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

Author(s): Peter Steunenberg, Michiel Uiterweerd, Maarten Sijm, Elinor L. Scott, Han Zuilhof, Johan P.M. Sanders, Maurice C.R. Franssen

Journal Name: Current Organic Chemistry

Volume 17 , Issue 7 , 2013

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Abstract:

The synthesis of poly-β-alanine by a lipase catalyzed polycondensation reaction between β-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 α and β position of β-alanine was studied. Cross-Linked Enzyme Aggregates (CLEA) of Candida antarctica lipase B converted β-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.

Keywords: Biobased, biocatalysis, CLEA, enzymatic catalysis, lipases, Novozyme 435, nylon 3, polyamides.

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Article Details

VOLUME: 17
ISSUE: 7
Year: 2013
Page: [682 - 690]
Pages: 9
DOI: 10.2174/1385272811317070004
Price: $58

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