T1 - Synthesis of 5′-C-methyl-1′,3′-dioxolan-4′-yl nucleosides

Advances in the Synthesis of 7-Deazapurine - Pyrrolo[2,3-]pyrimidine - 2'-Deoxyribonucleosides Including D- and L-Enantiomers, Fluoro Derivatives and 2',3'-Dideoxyribonucleosides.

T1 - Total synthesis of spicamycin amino nucleoside

T1 - Synthesis and conformational studies of unnatural pyrimidine nucleosides

Lodenosine, anti‐HIV reverse transcriptase inhibitor.

Previous studies have reported that nucleosides and nucleoside derivatives, such as 5-methyluridine (Ishii et al., ), 5-fluorouridine (Hori et al., ), 2′-deoxyadenosine (Yokozeki and Tsuji, ), and adenine arabinoside (Wei et al., ), can be successfully synthesized enzymatically using wild-type nucleoside phosphorylase (NPase). However, these reactions required a large concentration of bacterial cells as the source of the enzyme, thus limiting the application of this approach.

A versatile intermediate in the synthesis of purine ribonucleosides.

Recently, NPase genes from a number of different microorganisms have been identified, cloned, and expressed (Takehara et al., ; Okuyama et al., ; Hamamoto et al., ; ; Lee et al., ; Esipov et al., ). These studies have focused on the cloning and expression of a single NPase gene in order to assess enzymatic activity, and few have addressed the role of these NPase genes in the biosynthesis of nucleosides.


(2002), Synthesis of Nucleosides

AB - The first total synthesis of spicamycin amino nucleoside 2 has been achieved. The aminoheptose unit 5 was prepared stereoselectively from myo-inositol, and the characteristic N-glycoside linkage was constructed by way of Pd-catalyzed coupling reaction of 5 with 6-chloropurine derivative 6.

Synthesis of Nucleosides, ChemInform | DeepDyve

N2 - The first total synthesis of spicamycin amino nucleoside 2 has been achieved. The aminoheptose unit 5 was prepared stereoselectively from myo-inositol, and the characteristic N-glycoside linkage was constructed by way of Pd-catalyzed coupling reaction of 5 with 6-chloropurine derivative 6.

Click Chemistry - What's in a Name?

Nucleoside phosphorylase is an important enzyme involved in the biosynthesis of nucleosides. In this study, purine nucleoside phosphorylase and pyrimidine nucleoside phosphorylase were co-expressed in Escherichia coli and the intact cells were used as a catalyst for the biosynthesis of nucleosides. For protein induction, lactose was used in place of isopropyl β-D-1-thiogalactopyranoside (IPTG). When the concentration of lactose was above 0.5 mmol/L, the ability to induce protein expression was similar to that of IPTG. We determined that the reaction conditions of four bacterial strains co-expressing these genes (TUD, TAD, DUD, and DAD) were similar for the biosyntheses of 2,6-diaminopurine nucleoside and 2,6-diaminopurine deoxynucleoside. When the substrate concentration was 30 mmol/L and 0.5% of the recombinant bacterial cell volume was used as the catalyst (pH 7.5), a greater than 90% conversion yield was reached after a 2-h incubation at 50 °C. In addition, several other nucleosides and nucleoside derivatives were efficiently synthesized using bacterial strains co-expressing these recombinant enzymes.

G., Click chemistry in polymer synthesis.

In order to achieve a conversion between purine and pyrimidine nucleosides catalyzed by a single recombinant bacterium, we have developed strains of bacteria that express two genes on two individual plasmids (DUD and DAD) or strains that express a single plasmid where the two genes are expressed in tandem (TAD and TUD). Four types of recombinant bacteria were able to express two pairs of NPase recombinant proteins using this method. Using these strains as catalysts, we have successfully synthesized 2,6-diaminopurine nucleoside (DAPR), or 2,6-diaminopurine deoxynucleoside (DAPdR) from 2,6-diaminopurine (DAP) and uridine or thymidine (Fig. ). In addition, we have successfully synthesized several additional nucleosides from these four cell lines using the optimal reaction conditions for DAPR or DAPdR.

Nucleotides vs Nucleosides - YouTube

T1 - Nucleosides and nucleotides. 123. Synthesis of 1-(2-deoxy-2-isocyano-β-D-arabinofuranosyl)cytosine and related nucleosides as potential antitumor agents