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题名: Enhancing the activity and regioselectivity of lipases for 3 '-benzoylation of floxuridine and its analogs by using ionic liquid-containing systems
作者: Li, Ning1, 2;  Ma, Ding;  Zong, Min-Hua2
关键词: enzymatic benzoylation ;  lipase ;  ionic liquid-containing systems ;  regioselectivity ;  floxuridine and its analogs ;  vinyl benzoate
刊名: JOURNAL OF BIOTECHNOLOGY
发表日期: 2008
DOI: 10.1016/j.jbiotec.2007.09.003
卷: 133, 期:1, 页:103-109
收录类别: SCI
文章类型: Article
WOS标题词: Science & Technology ;  Life Sciences & Biomedicine
类目[WOS]: Biotechnology & Applied Microbiology
研究领域[WOS]: Biotechnology & Applied Microbiology
英文摘要: Ionic liquid-containing systems offered new opportunities to enzymatic acylation of nucleosides. In Pseudomonas cepacia lipase-mediated benzoylation of floxuricline (FUdR), the enzyme performances, including enzyme activity and 3'-regioselectivity, were significantly enhanced by using [C(4)MIm]PF6-containing systems. It was observed that the enzyme performances not only depended on the anion of IL, but also on the cation, and that a proper combination between the cation and anion was critical to allow the enzyme to exhibit excellent performances. The optimal IL content in IL-containing systems is 5% (v/v). To gain a deeper insight into enzyme recognition, we extended benzoylation of FUdR catalyzed by P cepacia lipase to its analogs. FUdR and its analogs could be biotransformed to the desired product by R cepacia lipase in excellent conversion (>99%) and good to excellent 3'-regioselectivity (81-99%). Furthermore, the 3'-regioselectivity of P. cepacia lipase was enhanced with the increase of hydrophobicity of 5-substituent of the substrates, due to better hydrophobic interactions with Leu287 present in the active site. (C) 2007 Elsevier B.V. All rights reserved.
关键词[WOS]: ACYLATION ;  EFFICIENT ;  BENZOYLATION ;  BIOCATALYSIS ;  NUCLEOSIDES ;  SOLVENT
语种: 英语
WOS记录号: WOS:000251853100014
Citation statistics: 
内容类型: 期刊论文
URI标识: http://cas-ir.dicp.ac.cn/handle/321008/140751
Appears in Collections:中国科学院大连化学物理研究所_期刊论文

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作者单位: 1.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
2.S China Univ Technol, Lab Appl Biocatalysis, Guangzhou 510640, Peoples R China

Recommended Citation:
Li, Ning,Ma, Ding,Zong, Min-Hua. Enhancing the activity and regioselectivity of lipases for 3 '-benzoylation of floxuridine and its analogs by using ionic liquid-containing systems[J]. JOURNAL OF BIOTECHNOLOGY,2008,133(1):103-109.
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