(Trans)esterification of mannose catalyzed by lipase B from Candida antarctica in an improved reaction medium using co-solvents and molecular sieve.
Four co-solvents (dimethylformamide [DMF], formamide, dimethyl sulfoxide [DMSO], and pyridine) were tested with tert-butanol (tBut) to optimize the initial rate (v₀) and yield of mannosyl myristate synthesis by esterification catalyzed by immobilized lipase B from Candida antarctica. Ten percent by volume of DMSO resulted in the best improvement of v₀ and 48-hr yield (respectively 115% and 13% relative gain compared to pure tBut). Use of molecular sieve (5% w/v) enhances the 48-hr yield (55% in tBut/DMSO [9:1, v/v]). Transesterification in tBut/DMSO (9:1, v/v) with vinyl myristate leads to further improvement of v₀ and 48-hr yield: a relative gain of 85% and 65%, respectively, without sieve and 25% and 10%, respectively, with sieve, compared to esterification. No difference in v₀ and 48-hr yield is observed when transesterification is carried out with or without sieve.
Department of Industrial Biological Chemistry, University of Liège, Gembloux, Belgium.
Katherine
K
Nott
Alison
A
Brognaux
Gaëtan
G
Richard
Pascal
P
Laurent
Audrey
A
Favrelle
Christine
C
Jérôme
Christophe
C
Blecker
Jean-Paul
JP
Wathelet
Michel
M
Paquot
Magali
M
Deleu
D001709:Biotechnology / Q000379:methods; D002175:Candida / Q000201:enzymology* / Q000378:metabolism; D004800:Enzymes, Immobilized / Q000737:chemistry / Q000378:metabolism*; D004951:Esterification; D005227:Fatty Acids / Q000378:metabolism; D008049:Lipase / Q000737:chemistry / Q000378:metabolism*; D008358:Mannose / Q000031:analogs & derivatives / Q000378:metabolism*; D019814:Myristic Acid / Q000378:metabolism*; D011489:Protein Denaturation; D012997:Solvents / Q000737:chemistry
D004800:Enzymes, Immobilized; D005227:Fatty Acids; D012997:Solvents; D019814:Myristic Acid; D008049:Lipase; D008358:Mannose