Enzyme-catalyzed amine-functionalization of poly(ethylene-glycol)

This paper presents a new method for the amine-functionalization of poly(ethylene glycol) (PEG) of Mn =2050 g/mol via Candida antarctica lipase B (CALB)-catalyzed esterification of tert-butyloxycarbonyl (tBOC)-protected β-Alanine and L-Alanine. NMR showed full conversion for protected β-Alanine, and...

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Main Authors: Judit Eva Puskas, Enikő Krisch, Aswathy Sasidharan Pillai, Prajakatta Mulay
Format: Article
Language:English
Published: Budapest University of Technology and Economics 2022-09-01
Series:eXPRESS Polymer Letters
Subjects:
Online Access:http://www.expresspolymlett.com/letolt.php?file=EPL-0011841&mi=cd
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author Judit Eva Puskas
Enikő Krisch
Aswathy Sasidharan Pillai
Prajakatta Mulay
author_facet Judit Eva Puskas
Enikő Krisch
Aswathy Sasidharan Pillai
Prajakatta Mulay
author_sort Judit Eva Puskas
collection DOAJ
description This paper presents a new method for the amine-functionalization of poly(ethylene glycol) (PEG) of Mn =2050 g/mol via Candida antarctica lipase B (CALB)-catalyzed esterification of tert-butyloxycarbonyl (tBOC)-protected β-Alanine and L-Alanine. NMR showed full conversion for protected β-Alanine, and MALDI-ToF demonstrated the purity of the product. After deprotection, the desired diamine-functionalized PEG was obtained. Protected L-Alanine did not reach full conversion by NMR, likely due to the steric hindrance of its methyl side group.
format Article
id doaj-art-eb49e96533fd419bb0e2a191e2a10561
institution Kabale University
issn 1788-618X
language English
publishDate 2022-09-01
publisher Budapest University of Technology and Economics
record_format Article
series eXPRESS Polymer Letters
spelling doaj-art-eb49e96533fd419bb0e2a191e2a105612025-08-20T03:57:54ZengBudapest University of Technology and EconomicseXPRESS Polymer Letters1788-618X2022-09-0116993393810.3144/expresspolymlett.2022.68Enzyme-catalyzed amine-functionalization of poly(ethylene-glycol)Judit Eva PuskasEnikő KrischAswathy Sasidharan PillaiPrajakatta MulayThis paper presents a new method for the amine-functionalization of poly(ethylene glycol) (PEG) of Mn =2050 g/mol via Candida antarctica lipase B (CALB)-catalyzed esterification of tert-butyloxycarbonyl (tBOC)-protected β-Alanine and L-Alanine. NMR showed full conversion for protected β-Alanine, and MALDI-ToF demonstrated the purity of the product. After deprotection, the desired diamine-functionalized PEG was obtained. Protected L-Alanine did not reach full conversion by NMR, likely due to the steric hindrance of its methyl side group.http://www.expresspolymlett.com/letolt.php?file=EPL-0011841&mi=cdpolymer synthesis, molecular engineeringtailor-made polymersbiocompatible polymerspoly(ethylene glycol) diamineenzyme catalysis
spellingShingle Judit Eva Puskas
Enikő Krisch
Aswathy Sasidharan Pillai
Prajakatta Mulay
Enzyme-catalyzed amine-functionalization of poly(ethylene-glycol)
eXPRESS Polymer Letters
polymer synthesis, molecular engineering
tailor-made polymers
biocompatible polymers
poly(ethylene glycol) diamine
enzyme catalysis
title Enzyme-catalyzed amine-functionalization of poly(ethylene-glycol)
title_full Enzyme-catalyzed amine-functionalization of poly(ethylene-glycol)
title_fullStr Enzyme-catalyzed amine-functionalization of poly(ethylene-glycol)
title_full_unstemmed Enzyme-catalyzed amine-functionalization of poly(ethylene-glycol)
title_short Enzyme-catalyzed amine-functionalization of poly(ethylene-glycol)
title_sort enzyme catalyzed amine functionalization of poly ethylene glycol
topic polymer synthesis, molecular engineering
tailor-made polymers
biocompatible polymers
poly(ethylene glycol) diamine
enzyme catalysis
url http://www.expresspolymlett.com/letolt.php?file=EPL-0011841&mi=cd
work_keys_str_mv AT juditevapuskas enzymecatalyzedaminefunctionalizationofpolyethyleneglycol
AT enikokrisch enzymecatalyzedaminefunctionalizationofpolyethyleneglycol
AT aswathysasidharanpillai enzymecatalyzedaminefunctionalizationofpolyethyleneglycol
AT prajakattamulay enzymecatalyzedaminefunctionalizationofpolyethyleneglycol