Abstract:
N-Monoacetylated derivatives of ribo- (adenosine, guanosine) and 2'-deoxyribonucleosides (2'-deoxyadenosine and 2'-deoxyguanosine), useful as oligonucleotide building blocks, were obtained in 88-100% by enzymatic chemoselective hydrolysis of the corresponding peracetylated nucleosides. Among the tested hydrolases, most satisfactory results were found with acylase I from Aspergillus melleus and Candida antarctica lipase B. For acylase I, the observed chemoselectivity towards ester hydrolysis, without amide reaction, broadens the information about the selectivity of the enzyme and its synthetic applications in the field of nucleosides. © 2013 Elsevier B.V.
Registro:
Documento: |
Artículo
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Título: | An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis |
Autor: | Palacio, C.M.; Sabaini, M.B.; Iribarren, A.M.; Iglesias, L.E. |
Filiación: | Department of Science and Technology, Universidad Nacional de Quilmes, Roque Sáenz Peña 352, 1876 Bernal, Provincia de Buenos Aires, Argentina INGEBI, CONICET, Vuelta de Obligado 2490, 1428 Buenos Aires, Argentina
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Palabras clave: | Acylase I; Candida antarctica lipase B; Chemoselectivity; Nucleobase N-protection; Oligonucleotide building blocks; Acylase I; Building blockes; Candida antarctica lipase B; Chemo-selectivity; Nucleobases; Enzymatic hydrolysis; Isomers; Oligonucleotides; Biomolecules; aminoacylase; hydrolase; purine nucleoside; article; Aspergillus melleus; chemical reaction; chemoselective enzymatic hydrolysis; deacetylation; deprotection reaction; enzyme synthesis; hydrolysis; priority journal; quantitative analysis; synthesis; Amidohydrolases; Aspergillus; Fungal Proteins; Hydrolysis; Lipase; Purine Nucleosides; Aspergillus melleus; Candida antarctica |
Año: | 2013
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Volumen: | 165
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Número: | 2
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Página de inicio: | 99
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Página de fin: | 101
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DOI: |
http://dx.doi.org/10.1016/j.jbiotec.2013.03.004 |
Título revista: | Journal of Biotechnology
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Título revista abreviado: | J. Biotechnol.
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ISSN: | 01681656
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CODEN: | JBITD
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CAS: | aminoacylase, 9012-37-7; hydrolase, 9027-41-2; Amidohydrolases, 3.5.-; Fungal Proteins; Lipase, 3.1.1.3; Purine Nucleosides; aminoacylase I, 3.5.1.14; lipase B, Candida antarctica, 3.1.1.-
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01681656_v165_n2_p99_Palacio |
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Citas:
---------- APA ----------
Palacio, C.M., Sabaini, M.B., Iribarren, A.M. & Iglesias, L.E.
(2013)
. An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis. Journal of Biotechnology, 165(2), 99-101.
http://dx.doi.org/10.1016/j.jbiotec.2013.03.004---------- CHICAGO ----------
Palacio, C.M., Sabaini, M.B., Iribarren, A.M., Iglesias, L.E.
"An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis"
. Journal of Biotechnology 165, no. 2
(2013) : 99-101.
http://dx.doi.org/10.1016/j.jbiotec.2013.03.004---------- MLA ----------
Palacio, C.M., Sabaini, M.B., Iribarren, A.M., Iglesias, L.E.
"An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis"
. Journal of Biotechnology, vol. 165, no. 2, 2013, pp. 99-101.
http://dx.doi.org/10.1016/j.jbiotec.2013.03.004---------- VANCOUVER ----------
Palacio, C.M., Sabaini, M.B., Iribarren, A.M., Iglesias, L.E. An efficient and mild access to N-acetyl protected purine nucleosides based on a chemoselective enzymatic hydrolysis. J. Biotechnol. 2013;165(2):99-101.
http://dx.doi.org/10.1016/j.jbiotec.2013.03.004