Chemoenzymatically synthesized glycoconjugate polymers

Yoshiko Miura; Takayasu Ikeda; Kazukiyo Kobayashi

doi:10.1021/bm025714b

Chemoenzymatically synthesized glycoconjugate polymers

Yoshiko Miura, Takayasu Ikeda, Kazukiyo Kobayashi

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

78 Citations (Scopus)

Abstract

Glycoconjugate polymers with poly(vinyl alcohol) (PVA) backbone were synthesized via a chemoenzymatic method. The sugar alcohols of maltose and lactose were submitted to transesterification in the presence of lipases. The esterification was achieved with high selectivity and yield, and the resulting maltitol and lactitol 6-vinyl sebacates were polymerized by a conventional radical initiator with hydrogen peroxide and ascorbic acid. The glycoconjugate polymers carrying α-glucose and β-galactose as recognition signals showed the biological activity such as lectin recognition abilities and hepatocyte adhension. The biodegradability of these polymers was modest but higher than PVA.

Original language	English
Pages (from-to)	410-415
Number of pages	6
Journal	Biomacromolecules
Volume	4
Issue number	2
DOIs	https://doi.org/10.1021/bm025714b
Publication status	Published - Mar 1 2003
Externally published	Yes

All Science Journal Classification (ASJC) codes

Bioengineering
Biomaterials
Polymers and Plastics
Materials Chemistry

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AU - Ikeda, Takayasu

AU - Kobayashi, Kazukiyo

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AB - Glycoconjugate polymers with poly(vinyl alcohol) (PVA) backbone were synthesized via a chemoenzymatic method. The sugar alcohols of maltose and lactose were submitted to transesterification in the presence of lipases. The esterification was achieved with high selectivity and yield, and the resulting maltitol and lactitol 6-vinyl sebacates were polymerized by a conventional radical initiator with hydrogen peroxide and ascorbic acid. The glycoconjugate polymers carrying α-glucose and β-galactose as recognition signals showed the biological activity such as lectin recognition abilities and hepatocyte adhension. The biodegradability of these polymers was modest but higher than PVA.

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Chemoenzymatically synthesized glycoconjugate polymers

Abstract

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