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Abstract:

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.

Registro:

Documento: Artículo
Título:Nucleoside phosphorylases
Autor:Lewkowicz, E.S.; Iribarren, A.M.
Filiación:Departamento de Ciencia y Tecnología, Universidad Nacional de Quilmes, R.S. Peña 180, 1876 Bernal, Buenos Aires, Argentina
Instituto de Investigaciones en Ingenieria Genetica y Biologia Molecular (CONICET-UBA), Vuelta de Obligado 2490, 1428 Buenos Aires, Argentina
Palabras clave: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
Año:2006
Volumen:10
Número:11
Página de inicio:1197
Página de fin:1215
DOI: http://dx.doi.org/10.2174/138527206777697995
Título revista:Current Organic Chemistry
Título revista abreviado:Curr. Org. Chem.
ISSN:13852728
CODEN:CORCF
CAS:2 deoxyribose, 1724-14-7; 2,6 diaminopurine 2',3' dideoxyriboside, 107550-73-2; abacavir, 136470-78-5, 188062-50-2; adenosine deaminase, 9026-93-1; amdoxovir, 145514-04-1; azathioprine, 446-86-6; cladribine, 4291-63-8; cytarabine, 147-94-4, 69-74-9; didanosine, 69655-05-6; dihydropyrimidine dehydrogenase, 9029-01-0; fludarabine, 21679-14-1; gemcitabine, 103882-84-4; lamivudine, 134678-17-4, 134680-32-3; nicotinamide riboside, 1341-23-7; nucleoside phosphorylase, 9059-37-4; phosphate, 14066-19-4, 14265-44-2; ribavirin, 36791-04-5; stavudine, 3056-17-5; tubercidin, 69-33-0; xanthine oxidase, 9002-17-9; zalcitabine, 7481-89-2; zidovudine, 30516-87-1
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_13852728_v10_n11_p1197_Lewkowicz

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Citas:

---------- APA ----------
Lewkowicz, E.S. & Iribarren, A.M. (2006) . Nucleoside phosphorylases. Current Organic Chemistry, 10(11), 1197-1215.
http://dx.doi.org/10.2174/138527206777697995
---------- CHICAGO ----------
Lewkowicz, E.S., Iribarren, A.M. "Nucleoside phosphorylases" . Current Organic Chemistry 10, no. 11 (2006) : 1197-1215.
http://dx.doi.org/10.2174/138527206777697995
---------- MLA ----------
Lewkowicz, E.S., Iribarren, A.M. "Nucleoside phosphorylases" . Current Organic Chemistry, vol. 10, no. 11, 2006, pp. 1197-1215.
http://dx.doi.org/10.2174/138527206777697995
---------- VANCOUVER ----------
Lewkowicz, E.S., Iribarren, A.M. Nucleoside phosphorylases. Curr. Org. Chem. 2006;10(11):1197-1215.
http://dx.doi.org/10.2174/138527206777697995