Batyl alcohol explained

Batyl alcohol is an organic compound with the formula . It is a colorless solid. Batyl alcohol is a monoether formed by condensation of stearyl alcohol with one of the two primary alcohol sites of glycerol. Together with S-selachyl alcohol and S-chimyl alcohol, S-batyl alcohol is a component of some lipid membranes.^[1]

Occurrence and metabolism

It is found in the liver of the shark Centrophorus squamosus.^[2] The name batyl is derived from a classification of rays, order Batoidea. Like other glyceryl ethers, those derived from batyl alcohol are not saponifiable.^[3]

Batyl alcohol and related glycyl ethers are susceptible to oxidation catalyzed by glyceryl-ether monooxygenases. The net oxidation gives glycerol and the carboxylic acid:

Batyl alcohol and related glycyl ethers are also susceptible to dehydrogenation catalyzed unsaturases to give the vinyl ethers called plasmalogens:^[3]

References

1. 10.1021/cr5004002 . Glycerol Ether Synthesis: A Bench Test for Green Chemistry Concepts and Technologies . 2015 . Sutter . Marc . Silva . Eric Da . Duguet . Nicolas . Raoul . Yann . Métay . Estelle . Lemaire . Marc . Chemical Reviews . 115 . 16 . 8609–8651 . 26196761 .
2. 10.1007/bf02522646 . Purification and characterization of deep sea shark Centrophorus squamosus liver oil 1- O -aklylglycerol ether lipids . 1996 . Bordier . Catherine G. . Sellier . Nicole . Foucault . Alain P. . Le Goffic . François . Lipids . 31 . 5 . 521–528 . 8727645 . 39937991 .
3. 10.1002/(SICI)1098-1128(199801)18:1<43::AID-MED3>3.0.CO;2-S . Glyceryl-Ether Monooxygenase [EC 1.14.16.5]. A Microsomal Enzyme of Ether Lipid Metabolism . 1998 . Taguchi . Hiroyasu . Armarego . Wilfred L. F. . Medicinal Research Reviews . 18 . 1 . 43–89 . 9436181 . 432376 .