Nucleoside phosphorylases
Nucleoside phosphorylases (NPs) are transferases that catalyse the reversible cleavage of the glycosidic bond of ribo- or deoxyribo nucleosides, in the presence of inorganic phosphate, to generate the base and ribose- or deoxyribose-1-phosphate. Since pyrimidine as well as purine nucleoside phosphor...
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2006
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Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13852728_v10_n11_p1197_Lewkowicz http://hdl.handle.net/20.500.12110/paper_13852728_v10_n11_p1197_Lewkowicz |
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paper:paper_13852728_v10_n11_p1197_Lewkowicz2023-06-08T16:12:42Z Nucleoside phosphorylases Azanucleosides Coupled enzymatic systems Glycosyltransfer reaction Immobilisation NP-I family TP-catalysed phosphorolysis 2 deoxyribose 2,6 diaminopurine 2',3' dideoxyriboside abacavir adenosine deaminase amdoxovir antiinfective agent antineoplastic agent azathioprine benzimidazole derivative cladribine cytarabine didanosine dihydropyrimidine dehydrogenase fludarabine gemcitabine glycoside lamivudine nicotinamide riboside nucleoside derivative nucleoside phosphorylase phosphate ribamidine ribavirin RNA directed DNA polymerase inhibitor stavudine tubercidin unindexed drug xanthine oxidase zalcitabine zidovudine antineoplastic activity antiviral activity binding affinity catalysis DNA synthesis drug screening drug structure drug synthesis drug targeting enzyme activity enzyme binding enzyme mechanism gene therapy glycosylation human nonhuman nucleotide metabolism review RNA synthesis structure activity relation structure analysis Nucleoside phosphorylases (NPs) are transferases that catalyse the reversible cleavage of the glycosidic bond of ribo- or deoxyribo nucleosides, in the presence of inorganic phosphate, to generate the base and ribose- or deoxyribose-1-phosphate. Since pyrimidine as well as purine nucleoside phosphorylases exist, the combination of both enzymes makes possible the generation of purine nucleosides from pyrimidine ones. As a consequence, NPs from different sources, mainly bacterial, have been exploited as tools for the enzymatic synthesis of nucleoside analogues. These molecules are extensively used as antiviral and anticancer agents because of their ability to act as reverse transcriptase inhibitors or chain terminators in RNA or DNA synthesis. This review covers literature reports from 2000 on, focused mainly on the synthesis of nucleosides by free and immobilised microbial whole cells, along with some examples of modified nucleosides obtained by coupling transglycosylation to other enzymatic reactions. The biological aspects of NPs are also discussed since they became an interesting target for clinical applications due to their key role in nucleotide metabolism. Finally, brief comments about their structures and catalytic mechanisms are included. © 2006 Bentham Science Publishers Ltd. 2006 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13852728_v10_n11_p1197_Lewkowicz http://hdl.handle.net/20.500.12110/paper_13852728_v10_n11_p1197_Lewkowicz |
institution |
Universidad de Buenos Aires |
institution_str |
I-28 |
repository_str |
R-134 |
collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
topic |
Azanucleosides Coupled enzymatic systems Glycosyltransfer reaction Immobilisation NP-I family TP-catalysed phosphorolysis 2 deoxyribose 2,6 diaminopurine 2',3' dideoxyriboside abacavir adenosine deaminase amdoxovir antiinfective agent antineoplastic agent azathioprine benzimidazole derivative cladribine cytarabine didanosine dihydropyrimidine dehydrogenase fludarabine gemcitabine glycoside lamivudine nicotinamide riboside nucleoside derivative nucleoside phosphorylase phosphate ribamidine ribavirin RNA directed DNA polymerase inhibitor stavudine tubercidin unindexed drug xanthine oxidase zalcitabine zidovudine antineoplastic activity antiviral activity binding affinity catalysis DNA synthesis drug screening drug structure drug synthesis drug targeting enzyme activity enzyme binding enzyme mechanism gene therapy glycosylation human nonhuman nucleotide metabolism review RNA synthesis structure activity relation structure analysis |
