Lipase‐Mediated Selective Synthesis of Aldopentofuranoses

The selective modification of carbohydrates using enzymatic approaches has attracted significant interest for its efficiency, specificity and sustainability. In our study, we systematically examined the conversion of aldopentoses to their corresponding furanose derivatives using immobilised Candida antarctica lipase B (NVZ‐435) and vinyl benzoate, exploring various solvents and reaction times. The 5‐ O ‐mono‐protected furanoses of seven d ‐ and l ‐aldopentoses were obtained with yields up to 100%. In cases where lower yields were observed, such as with d ‐arabinofuranose and l ‐lyxofuranose, the 2,5‐ and 1,5‐ O ‐dibenzoylated furanosyl products were obtained in 73% and 40% yield, respectively. These findings broaden the scope of biocatalysis as a selective, sustainable and highly efficient approach for challenging carbohydrate synthesis.

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Publication Details

Journal
European Journal of Organic Chemistry
Published
2026-07-23
DOI
https://doi.org/10.1002/ejoc.70683
Primary Topic
Enzyme Catalysis and Immobilization
Type
article
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article

Lipase‐Mediated Selective Synthesis of Aldopentofuranoses

Maria Rita Ventura, Mária Mastihubová, Vladimı́r Mastihuba, Cristiano A. Conceição
European Journal of Organic Chemistry
Enzyme Catalysis and Immobilization
article

Lipase‐Mediated Selective Synthesis of Aldopentofuranoses

Maria Rita Ventura, Mária Mastihubová, Vladimı́r Mastihuba, Cristiano A. Conceição
article en

Abstract

The selective modification of carbohydrates using enzymatic approaches has attracted significant interest for its efficiency, specificity and sustainability. In our study, we systematically examined the conversion of aldopentoses to their corresponding furanose derivatives using immobilised Candida antarctica lipase B (NVZ‐435) and vinyl benzoate, exploring various solvents and reaction times. The 5‐ O ‐mono‐protected furanoses of seven d ‐ and l ‐aldopentoses were obtained with yields up to 100%. In cases where lower yields were observed, such as with d ‐arabinofuranose and l ‐lyxofuranose, the 2,5‐ and 1,5‐ O ‐dibenzoylated furanosyl products were obtained in 73% and 40% yield, respectively. These findings broaden the scope of biocatalysis as a selective, sustainable and highly efficient approach for challenging carbohydrate synthesis.

European Journal of Organic Chemistry
Institute of Chemistry of the Slovak Academy of Sciences (SK), Slovak Academy of Sciences (SK), Universidade Nova de Lisboa (PT)
Responsible consumption and production
Openalex Percentile: Top 14%
Enzyme Catalysis and Immobilization
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Lipase‐Mediated Selective Synthesis of Aldopentofuranoses — Maria Rita Ventura, Mária Mastihubová, et al. · European Journal of Organic Chemistry (2026) | TGRS Research Map | TGRS