Literature DB >> 25613918

DNA-cellulose: an economical, fully recyclable and highly effective chiral biomaterial for asymmetric catalysis.

Erica Benedetti1, Nicolas Duchemin, Lucas Bethge, Stefan Vonhoff, Sven Klussmann, Jean-Jacques Vasseur, Janine Cossy, Michael Smietana, Stellios Arseniyadis.   

Abstract

The challenge in DNA-based asymmetric catalysis is to perform a reaction in the vicinity of the helix by incorporating a small-molecule catalyst anchored to the DNA in a covalent, dative, or non-covalent yet stable fashion in order to ensure high levels of enantio-discrimination. Here, we report the first generation of a DNA-based catalyst bound to a cellulose matrix. The chiral biomaterial is commercially available, trivial to use, fully recyclable and produces high levels of enantioselectivity in various Cu(II)-catalyzed asymmetric reactions including Friedel-Crafts alkylations and Michael additions. A single-pass, continuous-flow process is also reported affording fast conversions and high enantioselectivities at low catalyst loadings thus offering a new benchmark in the field of DNA-based asymmetric catalysis.

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Year:  2015        PMID: 25613918     DOI: 10.1039/c4cc10190a

Source DB:  PubMed          Journal:  Chem Commun (Camb)        ISSN: 1359-7345            Impact factor:   6.222


  6 in total

1.  The new breed of cutting-edge catalysts.

Authors:  XiaoZhi Lim
Journal:  Nature       Date:  2016-09-08       Impact factor: 49.962

2.  A dynamic combinatorial approach for identifying side groups that stabilize DNA-templated supramolecular self-assemblies.

Authors:  Delphine Paolantoni; Sonia Cantel; Pascal Dumy; Sébastien Ulrich
Journal:  Int J Mol Sci       Date:  2015-02-06       Impact factor: 5.923

3.  Catalysis of a 1,3-dipolar reaction by distorted DNA incorporating a heterobimetallic platinum(ii) and copper(ii) complex.

Authors:  Iván Rivilla; Abel de Cózar; Thomas Schäfer; Frank J Hernandez; Alexander M Bittner; Aitziber Eleta-Lopez; Ali Aboudzadeh; José I Santos; José I Miranda; Fernando P Cossío
Journal:  Chem Sci       Date:  2017-08-22       Impact factor: 9.825

4.  A Localized Enantioselective Catalytic Site on Short DNA Sequences and Their Amphiphiles.

Authors:  Jun Guo; Danyu Wang; Evangelia Pantatosaki; Huihui Kuang; George K Papadopoulos; Michael Tsapatsis; Efrosini Kokkoli
Journal:  JACS Au       Date:  2022-01-20

5.  New Benchmark in DNA-Based Asymmetric Catalysis: Prevalence of Modified DNA/RNA Hybrid Systems.

Authors:  Nicolas Duchemin; Sidonie Aubert; João V de Souza; Lucas Bethge; Stefan Vonhoff; Agnieszka K Bronowska; Michael Smietana; Stellios Arseniyadis
Journal:  JACS Au       Date:  2022-08-02

6.  Terpyridine-Cu(ii) targeting human telomeric DNA to produce highly stereospecific G-quadruplex DNA metalloenzyme.

Authors:  Yinghao Li; Mingpan Cheng; Jingya Hao; Changhao Wang; Guoqing Jia; Can Li
Journal:  Chem Sci       Date:  2015-06-24       Impact factor: 9.825

  6 in total

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