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Enzymatic synthesis and surface properties of novel rhamnolipids

Paper ID Volume ID Publish Year Pages File Format Full-Text
34857 45052 2013 11 PDF Available
Title
Enzymatic synthesis and surface properties of novel rhamnolipids
Abstract

New rhamnolipids were obtained via the development of a synthesis procedure consisting of two biocatalyzed steps. In the first step, naringinase was used to introduce a primary alcohol function onto rhamnose by glycosylation of 1,3-propanediol. In the second step, immobilized lipase B from Candida antarctica catalyzed the esterification of the primary hydroxyl group with mono- and di-carboxylic fatty acids of increasing chain length (from C8 to C14). For the monoic acids, the initial rate and 24 h yield decreased with increasing chain length. For the dioic acid, the number of carbon atoms of the acid did not influence these parameters. The new rhamnolipid obtained with tetradecanoic acid showed very good surface properties. At pH 5, it had a very low critical aggregation concentration of 1.70 μM and it diminished water's surface tension to 27.6 mN/m. It was also able to form stable insoluble monolayers. On the other hand, the rhamnolipid formed with tetradecanedioic acid showed far less interesting surface properties.

► Novel rhamnolipids were synthesized via a two-step enzymatic process. ► Naringinase was used to introduce a primary alcohol onto rhamnose. ► The rhamnose derivative esterification was catalyzed with Novozym 435. ► The esterification's initial rate and yield with mono or di-oic acids was studied. ► The derivative obtained with myristic acid exhibits interesting surface properties.

Keywords
Naringinase; Lipase; Rhamnose; Dicarboxylic acid; Ester; Surfactant
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Enzymatic synthesis and surface properties of novel rhamnolipids
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Publisher
Database: Elsevier - ScienceDirect
Journal: Process Biochemistry - Volume 48, Issue 1, January 2013, Pages 133–143
Authors
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Subjects
Physical Sciences and Engineering Chemical Engineering Bioengineering
Get Full-Text Now
Don't Miss Today's Special Offer
Price was $35.95
You save - $31
Price after discount Only $4.95
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Any Questions? feel free to contact us