2022年6月
Chemoenzymatic Polymerization of L-Serine Ethyl Ester in Aqueous Media without Side-Group Protection
ACS POLYMERS AU
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- 巻
- 2
- 号
- 3
- 開始ページ
- 147
- 終了ページ
- 156
- 記述言語
- 英語
- 掲載種別
- 研究論文(学術雑誌)
- DOI
- 10.1021/acspolymersau.1c00052
- 出版者・発行元
- AMER CHEMICAL SOC
Poly(L-serine) (polySer) has tremendous potential as a polypeptide-based functional material due to the utility of the hydroxyl group on its side chain; however, tedious protection/deprotection of the hydroxyl groups is required for its synthesis. In this study, polySer was synthesized by the chemoenzymatic polymerization (CEP) of L-serine ethyl ester (Ser-OEt) or L-serine methyl ester (Ser-OMe) using papain as a catalyst in an aqueous medium. The CEP of Ser-OEt proceeded at basic pH ranging from 7.5 to 9.5 and resulted in the maximum precipitate yield of polySer at an optimized pH of 8.5. A series of peaks detected by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry revealed that the formed precipitate consisted of polySer with a degree of polymerization ranging from 5 to 22. Moreover, infrared spectroscopy, circular dichroism spectroscopy, and synchrotron wide-angle X-ray diffraction measurements indicated that the obtained polySer formed a beta-sheet/strand structure. This is the first time the synthesis of polySer was realized by CEP in aqueous solution without protecting the hydroxyl group of the Ser monomer.
- リンク情報
- ID情報
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- DOI : 10.1021/acspolymersau.1c00052
- eISSN : 2694-2453
- ORCIDのPut Code : 106275968
- Web of Science ID : WOS:000812256500001