Hetero-substituted derivative of PtPFPP for intracellular O2 sensing of mammalian cells

Chiara Zanetti; Eimear Larkin; Anita R. Maguire; Dmitri B. Papkovsky

doi:10.1117/12.2669180

Hetero-substituted derivative of PtPFPP for intracellular O2 sensing of mammalian cells

Chiara Zanetti
, Eimear Larkin
, Anita R. Maguire
, Dmitri B. Papkovsky

University College Cork

Research output: Chapter in Book/Report/Conference proceedings › Conference proceeding › peer-review

Abstract

Optical Oxygen sensing is a convenient approach for monitoring and imaging molecular oxygen (O2) in biological samples, however existing intracellular O2-sensing probes still have some limitations. This study describes a new phosphorescent hetero-substituted derivative of Pt(II)-tetrakis(pentafluorophenyl)porphyrin (PtPFPP) obtained via a two-step thiol click-modification. Particularly, 1-thio-b-D-glucose (Glc) and thio-methyl-polyethylene-glycol (mPEG) moieties were covalently attached to PtPFPP, producing the trans-di-glucosylated-di-PEGylated derivative, PtGlc2PEG2 (trans). Previously, we demonstrated that such short PEG oligomers drastically reduce the translocation of the tetra- or tri-PEGylated derivatives across cell membrane. However, the new trans-di-PEGylated-di-glucosylated derivative provided efficient intracellular staining and O2 sensing (IcO2) of murine embryonic fibroblast (MEFs) cells.

Original language	English
Title of host publication	Optical Sensors 2023
Editors	Francesco Baldini, Jiri Homola, Robert A. Lieberman
Publisher	SPIE
ISBN (Electronic)	9781510662643
DOIs	https://doi.org/10.1117/12.2669180
Publication status	Published - 2023
Event	Optical Sensors 2023 - Prague, Czech Republic Duration: 24 Apr 2023 → 26 Apr 2023

Publication series

Name	Proceedings of SPIE - The International Society for Optical Engineering
Volume	12572
ISSN (Print)	0277-786X
ISSN (Electronic)	1996-756X

Conference

Conference	Optical Sensors 2023
Country/Territory	Czech Republic
City	Prague
Period	24/04/23 → 26/04/23

Keywords

bioimaging
Intracellular probes
Oxygen sensitive probes
Phosphorescent porphyrins
PtPFPP derivatives and bioconjugates
Thiol click modification

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10.1117/12.2669180

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Zanetti, C., Larkin, E., Maguire, A. R., & Papkovsky, D. B. (2023). Hetero-substituted derivative of PtPFPP for intracellular O2 sensing of mammalian cells. In F. Baldini, J. Homola, & R. A. Lieberman (Eds.), Optical Sensors 2023 Article 125721R (Proceedings of SPIE - The International Society for Optical Engineering; Vol. 12572). SPIE. https://doi.org/10.1117/12.2669180

@inproceedings{670f5f9207034a028cd73dc8ddf1e01a,

title = "Hetero-substituted derivative of PtPFPP for intracellular O2 sensing of mammalian cells",

abstract = "Optical Oxygen sensing is a convenient approach for monitoring and imaging molecular oxygen (O2) in biological samples, however existing intracellular O2-sensing probes still have some limitations. This study describes a new phosphorescent hetero-substituted derivative of Pt(II)-tetrakis(pentafluorophenyl)porphyrin (PtPFPP) obtained via a two-step thiol click-modification. Particularly, 1-thio-b-D-glucose (Glc) and thio-methyl-polyethylene-glycol (mPEG) moieties were covalently attached to PtPFPP, producing the trans-di-glucosylated-di-PEGylated derivative, PtGlc2PEG2 (trans). Previously, we demonstrated that such short PEG oligomers drastically reduce the translocation of the tetra- or tri-PEGylated derivatives across cell membrane. However, the new trans-di-PEGylated-di-glucosylated derivative provided efficient intracellular staining and O2 sensing (IcO2) of murine embryonic fibroblast (MEFs) cells.",

keywords = "bioimaging, Intracellular probes, Oxygen sensitive probes, Phosphorescent porphyrins, PtPFPP derivatives and bioconjugates, Thiol click modification",

author = "Chiara Zanetti and Eimear Larkin and Maguire, \{Anita R.\} and Papkovsky, \{Dmitri B.\}",

