Mechanistic Insight in the Enzymatic Ring-Opening Polymerization of beta-Propiolactam

Autor:	Schwab, Leendert W., Baum, Iris, Fels, Gregor, Loos, Katja, Cheng, HN, Gross, RA
Přispěvatelé:	Polymer Chemistry and Bioengineering
Jazyk:	angličtina
Rok vydání:	2010
Předmět:	EPSILON-CAPROLACTONE ORGANIC-SOLVENTS AMINO ACIDS LACTAMS CANDIDA-ANTARCTICA ANTARCTICA LIPASE-B SPECIFICITY
Zdroj:	GREEN POLYMER CHEMISTRY: BIOCATALYSIS AND BIOMATERIALS, 265-278 STARTPAGE=265;ENDPAGE=278;TITLE=GREEN POLYMER CHEMISTRY: BIOCATALYSIS AND BIOMATERIALS
Popis:	Here we report the polymerization of beta-propiolactam to poly(beta-alanine) catalyzed by the immobilized Candida antarctica lipase B (N435). The polymer is characterized by (1)H-NMR spectroscopy and MALDI-ToF mass spectrometry. The best results were obtained with N435 (dried for 24 hours in vacua at 46 degrees C) in toluene at 55 degrees C for a period of 96 hours. Polymerization of beta-alanine was not feasible via the N435 catalyst, showing that the beta-propiolactam ring is needed for this reaction. This finding ruled out reaction mechanisms that resembled enzymatic polymerization of epsilon-caprolactone. Instead, a detailed eight-step mechanism was developed by computational simulation that provided an appropriate description of ring-opening polymerization of beta-propiolactam.
Databáze:	OpenAIRE
Externí odkaz:	https://explore.openaire.eu/search/publication?articleId=narcis______::fd30b01666e6ba8f5ffd3b556fe535d0 https://research.rug.nl/en/publications/c33dd882-2f8a-4dc9-b5c3-f22ab9221730 Zobrazit plný text záznamu