Bright and compact macromolecular probes for bioimaging applications

Ek Raj Thapaliya; Yang Zhang; Pravat Dhakal; Adrienne S. Brown; James N. Wilson; Kevin M. Collins; Françisco M. Raymo

doi:10.1117/12.2287852

Bright and compact macromolecular probes for bioimaging applications

Ek Raj Thapaliya, Yang Zhang, Pravat Dhakal, Adrienne S. Brown, James N. Wilson, Kevin M. Collins, Françisco M. Raymo

Biomedical Engineering

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution

Abstract

Amphiphilic macromolecules with multiple borondipyrromethene (BODIPY) chromophores appended to a common poly(methacrylate) backbone were synthesized by the random co-polymerization of appropriate methacrylate monomers. The resulting polymers incorporate also hydrophilic oligo(ethylene glycol) and hydrophobic decyl side chains designed to impose aqueous solubility and insulate the chromophoric components from each other respectively. The presence of multiple chromophores translates into a significant enhancement in molar absorption coefficient, relative to a model BODIPY monomer. The effective insulation of the fluorophores minimizes interchromophoric interactions and mitigates depressive effects on the fluorescence quantum yield. The overall result is a 6-fold enhancement in brightness, relative to the model monomer. These macromolecular probes can be injected into live Caenorhabditis elegans to allow their visualization with a 4-fold increase in signal intensity, relative to the model system. Furthermore, they can be conjugated to secondary antibodies, under standard amide-coupling conditions, with negligible influence on the binding affinity of the biomoleucles to allow the implementation of immunolabeling protocols.

Original language	English (US)
Title of host publication	Colloidal Nanoparticles for Biomedical Applications XIII
Editors	Wolfgang J. Parak, Marek Osinski, Xing-Jie Liang
Publisher	SPIE
ISBN (Electronic)	9781510614994
DOIs	https://doi.org/10.1117/12.2287852
State	Published - 2018
Event	Colloidal Nanoparticles for Biomedical Applications XIII 2018 - San Francisco, United States Duration: Jan 27 2018 → Jan 29 2018

Publication series

Name	Progress in Biomedical Optics and Imaging - Proceedings of SPIE
Volume	10507
ISSN (Print)	1605-7422

Conference

Conference	Colloidal Nanoparticles for Biomedical Applications XIII 2018
Country/Territory	United States
City	San Francisco
Period	1/27/18 → 1/29/18

Keywords

Amphiphilic polymers
BODIPYs
fluorescence imaging
immunolabeling
macromolecular probes
nanoparticles
self-assembly

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Biomaterials
Atomic and Molecular Physics, and Optics
Radiology Nuclear Medicine and imaging

Access to Document

10.1117/12.2287852

Cite this

Thapaliya, E. R., Zhang, Y., Dhakal, P., Brown, A. S., Wilson, J. N., Collins, K. M., & Raymo, F. M. (2018). Bright and compact macromolecular probes for bioimaging applications. In W. J. Parak, M. Osinski, & X-J. Liang (Eds.), Colloidal Nanoparticles for Biomedical Applications XIII [105070P] (Progress in Biomedical Optics and Imaging - Proceedings of SPIE; Vol. 10507). SPIE. https://doi.org/10.1117/12.2287852

@inproceedings{7af97c624542419abf594fa111e43128,

title = "Bright and compact macromolecular probes for bioimaging applications",

abstract = "Amphiphilic macromolecules with multiple borondipyrromethene (BODIPY) chromophores appended to a common poly(methacrylate) backbone were synthesized by the random co-polymerization of appropriate methacrylate monomers. The resulting polymers incorporate also hydrophilic oligo(ethylene glycol) and hydrophobic decyl side chains designed to impose aqueous solubility and insulate the chromophoric components from each other respectively. The presence of multiple chromophores translates into a significant enhancement in molar absorption coefficient, relative to a model BODIPY monomer. The effective insulation of the fluorophores minimizes interchromophoric interactions and mitigates depressive effects on the fluorescence quantum yield. The overall result is a 6-fold enhancement in brightness, relative to the model monomer. These macromolecular probes can be injected into live Caenorhabditis elegans to allow their visualization with a 4-fold increase in signal intensity, relative to the model system. Furthermore, they can be conjugated to secondary antibodies, under standard amide-coupling conditions, with negligible influence on the binding affinity of the biomoleucles to allow the implementation of immunolabeling protocols.",

keywords = "Amphiphilic polymers, BODIPYs, fluorescence imaging, immunolabeling, macromolecular probes, nanoparticles, self-assembly",

author = "Thapaliya, {Ek Raj} and Yang Zhang and Pravat Dhakal and Brown, {Adrienne S.} and Wilson, {James N.} and Collins, {Kevin M.} and Raymo, {Fran{\c c}isco M.}",

note = "Funding Information: The National Science Foundation (CHE-1505885) and the National Institutes of Health (NS086932) are acknowledged for financial support. Publisher Copyright: {\textcopyright} COPYRIGHT SPIE. Downloading of the abstract is permitted for personal use only.; Colloidal Nanoparticles for Biomedical Applications XIII 2018 ; Conference date: 27-01-2018 Through 29-01-2018",

