Self-calibrating viscosity probes: Design and subcellular localization

Marianna Dakanali; Thai H. Do; Austin Horn; Akaraphon Chongchivivat; Tuptim Jarusreni; Darcy Lichlyter; Gianni Guizzunti; Mark A. Haidekker; Emmanuel A. Theodorakis

doi:10.1016/j.bmc.2012.05.026

Self-calibrating viscosity probes: Design and subcellular localization

Marianna Dakanali, Thai H. Do, Austin Horn, Akaraphon Chongchivivat, Tuptim Jarusreni, Darcy Lichlyter, Gianni Guizzunti, Mark A. Haidekker, Emmanuel A. Theodorakis

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

25 Scopus citations

Abstract

We describe the design, synthesis and fluorescence profiles of new self-calibrating viscosity dyes in which a coumarin (reference fluorophore) has been covalently linked with a molecular rotor (viscosity sensor). Characterization of their fluorescence properties was made with separate excitation of the units and through resonance energy transfer from the reference to the sensor dye. We have modified the linker and the substitution of the rotor in order to change the hydrophilicity of these probes thereby altering their subcellular localization. For instance, hydrophilic dye 12 shows a homogeneous distribution inside the cell and represents a suitable probe for viscosity measurements in the cytoplasm.

Original language	English (US)
Pages (from-to)	4443-4450
Number of pages	8
Journal	Bioorganic and Medicinal Chemistry
Volume	20
Issue number	14
DOIs	https://doi.org/10.1016/j.bmc.2012.05.026
State	Published - Jul 15 2012

Keywords

Fluorescence
Molecular rotor
Ratiometric dye
Subcellular viscosity

ASJC Scopus subject areas

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

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10.1016/j.bmc.2012.05.026

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@article{aaaff88931744253966f4292a3967c68,

title = "Self-calibrating viscosity probes: Design and subcellular localization",

abstract = "We describe the design, synthesis and fluorescence profiles of new self-calibrating viscosity dyes in which a coumarin (reference fluorophore) has been covalently linked with a molecular rotor (viscosity sensor). Characterization of their fluorescence properties was made with separate excitation of the units and through resonance energy transfer from the reference to the sensor dye. We have modified the linker and the substitution of the rotor in order to change the hydrophilicity of these probes thereby altering their subcellular localization. For instance, hydrophilic dye 12 shows a homogeneous distribution inside the cell and represents a suitable probe for viscosity measurements in the cytoplasm.",

keywords = "Fluorescence, Molecular rotor, Ratiometric dye, Subcellular viscosity",

author = "Marianna Dakanali and Do, {Thai H.} and Austin Horn and Akaraphon Chongchivivat and Tuptim Jarusreni and Darcy Lichlyter and Gianni Guizzunti and Haidekker, {Mark A.} and Theodorakis, {Emmanuel A.}",

note = "Funding Information: Financial support from the National Institutes of Health (1R21 RR025358 and CA 133002) is gratefully acknowledged. We thank the NSF for instrumentation grants CHE-9709183 and CHE-0741968. We also thank Dr. A. Mrse and Dr. Y. Su for NMR and MS assistance, respectively. ",

year = "2012",

month = jul,

day = "15",

doi = "10.1016/j.bmc.2012.05.026",

language = "English (US)",

volume = "20",

pages = "4443--4450",

journal = "Bioorganic and Medicinal Chemistry",

issn = "0968-0896",

publisher = "Elsevier Limited",

number = "14",

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TY - JOUR

T1 - Self-calibrating viscosity probes

T2 - Design and subcellular localization

AU - Dakanali, Marianna

AU - Do, Thai H.

AU - Horn, Austin

AU - Chongchivivat, Akaraphon

AU - Jarusreni, Tuptim

AU - Lichlyter, Darcy

AU - Guizzunti, Gianni

AU - Haidekker, Mark A.

AU - Theodorakis, Emmanuel A.

N1 - Funding Information: Financial support from the National Institutes of Health (1R21 RR025358 and CA 133002) is gratefully acknowledged. We thank the NSF for instrumentation grants CHE-9709183 and CHE-0741968. We also thank Dr. A. Mrse and Dr. Y. Su for NMR and MS assistance, respectively.

PY - 2012/7/15

Y1 - 2012/7/15

N2 - We describe the design, synthesis and fluorescence profiles of new self-calibrating viscosity dyes in which a coumarin (reference fluorophore) has been covalently linked with a molecular rotor (viscosity sensor). Characterization of their fluorescence properties was made with separate excitation of the units and through resonance energy transfer from the reference to the sensor dye. We have modified the linker and the substitution of the rotor in order to change the hydrophilicity of these probes thereby altering their subcellular localization. For instance, hydrophilic dye 12 shows a homogeneous distribution inside the cell and represents a suitable probe for viscosity measurements in the cytoplasm.

AB - We describe the design, synthesis and fluorescence profiles of new self-calibrating viscosity dyes in which a coumarin (reference fluorophore) has been covalently linked with a molecular rotor (viscosity sensor). Characterization of their fluorescence properties was made with separate excitation of the units and through resonance energy transfer from the reference to the sensor dye. We have modified the linker and the substitution of the rotor in order to change the hydrophilicity of these probes thereby altering their subcellular localization. For instance, hydrophilic dye 12 shows a homogeneous distribution inside the cell and represents a suitable probe for viscosity measurements in the cytoplasm.

KW - Fluorescence

KW - Molecular rotor

KW - Ratiometric dye

KW - Subcellular viscosity

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U2 - 10.1016/j.bmc.2012.05.026

DO - 10.1016/j.bmc.2012.05.026

M3 - Article

C2 - 22698784

AN - SCOPUS:84863215275

SN - 0968-0896

VL - 20

SP - 4443

EP - 4450

JO - Bioorganic and Medicinal Chemistry

JF - Bioorganic and Medicinal Chemistry

IS - 14

ER -

Self-calibrating viscosity probes: Design and subcellular localization

Abstract

Keywords

ASJC Scopus subject areas

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