Enantiocomplementary access to carba-analogs of C-nucleoside derivatives by recombinant Baeyer-Villiger monooxygenases

被引:13
作者
Bianchi, Dario A. [2 ,3 ]
Moran-Ramallal, Roberto [1 ]
Iqbal, Naseem [1 ]
Rudroff, Florian [1 ]
Mihovilovic, Marko D. [1 ]
机构
[1] Vienna Univ Technol, Inst Appl Synthet Chem, A-1060 Vienna, Austria
[2] Univ Nacl Rosario, Inst Quim Rosario IQUIR, CONICET UNR, RA-2000 Rosario, Santa Fe, Argentina
[3] Univ Nacl Rosario, Fac Ciencias Bioquim Farmaceut, RA-2000 Rosario, Santa Fe, Argentina
基金
奥地利科学基金会;
关键词
Baeyer-Villiger monooxygenase; C-Nucleoside; Carba-showdomycin; Carba-C-nucleoside; CYCLOHEXANONE MONOOXYGENASE; XANTHOBACTER; SHOWDOMYCIN; BIOCATALYST; COMAMONAS; CLONING;
D O I
10.1016/j.bmcl.2013.02.085
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
A novel and stereoselective synthetic route towards carba-C-nucleosides was investigated applying an enantiodivergent biooxidation strategy by two different Baeyer-Villiger monooxygenases. Within only three chemo-enzymatic steps it was possible to introduce four chiral centers starting from commercially available non-chiral starting material. (C) 2013 Elsevier Ltd. All rights reserved.
引用
收藏
页码:2718 / 2720
页数:3
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