Regioselective Acylation of Nucleosides Catalyzed by Candida Antarctica Lipase B: Enzyme Substrate Recognition

	Regioselective Acylation of Nucleosides Catalyzed by Candida Antarctica Lipase B: Enzyme Substrate Recognition
	Li, Ning 1,2; Zong, Min-Hua 1; Ma, Ding 2
刊名	european journal of organic chemistry
	2008-11-01
期号	32 页码:5375-5378
关键词	Regioselective acylation Candida antarctica lipase B Substrate recognition Enzyme catalysis Nucleosides
通讯作者	马丁 ; m. zong
产权排序	2;1
英文摘要	the substrate recognition of candida antarctica lipase b (cal-b) in the acylation of nucleosides was revealed through rational substrate engineering for the first time. cal-b displayed lower activities and excellent 5'-regioselectivities (94 to >99 %) in the acylation of ribonucleosides 1f-1j as compared to those in the acylation of 2'-deoxynucleosides tale. the excellent regioselectivities might be attributed to the favorable steric hindrance of the 2'-hydroxy group present in ribonucleosides 1f-1j, which destabilizes the conformation of the 3'-acylation transition state in the acylation of 1f-1j and thus reduces the amount of the minor regioisomer. the study of the acyl chain-length specificity showed that cal-b was more specific toward short-chain fatty acid vinyl esters, especially vinyl butyrate. ( (c) wiley-vch verlag gmbh & co. kgaa, 69451 weinheim, germany, 2008)
WOS标题词	science & technology ; physical sciences
类目[WOS]	chemistry, organic
研究领域[WOS]	chemistry
关键词[WOS]	solution-phase synthesis ; acid ester prodrugs ; building-blocks ; ionic liquid ; 1-beta-d-arabinofuranosylcytosine ; floxuridine ; efficient ; oligonucleotides ; chemotherapy ; biocatalyst
收录类别	SCI ; IC
原文出处	true
语种	英语
WOS记录号	WOS:000261756900002
公开日期	2010-11-30
内容类型	期刊论文
源URL	[http://159.226.238.44/handle/321008/101039]
专题	大连化学物理研究所_中国科学院大连化学物理研究所
作者单位	1.S China Univ Technol, Coll Light Ind & Food Sci, Lab Appl Biocatalysis, Guangzhou 510640, Peoples R China 2.Chinese Acad Sci, Dalian Inst Chem Phys, State Key Lab Catalysis, Dalian 116023, Peoples R China
推荐引用方式 GB/T 7714	Li, Ning,Zong, Min-Hua,Ma, Ding. Regioselective Acylation of Nucleosides Catalyzed by Candida Antarctica Lipase B: Enzyme Substrate Recognition[J]. european journal of organic chemistry,2008(32):5375-5378.
APA	Li, Ning,Zong, Min-Hua,&Ma, Ding.(2008).Regioselective Acylation of Nucleosides Catalyzed by Candida Antarctica Lipase B: Enzyme Substrate Recognition.european journal of organic chemistry(32),5375-5378.
MLA	Li, Ning,et al."Regioselective Acylation of Nucleosides Catalyzed by Candida Antarctica Lipase B: Enzyme Substrate Recognition".european journal of organic chemistry .32(2008):5375-5378.