Trityl radicals in perfluorocarbon emulsions as stable, sensitive, and biocompatible oximetry probes

Ilirian Dhimitruka; Yasmin Alsayed Alzarie; Craig Hemann; Alexandre Samouilov; Jay L. Zweier

doi:10.1016/j.bmcl.2016.10.066

Trityl radicals in perfluorocarbon emulsions as stable, sensitive, and biocompatible oximetry probes

Ilirian Dhimitruka, Yasmin Alsayed Alzarie, Craig Hemann, Alexandre Samouilov, Jay L. Zweier

Research output: Contribution to journal › Article › peer-review

3 Scopus citations

Abstract

EPR oximetry with the use of trityl radicals can enable sensitive O₂ measurement in biological cells and tissues. However, in vitro cellular and in vivo biological applications are limited by rapid trityl probe degradation or biological clearance and the need to enhance probe O₂ sensitivity. We synthesized novel perfluorocarbon (PFC) emulsions, ∼200 nm droplet size, containing esterified perchlorinated triphenyl methyl (PTM) radicals dispersed in physiological aqueous buffers. These formulations exhibit excellent EPR signal stability, over 20-fold greater than free PTM probes, with high oxygen sensitivity ∼17 mG/mmHg enabling pO₂ measurement in aqueous solutions or cell suspensions with sensitivity >0.5 mmHg. Thus, PFC-PTM probes hold great promise to enable combined O₂ delivery and sensing as needed to restore or enhance tissue oxygenation in disease.

Original language	English (US)
Pages (from-to)	5685-5688
Number of pages	4
Journal	Bioorganic and Medicinal Chemistry Letters
Volume	26
Issue number	23
DOIs	https://doi.org/10.1016/j.bmcl.2016.10.066
State	Published - Dec 1 2016
Externally published	Yes

Keywords

Cellular respiration
EPR oximetry
Oxygen sensitivity
Perchlorotriphenyl methyl radicals
Perfluorocarbon emulsions

ASJC Scopus subject areas

Biochemistry
Molecular Medicine
Molecular Biology
Pharmaceutical Science
Drug Discovery
Clinical Biochemistry
Organic Chemistry

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10.1016/j.bmcl.2016.10.066

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title = "Trityl radicals in perfluorocarbon emulsions as stable, sensitive, and biocompatible oximetry probes",

abstract = "EPR oximetry with the use of trityl radicals can enable sensitive O2 measurement in biological cells and tissues. However, in vitro cellular and in vivo biological applications are limited by rapid trityl probe degradation or biological clearance and the need to enhance probe O2 sensitivity. We synthesized novel perfluorocarbon (PFC) emulsions, ∼200 nm droplet size, containing esterified perchlorinated triphenyl methyl (PTM) radicals dispersed in physiological aqueous buffers. These formulations exhibit excellent EPR signal stability, over 20-fold greater than free PTM probes, with high oxygen sensitivity ∼17 mG/mmHg enabling pO2 measurement in aqueous solutions or cell suspensions with sensitivity >0.5 mmHg. Thus, PFC-PTM probes hold great promise to enable combined O2 delivery and sensing as needed to restore or enhance tissue oxygenation in disease.",

keywords = "Cellular respiration, EPR oximetry, Oxygen sensitivity, Perchlorotriphenyl methyl radicals, Perfluorocarbon emulsions",

author = "Ilirian Dhimitruka and Alzarie, {Yasmin Alsayed} and Craig Hemann and Alexandre Samouilov and Zweier, {Jay L.}",

year = "2016",

month = dec,

day = "1",

doi = "10.1016/j.bmcl.2016.10.066",

language = "English (US)",

volume = "26",

pages = "5685--5688",

journal = "Bioorganic and Medicinal Chemistry Letters",

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TY - JOUR

T1 - Trityl radicals in perfluorocarbon emulsions as stable, sensitive, and biocompatible oximetry probes

AU - Dhimitruka, Ilirian

AU - Alzarie, Yasmin Alsayed

AU - Hemann, Craig

AU - Samouilov, Alexandre

AU - Zweier, Jay L.

PY - 2016/12/1

Y1 - 2016/12/1

N2 - EPR oximetry with the use of trityl radicals can enable sensitive O2 measurement in biological cells and tissues. However, in vitro cellular and in vivo biological applications are limited by rapid trityl probe degradation or biological clearance and the need to enhance probe O2 sensitivity. We synthesized novel perfluorocarbon (PFC) emulsions, ∼200 nm droplet size, containing esterified perchlorinated triphenyl methyl (PTM) radicals dispersed in physiological aqueous buffers. These formulations exhibit excellent EPR signal stability, over 20-fold greater than free PTM probes, with high oxygen sensitivity ∼17 mG/mmHg enabling pO2 measurement in aqueous solutions or cell suspensions with sensitivity >0.5 mmHg. Thus, PFC-PTM probes hold great promise to enable combined O2 delivery and sensing as needed to restore or enhance tissue oxygenation in disease.

AB - EPR oximetry with the use of trityl radicals can enable sensitive O2 measurement in biological cells and tissues. However, in vitro cellular and in vivo biological applications are limited by rapid trityl probe degradation or biological clearance and the need to enhance probe O2 sensitivity. We synthesized novel perfluorocarbon (PFC) emulsions, ∼200 nm droplet size, containing esterified perchlorinated triphenyl methyl (PTM) radicals dispersed in physiological aqueous buffers. These formulations exhibit excellent EPR signal stability, over 20-fold greater than free PTM probes, with high oxygen sensitivity ∼17 mG/mmHg enabling pO2 measurement in aqueous solutions or cell suspensions with sensitivity >0.5 mmHg. Thus, PFC-PTM probes hold great promise to enable combined O2 delivery and sensing as needed to restore or enhance tissue oxygenation in disease.

KW - Cellular respiration

KW - EPR oximetry

KW - Oxygen sensitivity

KW - Perchlorotriphenyl methyl radicals

KW - Perfluorocarbon emulsions

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DO - 10.1016/j.bmcl.2016.10.066

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JO - Bioorganic and Medicinal Chemistry Letters

JF - Bioorganic and Medicinal Chemistry Letters

IS - 23

ER -

Trityl radicals in perfluorocarbon emulsions as stable, sensitive, and biocompatible oximetry probes

Abstract

Keywords

ASJC Scopus subject areas

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