′-bipyridine), have also been synthesised for comparison purposes. Cyclic voltammetric studies revealed ruthenium-based oxidation at ca. +1.3 V versus SCE and diimine-based reductions at ca. -1.20 to -2.28 V. The indole moieties of complexes 1, 2, 1a and 2a displayed an irreversible wave at ca. +1.1 V versus SCE. All the ruthenium(II) complexes exhibited intense and long-lived orange-red triplet metal-to-ligand charge-transfer ³MLCT (dπ(Ru) → π*(L1-L3)) luminescence upon visible-light irradiation in fluid solutions at 298 K and in alcohol glass at 77 K. The binding of the indole-containing complexes to bovine serum album (BSA) has been studied by quenching experiments and emission titrations. © 2005 Elsevier B.V. All rights reserved.

Original language	English
Pages (from-to)	1845-1854
Journal	Inorganica Chimica Acta
Volume	359
Issue number	6
DOIs	https://doi.org/10.1016/j.ica.2005.07.027
Publication status	Published - 10 Apr 2006

Research Keywords

Bovine serum albumin
Emission quenching
Indole
Luminescence
Ruthenium(II) complexes

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@article{79cf16dbda2747d28e828a32be794c65,

title = "Luminescent probes for indole-binding proteins derived from ruthenium(II) polypyridine complexes",

abstract = "We report here the synthesis, characterisation, electrochemical, photophysical and protein-binding properties of four luminescent ruthenium(II) polypyridine indole complexes [Ru(bpy)2(L1)](PF6) 2 (1), [Ru(bpy)2(L2)](PF6)2 (2), [Ru(L1)3](PF6)2 (1a), and [Ru(L2) 3](PF6)2 (2a) (bpy = 2,2′-bipyridine; L1 = 4-(N-(2-indol-3-ylethyl)amido)-4′-methyl-2,2′-bipyridine; L2 = 4-(N-(6-N-(2-indol-3-ylethyl)hexanamidyl)amido)-4′-methyl-2, 2′-bipyridine). Their indole-free counterparts, [Ru(bpy) 2(L3)](PF6)2 (3) and [Ru(L3) 3](PF6)2 (3a) (L3 = 4-(N-(ethyl)amido)- 4′-methyl-2,2′-bipyridine), have also been synthesised for comparison purposes. Cyclic voltammetric studies revealed ruthenium-based oxidation at ca. +1.3 V versus SCE and diimine-based reductions at ca. -1.20 to -2.28 V. The indole moieties of complexes 1, 2, 1a and 2a displayed an irreversible wave at ca. +1.1 V versus SCE. All the ruthenium(II) complexes exhibited intense and long-lived orange-red triplet metal-to-ligand charge-transfer 3MLCT (dπ(Ru) → π*(L1-L3)) luminescence upon visible-light irradiation in fluid solutions at 298 K and in alcohol glass at 77 K. The binding of the indole-containing complexes to bovine serum album (BSA) has been studied by quenching experiments and emission titrations. {\textcopyright} 2005 Elsevier B.V. All rights reserved.",

keywords = "Bovine serum albumin, Emission quenching, Indole, Luminescence, Ruthenium(II) complexes",

author = "Lo, \{Kenneth Kam-Wing\} and Lee, \{Terence Kwok-Ming\} and Zhang, \{Kenneth Yin\}",

year = "2006",

month = apr,

day = "10",

doi = "10.1016/j.ica.2005.07.027",

language = "English",

volume = "359",

pages = "1845--1854",

journal = "Inorganica Chimica Acta",

issn = "0020-1693",

publisher = "Elsevier B.V.",

number = "6",

}

TY - JOUR

T1 - Luminescent probes for indole-binding proteins derived from ruthenium(II) polypyridine complexes

