Enzymatic Phosphorylation of Nucleosides

Ubiali, Daniela; Speranza, Giovanna

doi:10.1002/9783527812103.ch2

Cited by 3 publications

(2 citation statements)

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“…In this sense, the use of enzymes from purine and pyrimidine salvage pathway as biocatalysts for the synthesis of nucleosides and nucleotides has been extensively reported ( Mikhailopulo, 2007 ; Fernández-Lucas et al, 2010 ; Fresco-Taboada et al, 2013; Fernández-Lucas , 2015 ; Lapponi et al, 2016 ; Del Arco and Fernández-Lucas, 2017; Ding and Ou , 2017 ; Lewkowicz and Iribarren, 2017 ; Serra et al, 2017 ; Acosta et al, 2018 ; Del Arco et al, 2018b , 2019a ; Pérez et al, 2018 ; Kamel et al, 2019 ; Ubiali and Speranza, 2019 ).…”

Section: Introductionmentioning

confidence: 99%

Hypoxanthine-Guanine Phosphoribosyltransferase/adenylate Kinase From Zobellia galactanivorans: A Bifunctional Catalyst for the Synthesis of Nucleoside-5′-Mono-, Di- and Triphosphates

Acosta

Arco

Pozo

et al. 2020

Front. Bioeng. Biotechnol.

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Section: Introductionmentioning

confidence: 99%

Hypoxanthine-Guanine Phosphoribosyltransferase/adenylate Kinase From Zobellia galactanivorans: A Bifunctional Catalyst for the Synthesis of Nucleoside-5′-Mono-, Di- and Triphosphates

Acosta

Arco

Pozo

et al. 2020

Front. Bioeng. Biotechnol.

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“…The structural merging of a glycoside and an indole or carbazole is broadly represented in pharmaceutically relevant molecules and natural products (Scheme ). − New indole glycosides are also relevant for the field of unnatural nucleosides, which have proven beneficial for deconvoluting DNA and RNA function, including those factors involved in DNA helix formation. − More recent work has focused on studying how unnatural nucleosides influence base pair formation. − …”

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confidence: 99%

N–Si Heterolysis by Chiral (BOX)Cu(OTf)₂ Catalysts for the Synthesis of Indole and Carbazole Glycosides

Romano,

McMinn,

Gagné

2024

Org. Lett.

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Anion exchange resins in phosphate form as versatile carriers for the reactions catalyzed by nucleoside phosphorylases

Artsemyeva¹,

Remeeva²,

Buravskaya³

et al. 2020

Beilstein J. Org. Chem.

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In the present work, we suggested anion exchange resins in the phosphate form as a source of phosphate, one of the substrates of the phosphorolysis of uridine, thymidine, and 1-(β-ᴅ-arabinofuranosyl)uracil (Ara-U) catalyzed by recombinant E. coli uridine (UP) and thymidine (TP) phosphorylases. α-ᴅ-Pentofuranose-1-phosphates (PF-1Pis) obtained by phosphorolysis were used in the enzymatic synthesis of nucleosides. It was found that phosphorolysis of uridine, thymidine, and Ara-U in the presence of Dowex® 1X8 (phosphate; Dowex-nPi) proceeded smoothly in the presence of magnesium cations in water at 20–50 °C for 54–96 h giving rise to quantitative formation of the corresponding pyrimidine bases and PF-1Pis. The resulting PF-1Pis can be used in three routes: (1) preparation of barium salts of PF-1Pis, (2) synthesis of nucleosides by reacting the crude PF-1Pi with an heterocyclic base, and (3) synthesis of nucleosides by reacting the ionically bound PF-1Pi to the resin with an heterocyclic base. These three approaches were tested in the synthesis of nelarabine, kinetin riboside, and cladribine with good to excellent yields (52–93%).

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Enzymatic Phosphorylation of Nucleosides

Cited by 3 publications

References 59 publications

Hypoxanthine-Guanine Phosphoribosyltransferase/adenylate Kinase From Zobellia galactanivorans: A Bifunctional Catalyst for the Synthesis of Nucleoside-5′-Mono-, Di- and Triphosphates

Hypoxanthine-Guanine Phosphoribosyltransferase/adenylate Kinase From Zobellia galactanivorans: A Bifunctional Catalyst for the Synthesis of Nucleoside-5′-Mono-, Di- and Triphosphates

N–Si Heterolysis by Chiral (BOX)Cu(OTf)₂ Catalysts for the Synthesis of Indole and Carbazole Glycosides

Anion exchange resins in phosphate form as versatile carriers for the reactions catalyzed by nucleoside phosphorylases

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Enzymatic Phosphorylation of Nucleosides

Cited by 3 publications

References 59 publications

Hypoxanthine-Guanine Phosphoribosyltransferase/adenylate Kinase From Zobellia galactanivorans: A Bifunctional Catalyst for the Synthesis of Nucleoside-5′-Mono-, Di- and Triphosphates

Hypoxanthine-Guanine Phosphoribosyltransferase/adenylate Kinase From Zobellia galactanivorans: A Bifunctional Catalyst for the Synthesis of Nucleoside-5′-Mono-, Di- and Triphosphates

N–Si Heterolysis by Chiral (BOX)Cu(OTf)2 Catalysts for the Synthesis of Indole and Carbazole Glycosides

Anion exchange resins in phosphate form as versatile carriers for the reactions catalyzed by nucleoside phosphorylases

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N–Si Heterolysis by Chiral (BOX)Cu(OTf)₂ Catalysts for the Synthesis of Indole and Carbazole Glycosides