Staff Publications

Staff Publications

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    'Staff publications' is the digital repository of Wageningen University & Research

    'Staff publications' contains references to publications authored by Wageningen University staff from 1976 onward.

    Publications authored by the staff of the Research Institutes are available from 1995 onwards.

    Full text documents are added when available. The database is updated daily and currently holds about 240,000 items, of which 72,000 in open access.

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Record number 408099
Title Biocatalytic synthesis of polyesters from sugar-based building blocks using immobilized Candida antarctica lipase B
Author(s) Habeych Narvaez, D.I.; Juhl, P.B.; Pleiss, J.; Vanegas, D.M.; Eggink, G.; Boeriu, C.G.
Source Journal of Molecular Catalysis. B, Enzymatic 71 (2011)1-2. - ISSN 1381-1177 - p. 1 - 9.
DOI http://dx.doi.org/10.1016/j.molcatb.2011.02.015
Department(s) Bioprocess Engineering
FBR Bioconversion
FBR Sustainable Chemistry & Technology
Publication type Refereed Article in a scientific journal
Publication year 2011
Keyword(s) ring-opening polymerization - dynamic kinetic resolution - secondary alcohols - organic medium - isosorbide - 3(s)-isopropylmorpholine-2,5-dione - esterification - isomannide - oligomers - isoidide
Abstract The synthesis of linear ester oligomers (LEOs) and cyclic ester oligomers (CEOs) from non-activated succinic acid (A) in combination with di-anhydro hexitols (B, DAH) in a toluene based medium using immobilized Candida antarctica lipase B (CAL B), was studied. The conversion is highest for isomannide and decreases in the order isomannide > isosorbide isoidide. These experimental results were corroborated by substrate-imprinted docking indicating that the hydroxyl group oriented inwards the “V”-shaped plane of the DAHs (endo-hydroxyl) is preferred over the outwards oriented hydroxyl group (exo-hydroxyl) by CAL B. The maximum conversions under optimized conditions were 88.2% and 93.7% for succinic acid and isomannide, respectively. MALDI-TOF detected products at 24 h were a mixture of cyclic (35.1%) and linear ester oligomers (64.9%). Cyclic ester oliogomers were the most abundant products during the first 8 h of reaction (32.5–48.7%), where the first cyclic of the series (CEO1) was the most predominant cyclic product (23–40%).
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