Document Detail


Enzymatic synthesis of structured lipids.
MedLine Citation:
PMID:  15453189     Owner:  NLM     Status:  MEDLINE    
Abstract/OtherAbstract:
Structured lipids (SLs) are defined as lipids that are modified chemically or enzymatically in order to change their structure. This review deals with structured triacylglycerols (STGs) and structured phospholipids (SPLs). The most typical STGs are MLM-type STGs, having medium chain fatty acids (FAs) at the 1- and 3-positions and a long chain fatty acid at the 2- position. MLM-type STGs are synthesized by: 1) 1,3-position-specific lipase-catalyzed acyl exchange of TG with FA or with FA ethylester (FAEt); 2) 1,3-position-specific lipase-catalyzed acylation of glycerol with FA, giving symmetric 1,3-diacyl-sn-glycerol, followed by chemical acylation at the sn-2 position, and; 3) 1,3-position-specific lipase-catalyzed deacylation of TG, giving 2-monoacylglycerol, followed by reacylation at the 1- and 3-positions with FA or with (FAEt). Enzymatic preparation of SPLs requires: 1) acyl group modification, and 2) head group modification of phospholipids. Acyl group modification is performed using lipases or phospholipase A2-mediated transesterification or ester synthesis to introduce arbitrary fatty acid to phospholipids. Head group modification is carried out by phospholipase D-catalyzed transphosphatidylation. A wide range of compounds can be introduced into the polar head of phospholipids, making it possible to prepare various SPLs.
Authors:
Yugo Iwasaki; Tsuneo Yamane
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Publication Detail:
Type:  Journal Article; Review    
Journal Detail:
Title:  Advances in biochemical engineering/biotechnology     Volume:  90     ISSN:  0724-6145     ISO Abbreviation:  Adv. Biochem. Eng. Biotechnol.     Publication Date:  2004  
Date Detail:
Created Date:  2004-09-29     Completed Date:  2005-01-14     Revised Date:  2005-11-17    
Medline Journal Info:
Nlm Unique ID:  8307733     Medline TA:  Adv Biochem Eng Biotechnol     Country:  Germany    
Other Details:
Languages:  eng     Pagination:  151-71     Citation Subset:  IM    
Affiliation:
Laboratory of Molecular Biotechnology, Graduate School of Bio- and Agro-Sciences, Nagoya University, Furo-cho, Chikusa-ku, Nagoya 464-8601, Japan.
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MeSH Terms
Descriptor/Qualifier:
Arbutin / chemistry
Enzymes / chemistry*,  metabolism
Fats / chemistry,  metabolism
Fatty Acids / chemistry,  metabolism
Fungi / enzymology
Lipase / chemistry,  metabolism
Lipid Metabolism
Lipids / chemical synthesis*,  chemistry
Molecular Structure
N-Acetylneuraminic Acid / chemistry
Nucleosides / chemistry
Oils / chemistry,  metabolism
Phosphatidylserines / chemical synthesis,  chemistry
Phospholipases / chemistry,  metabolism
Phospholipids / chemical synthesis,  chemistry,  metabolism
Pyrones / chemistry
Triglycerides / chemical synthesis,  chemistry,  metabolism
Vitamins / chemistry
Chemical
Reg. No./Substance:
0/Enzymes; 0/Fats; 0/Fatty Acids; 0/Lipids; 0/Nucleosides; 0/Oils; 0/Phosphatidylserines; 0/Phospholipids; 0/Pyrones; 0/Triglycerides; 0/Vitamins; 131-48-6/N-Acetylneuraminic Acid; 497-76-7/Arbutin; 501-30-4/kojic acid; EC 3.1.-/Phospholipases; EC 3.1.1.3/Lipase

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