spellingShingle |
Azanucleosides Coupled enzymatic systems Glycosyltransfer reaction Immobilisation NP-I family TP-catalysed phosphorolysis 2 deoxyribose 2,6 diaminopurine 2',3' dideoxyriboside abacavir adenosine deaminase amdoxovir antiinfective agent antineoplastic agent azathioprine benzimidazole derivative cladribine cytarabine didanosine dihydropyrimidine dehydrogenase fludarabine gemcitabine glycoside lamivudine nicotinamide riboside nucleoside derivative nucleoside phosphorylase phosphate ribamidine ribavirin RNA directed DNA polymerase inhibitor stavudine tubercidin unindexed drug xanthine oxidase zalcitabine zidovudine antineoplastic activity antiviral activity binding affinity catalysis DNA synthesis drug screening drug structure drug synthesis drug targeting enzyme activity enzyme binding enzyme mechanism gene therapy glycosylation human nonhuman nucleotide metabolism review RNA synthesis structure activity relation structure analysis Nucleoside phosphorylases |
topic_facet |
Azanucleosides Coupled enzymatic systems Glycosyltransfer reaction Immobilisation NP-I family TP-catalysed phosphorolysis 2 deoxyribose 2,6 diaminopurine 2',3' dideoxyriboside abacavir adenosine deaminase amdoxovir antiinfective agent antineoplastic agent azathioprine benzimidazole derivative cladribine cytarabine didanosine dihydropyrimidine dehydrogenase fludarabine gemcitabine glycoside lamivudine nicotinamide riboside nucleoside derivative nucleoside phosphorylase phosphate ribamidine ribavirin RNA directed DNA polymerase inhibitor stavudine tubercidin unindexed drug xanthine oxidase zalcitabine zidovudine antineoplastic activity antiviral activity binding affinity catalysis DNA synthesis drug screening drug structure drug synthesis drug targeting enzyme activity enzyme binding enzyme mechanism gene therapy glycosylation human nonhuman nucleotide metabolism review RNA synthesis structure activity relation structure analysis |
description |
Nucleoside phosphorylases (NPs) are transferases that catalyse the reversible cleavage of the glycosidic bond of ribo- or deoxyribo nucleosides, in the presence of inorganic phosphate, to generate the base and ribose- or deoxyribose-1-phosphate. Since pyrimidine as well as purine nucleoside phosphorylases exist, the combination of both enzymes makes possible the generation of purine nucleosides from pyrimidine ones. As a consequence, NPs from different sources, mainly bacterial, have been exploited as tools for the enzymatic synthesis of nucleoside analogues. These molecules are extensively used as antiviral and anticancer agents because of their ability to act as reverse transcriptase inhibitors or chain terminators in RNA or DNA synthesis. This review covers literature reports from 2000 on, focused mainly on the synthesis of nucleosides by free and immobilised microbial whole cells, along with some examples of modified nucleosides obtained by coupling transglycosylation to other enzymatic reactions. The biological aspects of NPs are also discussed since they became an interesting target for clinical applications due to their key role in nucleotide metabolism. Finally, brief comments about their structures and catalytic mechanisms are included. © 2006 Bentham Science Publishers Ltd. |
title |
Nucleoside phosphorylases |
title_short |
Nucleoside phosphorylases |
title_full |
Nucleoside phosphorylases |
title_fullStr |
Nucleoside phosphorylases |
title_full_unstemmed |
Nucleoside phosphorylases |
title_sort |
nucleoside phosphorylases |
publishDate |
2006 |
url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13852728_v10_n11_p1197_Lewkowicz http://hdl.handle.net/20.500.12110/paper_13852728_v10_n11_p1197_Lewkowicz |
_version_ |
1768544698235879424 |