Enzyme-Catalyzed Polymerization of Beta-alanine Esters, A Sustainable Route Towards the Formation of Poly-Beta-alanine

The synthesis of poly-ß-alanine by a lipase catalyzed polycondensation reaction between ß-alanine esters is reported. The effect of different solvents, reaction temperatures and substrate/enzyme concentrations on polymer yield and degree of polymerization (DP) was determined. Also the effect of meth...

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Bibliographic Details
Published in:Current Organic Chemistry
Main Authors: Steunenberg, P., Uiterweerd, M., Sijm, M., Scott, E.L., Zuilhof, H., Sanders, J.P.M., Franssen, M.C.R.
Format: Article in Journal/Newspaper
Language:English
Published: 2013
Subjects:
amino-acids
biobased production
biotransformations
esterification
lactams
lipases
nitrogen-containing chemicals
organic-solvents
peptides
ring-opening polymerization
Antarc*
Antarctica
Online Access:https://research.wur.nl/en/publications/enzyme-catalyzed-polymerization-of-beta-alanine-esters-a-sustaina
https://doi.org/10.2174/1385272811317070004
Description
Summary:The synthesis of poly-ß-alanine by a lipase catalyzed polycondensation reaction between ß-alanine esters is reported. The effect of different solvents, reaction temperatures and substrate/enzyme concentrations on polymer yield and degree of polymerization (DP) was determined. Also the effect of methyl substituents at the a and ß position of ß-alanine was studied. Cross-Linked Enzyme Aggregates (CLEA) of Candida antarctica lipase B converted ß-alanine esters into polymers in high yield (up to 90%) and with high (DP) (up to 53 units). Optimum results were obtained when methyl esters are used in methyl tert-butyl ether (MTBE) as the solvent, at 50°C for 16 h.

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