AU - Lo, Kenneth Kam-Wing

AU - Lee, Terence Kwok-Ming

AU - Zhang, Kenneth Yin

PY - 2006/4/10

Y1 - 2006/4/10

N2 - We report here the synthesis, characterisation, electrochemical, photophysical and protein-binding properties of four luminescent ruthenium(II) polypyridine indole complexes [Ru(bpy)2(L1)](PF6) 2 (1), [Ru(bpy)2(L2)](PF6)2 (2), [Ru(L1)3](PF6)2 (1a), and [Ru(L2) 3](PF6)2 (2a) (bpy = 2,2′-bipyridine; L1 = 4-(N-(2-indol-3-ylethyl)amido)-4′-methyl-2,2′-bipyridine; L2 = 4-(N-(6-N-(2-indol-3-ylethyl)hexanamidyl)amido)-4′-methyl-2, 2′-bipyridine). Their indole-free counterparts, [Ru(bpy) 2(L3)](PF6)2 (3) and [Ru(L3) 3](PF6)2 (3a) (L3 = 4-(N-(ethyl)amido)- 4′-methyl-2,2′-bipyridine), have also been synthesised for comparison purposes. Cyclic voltammetric studies revealed ruthenium-based oxidation at ca. +1.3 V versus SCE and diimine-based reductions at ca. -1.20 to -2.28 V. The indole moieties of complexes 1, 2, 1a and 2a displayed an irreversible wave at ca. +1.1 V versus SCE. All the ruthenium(II) complexes exhibited intense and long-lived orange-red triplet metal-to-ligand charge-transfer 3MLCT (dπ(Ru) → π*(L1-L3)) luminescence upon visible-light irradiation in fluid solutions at 298 K and in alcohol glass at 77 K. The binding of the indole-containing complexes to bovine serum album (BSA) has been studied by quenching experiments and emission titrations. © 2005 Elsevier B.V. All rights reserved.

AB - We report here the synthesis, characterisation, electrochemical, photophysical and protein-binding properties of four luminescent ruthenium(II) polypyridine indole complexes [Ru(bpy)2(L1)](PF6) 2 (1), [Ru(bpy)2(L2)](PF6)2 (2), [Ru(L1)3](PF6)2 (1a), and [Ru(L2) 3](PF6)2 (2a) (bpy = 2,2′-bipyridine; L1 = 4-(N-(2-indol-3-ylethyl)amido)-4′-methyl-2,2′-bipyridine; L2 = 4-(N-(6-N-(2-indol-3-ylethyl)hexanamidyl)amido)-4′-methyl-2, 2′-bipyridine). Their indole-free counterparts, [Ru(bpy) 2(L3)](PF6)2 (3) and [Ru(L3) 3](PF6)2 (3a) (L3 = 4-(N-(ethyl)amido)- 4′-methyl-2,2′-bipyridine), have also been synthesised for comparison purposes. Cyclic voltammetric studies revealed ruthenium-based oxidation at ca. +1.3 V versus SCE and diimine-based reductions at ca. -1.20 to -2.28 V. The indole moieties of complexes 1, 2, 1a and 2a displayed an irreversible wave at ca. +1.1 V versus SCE. All the ruthenium(II) complexes exhibited intense and long-lived orange-red triplet metal-to-ligand charge-transfer 3MLCT (dπ(Ru) → π*(L1-L3)) luminescence upon visible-light irradiation in fluid solutions at 298 K and in alcohol glass at 77 K. The binding of the indole-containing complexes to bovine serum album (BSA) has been studied by quenching experiments and emission titrations. © 2005 Elsevier B.V. All rights reserved.

KW - Bovine serum albumin

KW - Emission quenching

KW - Indole

KW - Luminescence

KW - Ruthenium(II) complexes

UR - https://www.scopus.com/pages/publications/33644891889

UR - https://www.scopus.com/pages/publications/33644891889#tab=impact

U2 - 10.1016/j.ica.2005.07.027

DO - 10.1016/j.ica.2005.07.027

M3 - RGC 21 - Publication in refereed journal

SN - 0020-1693

VL - 359

SP - 1845

EP - 1854

JO - Inorganica Chimica Acta

JF - Inorganica Chimica Acta

IS - 6

ER -

Luminescent probes for indole-binding proteins derived from ruthenium(II) polypyridine complexes

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