title: The mechanism of solvent effect on the positional selectivity of Candida antarctica lipase B during 1,3-diolein synthesis by esterification.
abstract: We investigated the influence of solvent on the positional selectivity of Novozym 435 which was the immobilized Candida antarctica lipase B (CALB) during the esterification of oleic acid with glycerol for 1,3-diolein preparation previously. Herein, molecular modeling was used to elucidate the underlying mechanism of the solvent effect on the positional selectivity of the enzyme. The results showed that the binding energy of sn-1 hydroxyl of glycerol molecular with CALB became higher, and the binding energy of sn-2 hydroxyl of glycerol molecular with CALB became lower along with the increase of the solvent log P. It was demonstrated that, increasing log P of the solvent, the enzyme selectivity to sn-1 hydroxyl of glycerol molecular grew weaker, and the selectivity to sn-2 hydroxyl of glycerol molecular grew stronger.
authors: Academy of State Administration of Grain, Beijing 100036, PR China. bioduan@gmail.com
authors: Zhang-Qun
authors: ZQ
authors: Duan
authors: Wei
authors: W
authors: Du
authors: De-Hua
authors: DH
authors: Liu
mesh_terms: D001709:Biotechnology / Q000379:methods*; D002175:Candida / Q000201:enzymology*; D002384:Catalysis; D004075:Diglycerides / Q000737:chemistry*; D004951:Esterification; D005656:Fungal Proteins; D005990:Glycerol / Q000737:chemistry; D008049:Lipase / Q000737:chemistry*; D008956:Models, Chemical; D008958:Models, Molecular; D056004:Molecular Dynamics Simulation; D019301:Oleic Acid / Q000737:chemistry; D009930:Organic Chemicals / Q000737:chemistry; D012997:Solvents / Q000737:chemistry; D013379:Substrate Specificity
chemical_list: D004075:Diglycerides; D005656:Fungal Proteins; D009930:Organic Chemicals; D012997:Solvents; D019301:Oleic Acid; D008049:Lipase; C431349:lipase B, Candida antarctica; C089743:1,3-diolein; D005990:Glycerol