Microfluidic Mixing of Polyamine with Acrolein Enables the Detection of the [4+4] Polymerization of Intermediary Unsaturated Imines: The Properties of a Cytotoxic 1,5-Diazacyclooctane Hydrogel

Ambara R. Pradipta; Ayumi Tsutsui; Akihiro Ogura; Shinya Hanashima; Yoshiki Yamaguchi; Almira Kurbangalieva; Katsunori Tanaka

doi:10.1055/s-0034-1378634

Microfluidic Mixing of Polyamine with Acrolein Enables the Detection of the [4+4] Polymerization of Intermediary Unsaturated Imines: The Properties of a Cytotoxic 1,5-Diazacyclooctane Hydrogel

Ambara R. Pradipta
, Ayumi Tsutsui
, Akihiro Ogura
, Shinya Hanashima
, Yoshiki Yamaguchi
, Almira Kurbangalieva
, Katsunori Tanaka

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

20 Citations (Scopus)

Abstract

The [4+4] polymerization of an unsaturated imine, generated from the condensation of a polyamine and excess acrolein, was investigated. The polyamine was added by micropipet to acrolein, immediately yielding a mixture of the immiscible polymeric material. Microfluidic mixing was used to gradually form the soluble diazacyclooctane polymers. The polymerization reaction ultimately gave an insoluble cationic hydrogel that adhered strongly to anionic compounds on cell surfaces, including sialoglycan, and displayed a high cytotoxicity.

Original language	English
Article number	st-2014-u0541-l
Pages (from-to)	2442-2446
Number of pages	5
Journal	Synlett
Volume	25
Issue number	17
DOIs	https://doi.org/10.1055/s-0034-1378634
Publication status	Published - 2014 Oct 22
Externally published	Yes

Keywords

1 5-diazacyclooctane
N -alkyl unsaturated imine
[4+4] polymerization
acrolein
cytotoxicity
hydrogel
microreactor
polyamine
sialoglycan

ASJC Scopus subject areas

Organic Chemistry

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10.1055/s-0034-1378634

Cite this

Pradipta, A. R., Tsutsui, A., Ogura, A., Hanashima, S., Yamaguchi, Y., Kurbangalieva, A., & Tanaka, K. (2014). Microfluidic Mixing of Polyamine with Acrolein Enables the Detection of the [4+4] Polymerization of Intermediary Unsaturated Imines: The Properties of a Cytotoxic 1,5-Diazacyclooctane Hydrogel. Synlett, 25(17), 2442-2446. Article st-2014-u0541-l. https://doi.org/10.1055/s-0034-1378634

Microfluidic Mixing of Polyamine with Acrolein Enables the Detection of the [4+4] Polymerization of Intermediary Unsaturated Imines: The Properties of a Cytotoxic 1,5-Diazacyclooctane Hydrogel. / Pradipta, Ambara R.; Tsutsui, Ayumi; Ogura, Akihiro et al.
In: Synlett, Vol. 25, No. 17, st-2014-u0541-l, 22.10.2014, p. 2442-2446.

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

Pradipta, AR, Tsutsui, A, Ogura, A, Hanashima, S, Yamaguchi, Y, Kurbangalieva, A & Tanaka, K 2014, 'Microfluidic Mixing of Polyamine with Acrolein Enables the Detection of the [4+4] Polymerization of Intermediary Unsaturated Imines: The Properties of a Cytotoxic 1,5-Diazacyclooctane Hydrogel', Synlett, vol. 25, no. 17, st-2014-u0541-l, pp. 2442-2446. https://doi.org/10.1055/s-0034-1378634

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Microfluidic Mixing of Polyamine with Acrolein Enables the Detection of the [4+4] Polymerization of Intermediary Unsaturated Imines: The Properties of a Cytotoxic 1,5-Diazacyclooctane Hydrogel

Abstract

Keywords

ASJC Scopus subject areas

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