One-pot synthesis of linear-hyperbranched amphiphilic block copolymers based on polyglycerol derivatives and their micelles

Yurie Oikawa, Sueun Lee, Do Hyung Kim, Dae Hwan Kang, Byeong Su Kim, Kyohei Saito, Shigeko Sasaki, Yoshiyuki Oishi, Yuji Shibasaki

Research output: Contribution to journalArticle

31 Citations (Scopus)

Abstract

This paper describes the one-pot synthesis of a polyglycidol (PG)-based polymer, poly(ethoxyethyl glycidyl ether) (PEEGE)-b-[hyperbranched polyglycerol (hbPG)-co-PEEGE]x/y, its micelle formulation, and the ability to encapsulate a model therapeutic molecule. Amphiphilic block copolymers were prepared by the sequential addition of ethoxyethyl glycidyl ether (EEGE) to glycidol. The composition of the block copolymers varied from 62:38 to 92:8. Block copolymers with composition x:y ≥ 66:34 were soluble only in organic solvents. Micelles were formulated by injection of deionized water into a tetrahydrofuran block copolymer solution with or without pyrene as a model hydrophobic molecule. The critical micelle concentration was 18.2-30.9 mg/L, and the micelle size was 100-250 nm. The pyrene-containing micelle rapidly collapsed on acidic exposure, allowing conversion of hydrophobic PEEGE to hydrophilic PG, thus, facilitating the release of the encapsulated pyrene. Cytotoxicity data showed high biocompatibility of PG-based block copolymers, suggesting their potential as a drug delivery carrier.

Original languageEnglish
Pages (from-to)2171-2178
Number of pages8
JournalBiomacromolecules
Volume14
Issue number7
DOIs
Publication statusPublished - 2013 Jul 8

Fingerprint

Micelles
Block copolymers
Ethers
Derivatives
Pyrene
Polymers
glycidol
Molecules
Critical micelle concentration
Deionized water
Cytotoxicity
Chemical analysis
Drug delivery
Biocompatibility
Organic solvents
polyglycerol
pyrene
poly(ethoxyethyl glycidyl ether)
polyglycidol

All Science Journal Classification (ASJC) codes

  • Bioengineering
  • Biomaterials
  • Polymers and Plastics
  • Materials Chemistry

Cite this

Oikawa, Yurie ; Lee, Sueun ; Kim, Do Hyung ; Kang, Dae Hwan ; Kim, Byeong Su ; Saito, Kyohei ; Sasaki, Shigeko ; Oishi, Yoshiyuki ; Shibasaki, Yuji. / One-pot synthesis of linear-hyperbranched amphiphilic block copolymers based on polyglycerol derivatives and their micelles. In: Biomacromolecules. 2013 ; Vol. 14, No. 7. pp. 2171-2178.
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abstract = "This paper describes the one-pot synthesis of a polyglycidol (PG)-based polymer, poly(ethoxyethyl glycidyl ether) (PEEGE)-b-[hyperbranched polyglycerol (hbPG)-co-PEEGE]x/y, its micelle formulation, and the ability to encapsulate a model therapeutic molecule. Amphiphilic block copolymers were prepared by the sequential addition of ethoxyethyl glycidyl ether (EEGE) to glycidol. The composition of the block copolymers varied from 62:38 to 92:8. Block copolymers with composition x:y ≥ 66:34 were soluble only in organic solvents. Micelles were formulated by injection of deionized water into a tetrahydrofuran block copolymer solution with or without pyrene as a model hydrophobic molecule. The critical micelle concentration was 18.2-30.9 mg/L, and the micelle size was 100-250 nm. The pyrene-containing micelle rapidly collapsed on acidic exposure, allowing conversion of hydrophobic PEEGE to hydrophilic PG, thus, facilitating the release of the encapsulated pyrene. Cytotoxicity data showed high biocompatibility of PG-based block copolymers, suggesting their potential as a drug delivery carrier.",
author = "Yurie Oikawa and Sueun Lee and Kim, {Do Hyung} and Kang, {Dae Hwan} and Kim, {Byeong Su} and Kyohei Saito and Shigeko Sasaki and Yoshiyuki Oishi and Yuji Shibasaki",
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Oikawa, Y, Lee, S, Kim, DH, Kang, DH, Kim, BS, Saito, K, Sasaki, S, Oishi, Y & Shibasaki, Y 2013, 'One-pot synthesis of linear-hyperbranched amphiphilic block copolymers based on polyglycerol derivatives and their micelles', Biomacromolecules, vol. 14, no. 7, pp. 2171-2178. https://doi.org/10.1021/bm400275w

One-pot synthesis of linear-hyperbranched amphiphilic block copolymers based on polyglycerol derivatives and their micelles. / Oikawa, Yurie; Lee, Sueun; Kim, Do Hyung; Kang, Dae Hwan; Kim, Byeong Su; Saito, Kyohei; Sasaki, Shigeko; Oishi, Yoshiyuki; Shibasaki, Yuji.

In: Biomacromolecules, Vol. 14, No. 7, 08.07.2013, p. 2171-2178.

Research output: Contribution to journalArticle

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AU - Lee, Sueun

AU - Kim, Do Hyung

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AU - Kim, Byeong Su

AU - Saito, Kyohei

AU - Sasaki, Shigeko

AU - Oishi, Yoshiyuki

AU - Shibasaki, Yuji

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N2 - This paper describes the one-pot synthesis of a polyglycidol (PG)-based polymer, poly(ethoxyethyl glycidyl ether) (PEEGE)-b-[hyperbranched polyglycerol (hbPG)-co-PEEGE]x/y, its micelle formulation, and the ability to encapsulate a model therapeutic molecule. Amphiphilic block copolymers were prepared by the sequential addition of ethoxyethyl glycidyl ether (EEGE) to glycidol. The composition of the block copolymers varied from 62:38 to 92:8. Block copolymers with composition x:y ≥ 66:34 were soluble only in organic solvents. Micelles were formulated by injection of deionized water into a tetrahydrofuran block copolymer solution with or without pyrene as a model hydrophobic molecule. The critical micelle concentration was 18.2-30.9 mg/L, and the micelle size was 100-250 nm. The pyrene-containing micelle rapidly collapsed on acidic exposure, allowing conversion of hydrophobic PEEGE to hydrophilic PG, thus, facilitating the release of the encapsulated pyrene. Cytotoxicity data showed high biocompatibility of PG-based block copolymers, suggesting their potential as a drug delivery carrier.

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