Enzymatic synthesis of surfactants via amide bonds

Citation
T. Maugard et al., Enzymatic synthesis of surfactants via amide bonds, BIOCATAL B, 16(5), 1998, pp. 383-393
Citations number
18
Categorie Soggetti
Biochemistry & Biophysics
Journal title
BIOCATALYSIS AND BIOTRANSFORMATION
ISSN journal
10242422 → ACNP
Volume
16
Issue
5
Year of publication
1998
Pages
383 - 393
Database
ISI
SICI code
1024-2422(1998)16:5<383:ESOSVA>2.0.ZU;2-U
Abstract
Non-ionic biodegradable surfactants can be obtained by reacting amino aldit ol derivatives with fatty acids in the presence of lipases in organic media . Such surfactants in contrast to ester bonds. containing an amide bond are stable under alkaline conditions. Thr efficient coupling of N-methyl-gluca mine to oleic acid can be catalysed with Lipozyme in hexane or with Novozym in 2-methyl-2-butanol as solvents. In the first case, the acid/base ratio controls both kinetics and chemo-selectivity of the reaction. In the second case, the adoption of acid base conditions allow control of the chrmo-sele ctivity of the reaction. This reaction can also be completed by using trigl ycerides or Fatty acid esters as acyl donors, which opens the way to the va lorization of plant oils for surfactant synthesis.