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Lipase-mediated deacetylation and oligomerization of lactonic sophorolipids

机译:脂肪酶介导的乳酸槐糖脂的脱乙酰化和低聚

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摘要

The direct enzymatic polymerization of lactonic sophorolipids (SLs) was investigated with four lipases, including porcine pancreatic lipase (PPL), immobilized Mucor miehei lipase (MML), lyophilized Candida antarctica lipase (Fraction B, CAL-B), and lyophilized Pseudomonas sp. lipase (PSL). Several organic solvents, covering a wide range of polarity, were compared for suitability as the reaction medium. Isopropyl ether and toluene were found most effective. According to the quantification and structure identification by HPLC and LC-MS, the reaction proceeded with the formation of monoacetylated lactonic SLs and the subsequent conversion of the intermediates to oligomers and polymers, presumably through ring-opening polymerization. Temperature was found to have significant effects on the reaction. Both the conversion of reactant SLs and the subsequent formation of oligomers and polymers from the intermediates were faster at 60degreesC than at 50degreesC. The substrate selectivity among the three dominant reactant SLs also differed with the temperature. The conversion rate increased with the ring size of the lactones at 60degreesC, but it decreased with the size at 50degreesC.
机译:用四种脂肪酶研究了内生的槐糖脂(SLs)的直接酶促聚合反应,包括猪胰脂肪酶(PPL),固定化的Mucor miehei脂肪酶(MML),冻干的南极假丝酵母脂肪酶(Fraction B,CAL-B)和冻干的假单胞菌sp。脂肪酶(PSL)。比较了覆盖多种极性的几种有机溶剂作为反应介质的适用性。发现异丙醚和甲苯最有效。根据通过HPLC和LC-MS的定量和结构鉴定,该反应进行,形成单乙酰化的内酯SL,并且随后将中间体转化为低聚物和聚合物,大概是通过开环聚合。发现温度对反应有显着影响。反应物SL的转化以及随后由中间体形成的低聚物和聚合物两者在60℃下比在50℃下更快。三种主要反应物SL之间的底物选择性也随温度而不同。转化率随着内酯在60℃的环大小的增加而增加,但是随着内酯在50℃的大小的降低而降低。

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