Synthesis of 2′-deoxyibosylnucleosides using new 2′-deoxyribosyltransferase microorganism producers

Fernández‐Lucas, Jesús; Condezo, L.A.; Martínez-Lagos, F.; Sinisterra, J. V.

doi:10.1016/j.enzmictec.2006.08.022

Cited by 21 publications

(13 citation statements)

References 27 publications

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“…Likewise, two enzymes with biotechnological application from B. psychrosaccharolyticus have been described: (i) alanine racemase, which showed high catalytic activity even at 0 • C and was extremely labile above 35 • C [37]; and (ii) lactate dehydrogenase, widely used in diagnostics and analytical applications [38]. Interestingly, B. psychrosaccharolyticus whole cells have been also reported to display nucleoside 2 -deoxyribosyltransferase activity [24] and the analysis of its genome permitted the identification of the ndt gene that codifies a putative NDT [9]. Subsequently, this gene was cloned and overexpressed and the recombinant protein produced and immobilized [25,39].…”

Section: Discussionmentioning

confidence: 99%

2′-Deoxyribosyltransferase from Bacillus psychrosaccharolyticus: A Mesophilic-Like Biocatalyst for the Synthesis of Modified Nucleosides from a Psychrotolerant Bacterium

et al. 2018

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Structure-function relationships of a novel 2 -deoxyribosyltransferase from the psychrotolerant bacterium Bacillus psychrosaccharolyticus (BpNDT) have been exhaustively studied by biochemical and high resolution crystallographic analyses. Despite BpNDT exhibiting some structural features characteristic of cold-adapted enzymes such as localized flexibility in critical loops, its biochemical properties are typical of mesophilic enzymes. BpNDT is a highly symmetrical homohexamer with tightly associated subunits that possesses flexible and short loops bordering the active sites. The catalytic center is essentially identical to that of other mesophilic homologues. Moreover, BpNDT shows that it is a mesophilic-like enzyme since it is not heat-labile and exhibits an apparent unfolding temperature (T m ) of 49 • C, being active during 96 h at 40 and 50 • C. Finally, BpNDT synthesizes natural and modified nucleosides, with preference for purines as acceptors and pyrimidine nucleosides as donors. Remarkably, the synthesis of several therapeutic nucleosides has been efficiently carried out. In this sense, 5-hydroxymethyl-2 -deoxyuridine (5-HMdUrd), 7-deaza-6-hydroxypurine-2 -deoxyriboside (7-DHPdRib) and theophylline-2 -deoxyriboside were synthesized for the first time by an NDT enzyme, showing the biotechnological interest of BpNDT.

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Section: Discussionmentioning

confidence: 99%

2′-Deoxyribosyltransferase from Bacillus psychrosaccharolyticus: A Mesophilic-Like Biocatalyst for the Synthesis of Modified Nucleosides from a Psychrotolerant Bacterium

et al. 2018

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“…To further determine the action of Pi in this reaction, the assay was repeated in the presence of Tris–HCl buffer instead of phosphate saline buffer. The same bioproduction activity was obtained, showing that the enzyme responsible for the biotransformation in Arthrobacter oxydans was an NDT, which act independently of Pi in the reaction, instead of two NPs . So, the following experiments were carried out in Tris–HCl buffer.…”

Section: Resultsmentioning

confidence: 63%

“…The same bioproduction activity was obtained, showing that the enzyme responsible for the biotransformation in Arthrobacter oxydans was an NDT, which act independently of Pi in the reaction, instead of two NPs. 18,19 So, the following experiments were carried out in Tris-HCl buffer.…”

Section: Microorganism Selectionmentioning

confidence: 99%

Biotransformation of cladribine using a stabilized biocatalyst in calcium alginate beads

Lapponi

Britos

Rivero

et al. 2019

Biotechnology Progress

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Cladribine is a nucleoside analogue widely used in the pharmaceutical industry for the treatment of several neoplasms, including hairy‐cell leukemia among others. This compound has also shown efficacy in the treatment of autoimmune diseases such as rheumatoid arthritis and multiple sclerosis. In this work, a green bioprocess for cladribine biosynthesis using immobilized Arthrobacter oxydans was developed. The microorganism was stabilized by entrapment immobilization in the natural matrix alginate. Different reaction parameters were optimized obtaining a biocatalyst able to achieve cladribine bioconversion values close to 85% after 1 hr, the shortest reaction times reported so far. The developed bioprocess was successfully scaled‐up reaching a productivity of 138 mg L−1 hr−1. Also, the biocatalyst was stable for 5 months in storage and in 96 hr at operational conditions.

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“…Likewise, it is useful to search novel cold-adapted microbial enzymes with biotechnological interest, since these biocatalysts are more productive at low temperatures than their mesophilic or thermophilic counterparts (7, 8). In this sense, a nucleoside 2′-deoxyribosyltransferase activity has been described in B. psychrosaccharolyticus CECT 4074 (9), but the enzyme responsible for such a reaction has never been isolated. Such enzymatic reactions show biotechnological interest since the enzyme (nucleoside deoxyribosyltransferase [NDT], EC 2.4.2.6) catalyzes the interchange of bases between deoxyribonucleosides, allowing the stereo- and regioselective synthesis of natural and nonnatural nucleoside analogues under mild conditions (10).…”

Section: Genome Announcementmentioning

confidence: 99%

Genome of the Psychrophilic Bacterium Bacillus psychrosaccharolyticus, a Potential Source of 2′-Deoxyribosyltransferase for Industrial Nucleoside Synthesis

et al. 2013

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Synthesis of 2′-deoxyibosylnucleosides using new 2′-deoxyribosyltransferase microorganism producers

Cited by 21 publications

References 27 publications

2′-Deoxyribosyltransferase from Bacillus psychrosaccharolyticus: A Mesophilic-Like Biocatalyst for the Synthesis of Modified Nucleosides from a Psychrotolerant Bacterium

2′-Deoxyribosyltransferase from Bacillus psychrosaccharolyticus: A Mesophilic-Like Biocatalyst for the Synthesis of Modified Nucleosides from a Psychrotolerant Bacterium

Biotransformation of cladribine using a stabilized biocatalyst in calcium alginate beads

Genome of the Psychrophilic Bacterium Bacillus psychrosaccharolyticus, a Potential Source of 2′-Deoxyribosyltransferase for Industrial Nucleoside Synthesis

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