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Communication | Regular issue | Vol 78, No. 12, 2009, pp.2943-2949
Published online, 2nd October, 2009
DOI: 10.3987/COM-09-11820
Regioselective Ester Hydrolysis of Sialic Acid Derivatives Catalyzed by Molecularly Imprinted Polymers

Kiyoshi Ikeda,* Takashi Katsumata, Yuji Sugiyama, Keisuke Miyamoto, Kiyoshi Tanaka, and Masayuki Sato

*Department of Pharmaceutical Sciences, Hiroshima International University, 5-1-1, Hirokoshingai, Kure, Hiroshima, 737-0112, Japan


Regioselective ester hydrolysis of sialic acid derivatives catalyzed by molecularly imprinted polymers was studied. A sialic acid derivative having 8-O-methylphosphonate was used as the template for molecular imprinting polymer (MIP). By mimicking the tetrahedral intermediate for ester hydrolysis, this MIP catalyzed the regioselective hydrolysis of the 8-O-acetyl group of per-O-acetylated sialic acid derivative at an increased rate.