Natural phosphate as Lewis acid catalyst: a simple and convenient method for acyclonucleoside synthesis

Alahiane, A.; Rochdi, A.; Taourirte, Moha; Redwane, N.; Sebti, Saı̈d M.; Lazrek, H. B.

doi:10.1016/s0040-4039(01)00504-4

Cited by 40 publications

(19 citation statements)

References 8 publications

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“…[17] The possible role of phosphates in the abiotic synthesis of nucleobases from formA C H T U N G T R E N N U N G amide was investigated by simply heating formamide at 160 8C in the presence of catalytic amounts of the appropriate phosphate. Soluble and mineral phosphates were tested without an activation procedure ( Table 1).…”

Section: Resultsmentioning

confidence: 99%

Origin of Informational Polymers: The Concurrent Roles of Formamide and Phosphates

et al. 2006

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Formamide chemistry provides a unitary system by gathering all of the precursors needed to synthesise pregenetic informational polymers in a single milieu. This is not observed with HCN chemistry. With common catalysts, formamide affords all of the precursor nucleobases, photochemically condenses into acyclonucleosides, favours transphosphorylation and enhances micellar aggregation of surfactants. Also, formamide provides a set of physicochemical conditions that thermodynamically favour the polymeric state of nucleotides over the monomers. In the origin-of-informational-polymers scenario, formamide acts in every step, the least characterised being the set of its reactions with phosphates. On this matter, we report two complementary sets of results: 1) the synthesis of prebiotic precursors from formamide, which are catalysed by soluble and mineral phosphates-we observed the formation of rich mixtures that include uracil, 9H-purine, cytosine, dihydrouracil, hypoxanthine, adenosine, urea, parabanic acid, the amino acid N-formylglycine and the peptide-condensing agent carbodiimide; and 2) the protection of ribo- and deoxyribophosphoester bonds by phosphates. The relevance of these effects with respect to the origin of informational polymers is discussed.

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Section: Resultsmentioning

confidence: 99%

Origin of Informational Polymers: The Concurrent Roles of Formamide and Phosphates

et al. 2006

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“…32 On the other side, neutral or alkaline condition was expected to obtain higher photocatalytic efficiency in the presence of Cl  . 33 In view of sensitivity analysis, it was interesting to point out that ·OH concentration was much more sensitive to changes than chloride concentrations due to pH variation.…”

Section: ·Oh + CLmentioning

confidence: 99%

Influence of Inorganic Ions and pH on the Photodegradation of 1-Methylimidazole-2-thiol with TiO₂Photocatalyst Based on Magnetic Multi-walled Carbon Nanotubes

Jiang¹,

Luo²,

Lu³

et al. 2014

Bulletin of the Korean Chemical Society

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1-Methylimidazole-2-thiol, as a kind of mercaptans, is a typical organic pollutant which has not been efficiently removed. In this study, titanium dioxide (TiO 2 ) photocatalyst based on magnetic multi-walled carbon nanotubes (MWCNTs) was synthesized via hydrothermal and sol-gel methods. The as-prepared photocatalyst was extensively characterized by X-ray diffraction (XRD), X-ray energy diffraction spectrum (EDS), transmission electron microscope (TEM), Fourier transform infrared (FT-IR) spectra, UV-Vis diffuse reflectance spectra (UV-vis DRS) and vibrating sample magnetometer (VSM). This photocatalyst of TiO 2 /Fe 3 O 4 /MWCNTs was proved to exhibit high photocatalytic efficiency and the photodegradation rate could reach nearly 82.7% for the degradation of 1-methylimidazole-2-thiol under ultraviolet irradiation. In addition, the results demonstrated that inorganic ions had a negative impact on photodegradation of 1-methylimidazole-2-thiol to varying degrees. Moreover, pH had a great and complex effect on photocatalytic degradation of 1-methylimidazole-2-thiol under ultraviolet irradiation.

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“…[1][2][3][4][5][6][7][8] Thus, the nitrobenzene derivative chloramphenicol 1,2 inhibits protein synthesis, the methoxybenzene derivative karacilin 3 possesses antiviral activity in vitro against herpes viruses. This type of substances, namely C-aryl alditols, can be considered as acyclo-C-nucleoside analogues that by intramolecular dehydration could provide C-nucleosides; some of the latter, either natural or synthetic, have been reported to have a broad range of useful antitumor, antifungal and antibiotic properties, thus encouraging the development of methodologies toward this class of products.…”

Section: Introductionmentioning

confidence: 99%

New C-aryl alditols from Diels-Alder adducts of sugar nitroalkenes

Araújo¹,

Baños²,

Gil³

et al. 2008

Arkivoc

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2-Nitro-, 2-amino-and 2-acetamido-1-(penta-O-acetylpentitol-1´-yl)benzenes were prepared using previously reported Diels-Alder cycloadducts obtained from sugar-derived nitroalkenes with D-galacto and D-manno configurations as starting materials. Deacetylation and oxidative cleavage of the sugar side-chain of nitrobenzene pentitol peracetates yielded nitrobenzaldehydes. From 2-nitro-1-(D-galacto-pentitol-1´-yl)benzene also 1´,4´-and 2´,5´-anhydro derivatives were synthesized.

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Natural phosphate as Lewis acid catalyst: a simple and convenient method for acyclonucleoside synthesis

Cited by 40 publications

References 8 publications

Origin of Informational Polymers: The Concurrent Roles of Formamide and Phosphates

Origin of Informational Polymers: The Concurrent Roles of Formamide and Phosphates

Influence of Inorganic Ions and pH on the Photodegradation of 1-Methylimidazole-2-thiol with TiO₂Photocatalyst Based on Magnetic Multi-walled Carbon Nanotubes

New C-aryl alditols from Diels-Alder adducts of sugar nitroalkenes

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Natural phosphate as Lewis acid catalyst: a simple and convenient method for acyclonucleoside synthesis

Cited by 40 publications

References 8 publications

Origin of Informational Polymers: The Concurrent Roles of Formamide and Phosphates

Origin of Informational Polymers: The Concurrent Roles of Formamide and Phosphates

Influence of Inorganic Ions and pH on the Photodegradation of 1-Methylimidazole-2-thiol with TiO2Photocatalyst Based on Magnetic Multi-walled Carbon Nanotubes

New C-aryl alditols from Diels-Alder adducts of sugar nitroalkenes

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Influence of Inorganic Ions and pH on the Photodegradation of 1-Methylimidazole-2-thiol with TiO₂Photocatalyst Based on Magnetic Multi-walled Carbon Nanotubes