Biomaterial Database

Improved plasmalogen synthesis using organobarium intermediates. 2007

Jeroen Van den Bossche, and Junhwa Shin, and David H Thompson

Department of Chemistry, 560 Oval Drive, Purdue University, West Lafayette, Indiana 47907, USA.

An improved synthesis of plasmalogen type lipids is described. Transmetalation of lithioalkoxy allyl intermediates with BaI(2) and subsequent alkylation with 1-iodoalkanes enables the stereoselective formation of O-(Z)-alkenyl ether as precursors for the synthesis of plasmenyl- and bisplasmenylcholines. This method provides a simple and adaptable approach for the stereocontrolled synthesis of plasmenyl derivatives with variations at the sn-1, sn-2, and sn-3 positions of the glycerol backbone.

UI	MeSH Term	Description	Entries
D009930	Organic Chemicals	A broad class of substances containing carbon and its derivatives. Many of these chemicals will frequently contain hydrogen with or without oxygen, nitrogen, sulfur, phosphorus, and other elements. They exist in either carbon chain or carbon ring form.	Organic Chemical,Chemical, Organic,Chemicals, Organic
D010955	Plasmalogens	GLYCEROPHOSPHOLIPIDS in which one of the two acyl chains is attached to glycerol with an ether alkenyl linkage instead of an ester as with the other glycerophospholipids.	Phosphatidal Compounds,Plasmalogen,Alkenyl Ether Phospholipids,Compounds, Phosphatidal,Ether Phospholipids, Alkenyl,Phospholipids, Alkenyl Ether
D002794	Choline	A basic constituent of lecithin that is found in many plants and animal organs. It is important as a precursor of acetylcholine, as a methyl donor in various metabolic processes, and in lipid metabolism.	Bursine,Fagine,Vidine,2-Hydroxy-N,N,N-trimethylethanaminium,Choline Bitartrate,Choline Chloride,Choline Citrate,Choline Hydroxide,Choline O-Sulfate,Bitartrate, Choline,Chloride, Choline,Choline O Sulfate,Citrate, Choline,Hydroxide, Choline,O-Sulfate, Choline
D015394	Molecular Structure	The location of the atoms, groups or ions relative to one another in a molecule, as well as the number, type and location of covalent bonds.	Structure, Molecular,Molecular Structures,Structures, Molecular
D017609	Barium Compounds	Inorganic compounds that contain barium as an integral part of the molecule.	Compounds, Barium