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Synfacts 2007(4): 0374-0374
DOI: 10.1055/s-2007-968309
DOI: 10.1055/s-2007-968309
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart · New York
Ring-Opening Metathesis Polymerization of Lactonic Sophorolipids
W. Gao, R. Hagver, V. Shah, W. Xie, R. A. Gross*, M. F. Ilker, C. Bell, K. A. Burke, E. B. Coughlin
Polytechnic University, New York, USA
Weitere Informationen
Publikationsverlauf
Publikationsdatum:
23. März 2007 (online)
![](https://www.thieme-connect.de/media/synfacts/200704/lookinside/thumbnails/10.1055-s-2007-968309-1.jpg)
Significance
The natural bioactive glycolipid, sophorolipid (1) was polymerized to semicrystalline poly(sophorolipid) (2) by ring-opening-metathesis polymerization (ROMP) using a ruthenium catalyst. Sophorolipid monomer was obtained through fermentation of Candica bombicola. The poly(sophorolipid) was formed in high yield up to 89% with Mn up to 103,000. It was proposed that strong intermolecular interactions between poly(sophorolipid) molecules enthalpically drive the facile polymerization of low-ring-strain 26-membered sophorolipid monomer.