note = "Publisher Copyright: {\textcopyright} 2023 SPIE.; Optical Sensors 2023 ; Conference date: 24-04-2023 Through 26-04-2023",

year = "2023",

doi = "10.1117/12.2669180",

language = "English",

series = "Proceedings of SPIE - The International Society for Optical Engineering",

publisher = "SPIE",

editor = "Francesco Baldini and Jiri Homola and Lieberman, \{Robert A.\}",

booktitle = "Optical Sensors 2023",

address = "United States",

}

Zanetti, C, Larkin, E, Maguire, AR & Papkovsky, DB 2023, Hetero-substituted derivative of PtPFPP for intracellular O2 sensing of mammalian cells. in F Baldini, J Homola & RA Lieberman (eds), Optical Sensors 2023., 125721R, Proceedings of SPIE - The International Society for Optical Engineering, vol. 12572, SPIE, Optical Sensors 2023, Prague, Czech Republic, 24/04/23. https://doi.org/10.1117/12.2669180

Hetero-substituted derivative of PtPFPP for intracellular O2 sensing of mammalian cells. / Zanetti, Chiara; Larkin, Eimear; Maguire, Anita R. et al.
Optical Sensors 2023. ed. / Francesco Baldini; Jiri Homola; Robert A. Lieberman. SPIE, 2023. 125721R (Proceedings of SPIE - The International Society for Optical Engineering; Vol. 12572).

Research output: Chapter in Book/Report/Conference proceedings › Conference proceeding › peer-review

TY - GEN

T1 - Hetero-substituted derivative of PtPFPP for intracellular O2 sensing of mammalian cells

AU - Zanetti, Chiara

AU - Larkin, Eimear

AU - Maguire, Anita R.

AU - Papkovsky, Dmitri B.

PY - 2023

Y1 - 2023

N2 - Optical Oxygen sensing is a convenient approach for monitoring and imaging molecular oxygen (O2) in biological samples, however existing intracellular O2-sensing probes still have some limitations. This study describes a new phosphorescent hetero-substituted derivative of Pt(II)-tetrakis(pentafluorophenyl)porphyrin (PtPFPP) obtained via a two-step thiol click-modification. Particularly, 1-thio-b-D-glucose (Glc) and thio-methyl-polyethylene-glycol (mPEG) moieties were covalently attached to PtPFPP, producing the trans-di-glucosylated-di-PEGylated derivative, PtGlc2PEG2 (trans). Previously, we demonstrated that such short PEG oligomers drastically reduce the translocation of the tetra- or tri-PEGylated derivatives across cell membrane. However, the new trans-di-PEGylated-di-glucosylated derivative provided efficient intracellular staining and O2 sensing (IcO2) of murine embryonic fibroblast (MEFs) cells.

AB - Optical Oxygen sensing is a convenient approach for monitoring and imaging molecular oxygen (O2) in biological samples, however existing intracellular O2-sensing probes still have some limitations. This study describes a new phosphorescent hetero-substituted derivative of Pt(II)-tetrakis(pentafluorophenyl)porphyrin (PtPFPP) obtained via a two-step thiol click-modification. Particularly, 1-thio-b-D-glucose (Glc) and thio-methyl-polyethylene-glycol (mPEG) moieties were covalently attached to PtPFPP, producing the trans-di-glucosylated-di-PEGylated derivative, PtGlc2PEG2 (trans). Previously, we demonstrated that such short PEG oligomers drastically reduce the translocation of the tetra- or tri-PEGylated derivatives across cell membrane. However, the new trans-di-PEGylated-di-glucosylated derivative provided efficient intracellular staining and O2 sensing (IcO2) of murine embryonic fibroblast (MEFs) cells.

KW - bioimaging

KW - Intracellular probes

KW - Oxygen sensitive probes

KW - Phosphorescent porphyrins

KW - PtPFPP derivatives and bioconjugates

KW - Thiol click modification

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DO - 10.1117/12.2669180

M3 - Conference proceeding

AN - SCOPUS:85170645053

T3 - Proceedings of SPIE - The International Society for Optical Engineering

BT - Optical Sensors 2023

A2 - Baldini, Francesco

A2 - Homola, Jiri

A2 - Lieberman, Robert A.

PB - SPIE

T2 - Optical Sensors 2023

Y2 - 24 April 2023 through 26 April 2023

ER -

Hetero-substituted derivative of PtPFPP for intracellular O2 sensing of mammalian cells

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