| Title | Unexpected reversal of the regioselectivity in Thermomyces lanuginosus lipase-catalyzed acylation of floxuridine. | | Author(s) | Li N, Zong MH, Ma D | | Institution | Lab of Applied Biocatalysis, College of Light Industry and Food Sciences, South China University of Technology, 510640, Guangzhou, China. | | Source | Biotechnol Lett 2009 Apr 11. | | Abstract | Unexpected 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 | ENG | | Pub Type(s) | JOURNAL ARTICLE
| | PubMed ID | 19360390 |
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