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Unexpected reversal of the regioselectivity in Thermomyces lanuginosus lipase-catalyzed acylation of floxuridine
Li, Ning1,2; Zong, Min-Hua1; Ma, Ding2; Minhua Zong; Ma D(马丁)
KeywordEnzymatic Acylation Floxuridine Nucleoside Reversal Of Regioselectivity Thermomyces Lanuginosus Lipase
Source PublicationBIOTECHNOLOGY LETTERS
2009-08-01
DOI10.1007/s10529-009-0001-x
Volume31Issue:8Pages:1241-1244
Indexed BySCI
SubtypeArticle
Department5
Funding Project502
Contribution Rank2;1
WOS HeadingsScience & Technology ; Life Sciences & Biomedicine
WOS SubjectBiotechnology & Applied Microbiology
WOS Research AreaBiotechnology & Applied Microbiology
WOS KeywordNUCLEOSIDES ; SOLVENT ; ANALOGS
AbstractUnexpected inversion of the 3':5'-regioselectivity was observed in the enzymatic methacryloylation, crotonylation and cinnamoylation of floxuridine (1.5:1, 2.3:1 and 4.4:1, respectively), where Thermomyces lanuginosus lipase preferentially catalyzed the acylation of 3'-hydroxyl rather than that of 5'-hydroxyl group. The possible reason might be the presence of a remote interaction between the unsaturated bond in the acyl group and the aromatic ring of amino acid residue Trp89 in the lid of the lipase.
Language英语
URL查看原文
WOS IDWOS:000268002100018
Citation statistics
Cited Times:5[WOS]   [WOS Record]     [Related Records in WOS]
Document Type期刊论文
Identifierhttp://cas-ir.dicp.ac.cn/handle/321008/102335
Collection中国科学院大连化学物理研究所
Corresponding AuthorMinhua Zong; Ma D(马丁)
Affiliation1.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
Recommended Citation
GB/T 7714
Li, Ning,Zong, Min-Hua,Ma, Ding,et al. Unexpected reversal of the regioselectivity in Thermomyces lanuginosus lipase-catalyzed acylation of floxuridine[J]. BIOTECHNOLOGY LETTERS,2009,31(8):1241-1244.
APA Li, Ning,Zong, Min-Hua,Ma, Ding,Minhua Zong,&马丁.(2009).Unexpected reversal of the regioselectivity in Thermomyces lanuginosus lipase-catalyzed acylation of floxuridine.BIOTECHNOLOGY LETTERS,31(8),1241-1244.
MLA Li, Ning,et al."Unexpected reversal of the regioselectivity in Thermomyces lanuginosus lipase-catalyzed acylation of floxuridine".BIOTECHNOLOGY LETTERS 31.8(2009):1241-1244.
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