Literature DB >> 23529679

New insights on nucleoside 2'-deoxyribosyltransferases: a versatile biocatalyst for one-pot one-step synthesis of nucleoside analogs.

A Fresco-Taboada1, I de la Mata, M Arroyo, J Fernández-Lucas.   

Abstract

In recent years, glycosiltransferases have arisen as standard biocatalysts for the enzymatic synthesis of a wide variety of natural and non-natural nucleosides. Such enzymatic synthesis of nucleoside analogs catalyzed by nucleoside phosphorylases and 2'-deoxyribosyltransferases (NDTs) has demonstrated to be an efficient alternative to the traditional multistep chemical methods, since chemical glycosylation reactions include several protection-deprotection steps. This minireview exhaustively covers literature reports on this topic with the final aim of presenting NDTs as an efficient option to nucleoside phosphorylases for the synthesis of natural and non-natural nucleosides. Detailed comments about structure and catalytic mechanism of described NDTs, as well as their possible biological role, substrate specificity, and advances in detection of new enzyme specificities towards different non-natural nucleoside synthesis are included. In addition, optimization of enzymatic transglycosylation reactions and their application in the synthesis of natural and non-natural nucleosides have been described. Finally, immobilization of NDTs is shown as a practical procedure which leads to the preparation of very interesting biocatalysts applicable to industrial nucleoside synthesis.

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Year:  2013        PMID: 23529679     DOI: 10.1007/s00253-013-4816-y

Source DB:  PubMed          Journal:  Appl Microbiol Biotechnol        ISSN: 0175-7598            Impact factor:   4.813


  8 in total

1.  Magnetic chitosan beads for covalent immobilization of nucleoside 2'-deoxyribosyltransferase: application in nucleoside analogues synthesis.

Authors:  Jesús Fernández-Lucas; Ruth Harris; Iria Mata-Casar; Angeles Heras; Isabel de la Mata; Miguel Arroyo
Journal:  J Ind Microbiol Biotechnol       Date:  2013-07-06       Impact factor: 3.346

2.  Green Production of Cladribine by Using Immobilized 2'-Deoxyribosyltransferase from Lactobacillus delbrueckii Stabilized through a Double Covalent/Entrapment Technology.

Authors:  Cintia Wanda Rivero; Natalia Soledad García; Jesús Fernández-Lucas; Lorena Betancor; Gustavo Pablo Romanelli; Jorge Abel Trelles
Journal:  Biomolecules       Date:  2021-04-29

3.  Ethenoguanines undergo glycosylation by nucleoside 2'-deoxyribosyltransferases at non-natural sites.

Authors:  Wenjie Ye; Debamita Paul; Lina Gao; Jolita Seckute; Ramiah Sangaiah; Karupiah Jayaraj; Zhenfa Zhang; P Alexandre Kaminski; Steven E Ealick; Avram Gold; Louise M Ball
Journal:  PLoS One       Date:  2014-12-18       Impact factor: 3.240

Review 4.  Strategies toward protecting group-free glycosylation through selective activation of the anomeric center.

Authors:  A Michael Downey; Michal Hocek
Journal:  Beilstein J Org Chem       Date:  2017-06-27       Impact factor: 2.883

5.  N-Ribosyltransferase From Archaeoglobus veneficus: A Novel Halotolerant and Thermostable Biocatalyst for the Synthesis of Purine Ribonucleoside Analogs.

Authors:  Javier Acosta; Jon Del Arco; Victor Pisabarro; Federico Gago; Jesús Fernández-Lucas
Journal:  Front Bioeng Biotechnol       Date:  2020-06-16

6.  Molecular Basis of NDT-Mediated Activation of Nucleoside-Based Prodrugs and Application in Suicide Gene Therapy.

Authors:  Javier Acosta; Elena Pérez; Pedro A Sánchez-Murcia; Cristina Fillat; Jesús Fernández-Lucas
Journal:  Biomolecules       Date:  2021-01-18

7.  Rational Design of a Thermostable 2'-Deoxyribosyltransferase for Nelarabine Production by Prediction of Disulfide Bond Engineering Sites.

Authors:  Guillermo Cruz; Javier Acosta; Jose Miguel Mancheño; Jon Del Arco; Jesús Fernández-Lucas
Journal:  Int J Mol Sci       Date:  2022-10-05       Impact factor: 6.208

8.  An Expedient Synthesis of Flexible Nucleosides through Enzymatic Glycosylation of Proximal and Distal Fleximer Bases.

Authors:  Sophie Vichier-Guerre; Therese C Ku; Sylvie Pochet; Katherine L Seley-Radtke
Journal:  Chembiochem       Date:  2020-02-27       Impact factor: 3.461

  8 in total

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