Utilization of micelles formed from poly(ethylene glycol)-block- poly(ε-caprolactone) block copolymers as nanocarriers to enable hydrophobic red two-photon absorbing emitters for cells imaging

Yanqing Tian, Wen Chung Wu, Ching Yi Chen, Sei Hum Jang, Meng Zhang, Tim Strovas, Judy Anderson, Brad Cookson, Yongzhong Li, Deirdre Meldrum, Wen Chang Chen, Alex K Y Jen

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

A hydrophobic two-photon absorbing (2PA) red emitter (R) was successfully incorporated into micelles formed from two block copolymers, poly(ε-caprolactone)-block-poly(ethylene glycol)s, for imaging and toxicity studies. In micelles, the chromophore R exhibits a 2PA crosssection of 400 GM (1 GM = 1 × 10-50 cm4 s photon-1 molecule-1) at 820 nm, which is among the highest values reported for red 2PA emitters. The micelles with a cationic amino moiety-containing poly(ethylene glycol) corona showed an enhancement of cell internalization and delivered the dye into the cytoplasmic regions of the mouse macrophage RAW 264.7 cells. In comparison, the dye in micelles with neutral poly(ethylene glycol) as corona could not be delivered into the cells. Cytotoxicity of the micelle-R constructs was studied using a 3-(4,5-dimethyl thiazol-2-yl)-2,5- diphenyltetrazolium bromide assay. More than 90% of the cells were viable after they were stained with the dye-containing micelles at different concentrations (dye concentrations of 2-6 μM and polymer concentrations of 0.05-0.15 mg/mL) for 16 h. This is the first reported application of a hydrophobic 2,1,3-benzothiadiazole-containing 2PA red emitter delivered into the cytoplasm of cells for bioimaging and toxicity assessment.

Original languageEnglish (US)
Pages (from-to)1068-1079
Number of pages12
JournalJournal of Biomedical Materials Research - Part A
Volume93
Issue number3
DOIs
StatePublished - Jun 1 2010

Fingerprint

Micelles
Polyethylene glycols
Block copolymers
Photons
Imaging techniques
Dyes
Coloring Agents
Toxicity
Macrophages
Chromophores
Cytotoxicity
Bromides
polycaprolactone
Assays
Polymers
Molecules

Keywords

  • Block copolymers
  • Cytotoxicity
  • Molecular imaging
  • Nanoparticles
  • Two-photon absorbing materials

ASJC Scopus subject areas

  • Biomedical Engineering
  • Biomaterials
  • Ceramics and Composites
  • Metals and Alloys

Cite this

Utilization of micelles formed from poly(ethylene glycol)-block- poly(ε-caprolactone) block copolymers as nanocarriers to enable hydrophobic red two-photon absorbing emitters for cells imaging. / Tian, Yanqing; Wu, Wen Chung; Chen, Ching Yi; Jang, Sei Hum; Zhang, Meng; Strovas, Tim; Anderson, Judy; Cookson, Brad; Li, Yongzhong; Meldrum, Deirdre; Chen, Wen Chang; Jen, Alex K Y.

In: Journal of Biomedical Materials Research - Part A, Vol. 93, No. 3, 01.06.2010, p. 1068-1079.

Research output: Contribution to journalArticle

Tian, Yanqing ; Wu, Wen Chung ; Chen, Ching Yi ; Jang, Sei Hum ; Zhang, Meng ; Strovas, Tim ; Anderson, Judy ; Cookson, Brad ; Li, Yongzhong ; Meldrum, Deirdre ; Chen, Wen Chang ; Jen, Alex K Y. / Utilization of micelles formed from poly(ethylene glycol)-block- poly(ε-caprolactone) block copolymers as nanocarriers to enable hydrophobic red two-photon absorbing emitters for cells imaging. In: Journal of Biomedical Materials Research - Part A. 2010 ; Vol. 93, No. 3. pp. 1068-1079.
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abstract = "A hydrophobic two-photon absorbing (2PA) red emitter (R) was successfully incorporated into micelles formed from two block copolymers, poly(ε-caprolactone)-block-poly(ethylene glycol)s, for imaging and toxicity studies. In micelles, the chromophore R exhibits a 2PA crosssection of 400 GM (1 GM = 1 × 10-50 cm4 s photon-1 molecule-1) at 820 nm, which is among the highest values reported for red 2PA emitters. The micelles with a cationic amino moiety-containing poly(ethylene glycol) corona showed an enhancement of cell internalization and delivered the dye into the cytoplasmic regions of the mouse macrophage RAW 264.7 cells. In comparison, the dye in micelles with neutral poly(ethylene glycol) as corona could not be delivered into the cells. Cytotoxicity of the micelle-R constructs was studied using a 3-(4,5-dimethyl thiazol-2-yl)-2,5- diphenyltetrazolium bromide assay. More than 90{\%} of the cells were viable after they were stained with the dye-containing micelles at different concentrations (dye concentrations of 2-6 μM and polymer concentrations of 0.05-0.15 mg/mL) for 16 h. This is the first reported application of a hydrophobic 2,1,3-benzothiadiazole-containing 2PA red emitter delivered into the cytoplasm of cells for bioimaging and toxicity assessment.",
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AU - Jang, Sei Hum

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AU - Strovas, Tim

AU - Anderson, Judy

AU - Cookson, Brad

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AU - Chen, Wen Chang

AU - Jen, Alex K Y

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AB - A hydrophobic two-photon absorbing (2PA) red emitter (R) was successfully incorporated into micelles formed from two block copolymers, poly(ε-caprolactone)-block-poly(ethylene glycol)s, for imaging and toxicity studies. In micelles, the chromophore R exhibits a 2PA crosssection of 400 GM (1 GM = 1 × 10-50 cm4 s photon-1 molecule-1) at 820 nm, which is among the highest values reported for red 2PA emitters. The micelles with a cationic amino moiety-containing poly(ethylene glycol) corona showed an enhancement of cell internalization and delivered the dye into the cytoplasmic regions of the mouse macrophage RAW 264.7 cells. In comparison, the dye in micelles with neutral poly(ethylene glycol) as corona could not be delivered into the cells. Cytotoxicity of the micelle-R constructs was studied using a 3-(4,5-dimethyl thiazol-2-yl)-2,5- diphenyltetrazolium bromide assay. More than 90% of the cells were viable after they were stained with the dye-containing micelles at different concentrations (dye concentrations of 2-6 μM and polymer concentrations of 0.05-0.15 mg/mL) for 16 h. This is the first reported application of a hydrophobic 2,1,3-benzothiadiazole-containing 2PA red emitter delivered into the cytoplasm of cells for bioimaging and toxicity assessment.

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