Enzymatic synthesis of lysophosphatidic acid and phosphatidic acid

被引:36
作者
Virto, C [1 ]
Svensson, I [1 ]
Adlercreutz, P [1 ]
机构
[1] Univ Lund, Ctr Chem & Chem Engn, Dept Biotechnol, S-22100 Lund, Sweden
基金
瑞典研究理事会;
关键词
lysophosphatidic acid; phosphatidic acid; lipase; esterification; DL-glycero-3-phosphate; fatty acid vinyl ester;
D O I
10.1016/S0141-0229(98)00153-7
中图分类号
Q81 [生物工程学(生物技术)]; Q93 [微生物学];
学科分类号
071005 ; 0836 ; 090102 ; 100705 ;
摘要
Immobilised 1,3-specific lipase from Rhizopus arrhizus was used as catalyst for the esterification of DL-glycero-3-phosphate and fatty acid or fatty acid vinyl ester in a solvent-free system. With lauric acid vinyl ester as acyl donor; a(W) < 0.53 favored the synthesis of lysophosphatidic acid (1-acyl-rac-glycero-3-phosphate, LPA1) and the spontaneous acyl migration of the fatty acid on the molecule. Subsequent acylation by the enzyme resulted in high phosphatidic acid (1,2-diacyl-rac-glycero-3-phosphate, PA) formation and high total conversions (> 95%). With oleic acid, maximum conversions of 55% were obtained at low water activities. Temperatures below melting point of the product favored precipitation and resulted in high final conversion and high product ratio [LPA/(PA + LPA)]. Thus, LPA was the only product with lauric acid vinyl ester as acyl donor at 25 degrees C. Increased substrate ratio (DL-glycero-3-phosphate/fatty acid) from 0.05 to 1 resulted in a higher ratio of LPA to PA formed, but a lower total conversion of DL-glycero-3-phosphate. Increased amounts of enzyme preparation did not result in higher esterification rates, probably due to high mass-transfer limitations. (C) 1999 Elsevier Science Inc. All rights reserved.
引用
收藏
页码:651 / 658
页数:8
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