TY - JOUR
T1 - A triphenylphosphonium-functionalised cyclometalated platinum(II) complex as a nucleolus-specific two-photon molecular dye
AU - Koo, Chi-Kin
AU - So, Leo K.-Y.
AU - Wong, Ka-Leung
AU - Ho, Yu-Man
AU - Lam, Yun-Wah
AU - Lam, Michael H.-W.
AU - Cheah, Kwok-Wai
AU - Cheng, Chopen Chan-Wut
AU - Kwok, Wai-Ming
PY - 2010/4/6
Y1 - 2010/4/6
N2 - An organometallic cyclometalated platinum(II) complex, [Pt(L 3)Cl] [PF6], has been synthesised from a specially designed cyclometalating ligand, HL3 (triphenyl{5-[3-(6- phenylpyridin-2-yl)-l//-pyrazol-1-yl]pentyl}phosphonium chloride), that contains a pendant carbon chain carrying a terminal cationic triphenylphosphonium moiety. Aside from its room temperature single-photon luminescent properties in solution, [Pt(L3)Cl] + can also produce two-photon-induced luminescence at room temperature upon excitation at 700 nm from a mode- locked Ti: sapphire laser. Its twophoton absorption cross-section in DMF at room temperature was measured to be 28.0 x 10-50cm4 s photon-1. [Pt(L3)Cl]+ is able to selectively stain the cell nucleolus. This has been demonstrated by two-photon confocal imaging of live and methanol-fixed HeLa (human cervical carcinoma) and 3T3 (mouse skin fibroblasts) cells. This organelle specificity is likely to be related to its special affinity for proteins within cell nucleoli. As a result of such protein affinity, [Pt(L3)Cl]+ is an efficient RNA transcription inhibitor and shows rather profound cytotoxicity. On the other hand, the organelle-specific labelling and two-photon-induced luminescent properties of [Pt(L3)Cl]+ renders it a useful nuclear dye for the 3-dimensional reconstruction of optical sections of thick tissues, for example, mouse ileum tissues, by multiphoton confocal microscopy. © 2010 Wiley-VCH. Verlag GmbH & Co. KGaA.
AB - An organometallic cyclometalated platinum(II) complex, [Pt(L 3)Cl] [PF6], has been synthesised from a specially designed cyclometalating ligand, HL3 (triphenyl{5-[3-(6- phenylpyridin-2-yl)-l//-pyrazol-1-yl]pentyl}phosphonium chloride), that contains a pendant carbon chain carrying a terminal cationic triphenylphosphonium moiety. Aside from its room temperature single-photon luminescent properties in solution, [Pt(L3)Cl] + can also produce two-photon-induced luminescence at room temperature upon excitation at 700 nm from a mode- locked Ti: sapphire laser. Its twophoton absorption cross-section in DMF at room temperature was measured to be 28.0 x 10-50cm4 s photon-1. [Pt(L3)Cl]+ is able to selectively stain the cell nucleolus. This has been demonstrated by two-photon confocal imaging of live and methanol-fixed HeLa (human cervical carcinoma) and 3T3 (mouse skin fibroblasts) cells. This organelle specificity is likely to be related to its special affinity for proteins within cell nucleoli. As a result of such protein affinity, [Pt(L3)Cl]+ is an efficient RNA transcription inhibitor and shows rather profound cytotoxicity. On the other hand, the organelle-specific labelling and two-photon-induced luminescent properties of [Pt(L3)Cl]+ renders it a useful nuclear dye for the 3-dimensional reconstruction of optical sections of thick tissues, for example, mouse ileum tissues, by multiphoton confocal microscopy. © 2010 Wiley-VCH. Verlag GmbH & Co. KGaA.
KW - Imaging agents
KW - Optical tissue sectioning
KW - Organelle-specific labeling
KW - Platinum
KW - Two-photon imaging
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U2 - 10.1002/chem.200902919
DO - 10.1002/chem.200902919
M3 - RGC 21 - Publication in refereed journal
C2 - 20309966
SN - 0947-6539
VL - 16
SP - 3942
EP - 3950
JO - Chemistry - A European Journal
JF - Chemistry - A European Journal
IS - 13
ER -