Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides
Candida antarctica B lipase (CAL-B) catalysed alcoholysis of a series of peracetylated alkyl α, β-D-ribofuranosides was assayed. Methyl and ethyl 2,3-di-O-acetyl-α, β-D-ribofuranosides enriched in the α-anomer were regioselectively prepared through this enzymatic deacetylation in 33% and 43% yield,...
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2010
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| Acceso en línea: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10242422_v28_n4_p267_Gudino http://hdl.handle.net/20.500.12110/paper_10242422_v28_n4_p267_Gudino |
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paper:paper_10242422_v28_n4_p267_Gudino2023-06-08T16:00:12Z Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides Candida antarctica B lipase Enzymatic alcoholysis Regioselectivity Ribofuranosides Alcoholysis Anomerics Candida antarctica B Candida antarctica B lipase Enzymatic alcoholysis Enzymatic deacetylation N-propyl Acetylation Alkylation Catalysis Hydrocarbons Regioselectivity Yeast Isomers alcohol carbohydrate derivative dextro ribofuranoside derivative lipase B unclassified drug alcoholysis article Candida antarctica catalysis chemical structure deacetylation enzyme substrate Candida antarctica Candida antarctica B lipase (CAL-B) catalysed alcoholysis of a series of peracetylated alkyl α, β-D-ribofuranosides was assayed. Methyl and ethyl 2,3-di-O-acetyl-α, β-D-ribofuranosides enriched in the α-anomer were regioselectively prepared through this enzymatic deacetylation in 33% and 43% yield, respectively, the latter being a new compound. Isopropyl 2,3,5-tri-O-acetyl-β-D-ribofuranoside gave the new isopropyl 2,3-di-O-acetyl-β-D-ribofuranoside in 24% yield. The anomeric substituent affects the regioselectivity of the reaction, since n-propyl and n-butyl α, β-D-ribofuranosides reacted without selectivity. © 2010 Informa UK Ltd. 2010 https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10242422_v28_n4_p267_Gudino http://hdl.handle.net/20.500.12110/paper_10242422_v28_n4_p267_Gudino |
| institution |
Universidad de Buenos Aires |
| institution_str |
I-28 |
| repository_str |
R-134 |
| collection |
Biblioteca Digital - Facultad de Ciencias Exactas y Naturales (UBA) |
| topic |
Candida antarctica B lipase Enzymatic alcoholysis Regioselectivity Ribofuranosides Alcoholysis Anomerics Candida antarctica B Candida antarctica B lipase Enzymatic alcoholysis Enzymatic deacetylation N-propyl Acetylation Alkylation Catalysis Hydrocarbons Regioselectivity Yeast Isomers alcohol carbohydrate derivative dextro ribofuranoside derivative lipase B unclassified drug alcoholysis article Candida antarctica catalysis chemical structure deacetylation enzyme substrate Candida antarctica |
| spellingShingle |
Candida antarctica B lipase Enzymatic alcoholysis Regioselectivity Ribofuranosides Alcoholysis Anomerics Candida antarctica B Candida antarctica B lipase Enzymatic alcoholysis Enzymatic deacetylation N-propyl Acetylation Alkylation Catalysis Hydrocarbons Regioselectivity Yeast Isomers alcohol carbohydrate derivative dextro ribofuranoside derivative lipase B unclassified drug alcoholysis article Candida antarctica catalysis chemical structure deacetylation enzyme substrate Candida antarctica Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides |
| topic_facet |
Candida antarctica B lipase Enzymatic alcoholysis Regioselectivity Ribofuranosides Alcoholysis Anomerics Candida antarctica B Candida antarctica B lipase Enzymatic alcoholysis Enzymatic deacetylation N-propyl Acetylation Alkylation Catalysis Hydrocarbons Regioselectivity Yeast Isomers alcohol carbohydrate derivative dextro ribofuranoside derivative lipase B unclassified drug alcoholysis article Candida antarctica catalysis chemical structure deacetylation enzyme substrate Candida antarctica |
| description |
Candida antarctica B lipase (CAL-B) catalysed alcoholysis of a series of peracetylated alkyl α, β-D-ribofuranosides was assayed. Methyl and ethyl 2,3-di-O-acetyl-α, β-D-ribofuranosides enriched in the α-anomer were regioselectively prepared through this enzymatic deacetylation in 33% and 43% yield, respectively, the latter being a new compound. Isopropyl 2,3,5-tri-O-acetyl-β-D-ribofuranoside gave the new isopropyl 2,3-di-O-acetyl-β-D-ribofuranoside in 24% yield. The anomeric substituent affects the regioselectivity of the reaction, since n-propyl and n-butyl α, β-D-ribofuranosides reacted without selectivity. © 2010 Informa UK Ltd. |
| title |
Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides |
| title_short |
Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides |
| title_full |
Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides |
| title_fullStr |
Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides |
| title_full_unstemmed |
Candida antarctica B lipase-catalysed alcoholysis of peracetylated alkyl D-ribofuranosides |
| title_sort |
candida antarctica b lipase-catalysed alcoholysis of peracetylated alkyl d-ribofuranosides |
| publishDate |
2010 |
| url |
https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_10242422_v28_n4_p267_Gudino http://hdl.handle.net/20.500.12110/paper_10242422_v28_n4_p267_Gudino |
| _version_ |
1768542655598297088 |