year = "2018",

doi = "10.1117/12.2287852",

language = "English (US)",

series = "Progress in Biomedical Optics and Imaging - Proceedings of SPIE",

publisher = "SPIE",

editor = "Parak, {Wolfgang J.} and Marek Osinski and Xing-Jie Liang",

booktitle = "Colloidal Nanoparticles for Biomedical Applications XIII",

}

Thapaliya, ER, Zhang, Y, Dhakal, P, Brown, AS, Wilson, JN, Collins, KM & Raymo, FM 2018, Bright and compact macromolecular probes for bioimaging applications. in WJ Parak, M Osinski & X-J Liang (eds), Colloidal Nanoparticles for Biomedical Applications XIII., 105070P, Progress in Biomedical Optics and Imaging - Proceedings of SPIE, vol. 10507, SPIE, Colloidal Nanoparticles for Biomedical Applications XIII 2018, San Francisco, United States, 1/27/18. https://doi.org/10.1117/12.2287852

Bright and compact macromolecular probes for bioimaging applications. / Thapaliya, Ek Raj; Zhang, Yang; Dhakal, Pravat et al.
Colloidal Nanoparticles for Biomedical Applications XIII. ed. / Wolfgang J. Parak; Marek Osinski; Xing-Jie Liang. SPIE, 2018. 105070P (Progress in Biomedical Optics and Imaging - Proceedings of SPIE; Vol. 10507).

Research output: Chapter in Book/Report/Conference proceeding › Conference contribution

TY - GEN

T1 - Bright and compact macromolecular probes for bioimaging applications

AU - Thapaliya, Ek Raj

AU - Zhang, Yang

AU - Dhakal, Pravat

AU - Brown, Adrienne S.

AU - Wilson, James N.

AU - Collins, Kevin M.

AU - Raymo, Françisco M.

N1 - Funding Information: The National Science Foundation (CHE-1505885) and the National Institutes of Health (NS086932) are acknowledged for financial support. Publisher Copyright: © COPYRIGHT SPIE. Downloading of the abstract is permitted for personal use only.

PY - 2018

Y1 - 2018

N2 - Amphiphilic macromolecules with multiple borondipyrromethene (BODIPY) chromophores appended to a common poly(methacrylate) backbone were synthesized by the random co-polymerization of appropriate methacrylate monomers. The resulting polymers incorporate also hydrophilic oligo(ethylene glycol) and hydrophobic decyl side chains designed to impose aqueous solubility and insulate the chromophoric components from each other respectively. The presence of multiple chromophores translates into a significant enhancement in molar absorption coefficient, relative to a model BODIPY monomer. The effective insulation of the fluorophores minimizes interchromophoric interactions and mitigates depressive effects on the fluorescence quantum yield. The overall result is a 6-fold enhancement in brightness, relative to the model monomer. These macromolecular probes can be injected into live Caenorhabditis elegans to allow their visualization with a 4-fold increase in signal intensity, relative to the model system. Furthermore, they can be conjugated to secondary antibodies, under standard amide-coupling conditions, with negligible influence on the binding affinity of the biomoleucles to allow the implementation of immunolabeling protocols.

AB - Amphiphilic macromolecules with multiple borondipyrromethene (BODIPY) chromophores appended to a common poly(methacrylate) backbone were synthesized by the random co-polymerization of appropriate methacrylate monomers. The resulting polymers incorporate also hydrophilic oligo(ethylene glycol) and hydrophobic decyl side chains designed to impose aqueous solubility and insulate the chromophoric components from each other respectively. The presence of multiple chromophores translates into a significant enhancement in molar absorption coefficient, relative to a model BODIPY monomer. The effective insulation of the fluorophores minimizes interchromophoric interactions and mitigates depressive effects on the fluorescence quantum yield. The overall result is a 6-fold enhancement in brightness, relative to the model monomer. These macromolecular probes can be injected into live Caenorhabditis elegans to allow their visualization with a 4-fold increase in signal intensity, relative to the model system. Furthermore, they can be conjugated to secondary antibodies, under standard amide-coupling conditions, with negligible influence on the binding affinity of the biomoleucles to allow the implementation of immunolabeling protocols.

KW - Amphiphilic polymers

KW - BODIPYs

KW - fluorescence imaging

KW - immunolabeling

KW - macromolecular probes

KW - nanoparticles

KW - self-assembly

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UR - http://www.scopus.com/inward/citedby.url?scp=85045350123&partnerID=8YFLogxK

U2 - 10.1117/12.2287852

DO - 10.1117/12.2287852

M3 - Conference contribution

AN - SCOPUS:85045350123

T3 - Progress in Biomedical Optics and Imaging - Proceedings of SPIE

BT - Colloidal Nanoparticles for Biomedical Applications XIII

A2 - Parak, Wolfgang J.

A2 - Osinski, Marek

A2 - Liang, Xing-Jie

PB - SPIE

T2 - Colloidal Nanoparticles for Biomedical Applications XIII 2018

Y2 - 27 January 2018 through 29 January 2018

ER -

Bright and compact macromolecular probes for bioimaging applications

Abstract

Publication series

Conference

Keywords

ASJC Scopus subject areas

Access to Document

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