Origin of Glycerol Ethers

نویسندگان

  • JAMES ELLINGBOE
  • MANFRED L. KARNOVSKY
چکیده

Pieces of the digestive gland of the starfish, Asterias forbesi, were incubated in vitro with various radioactive lipid precursors in order to follow the biosynthesis of the alkyl and alkenyl glycerol ethers. Acetate-1-14C was incorporated readily into alkyl glycerol ethers of both neutral lipid and phospholipid fractions, but very poorly into the alkenyl glycerol ethers. Stearic acid-l-14C and stearaldehyde-l-14C were both incorporated into alkyl glycerol ethers, but the fatty aldehyde was a much better precursor of alkenyl glycerol ethers than was the fatty acid. When stearyl alcohol-l-14C-l, 1’-3H was compared with stearaldehyde-l14C-l-3H, it was found, from isotope ratios and relative specific activities, that the fatty aldehyde served as a better precursor than the fatty alcohol in the biosynthesis of alkenyl ethers; on the other hand, the fatty alcohol was more efficiently incorporated into the alkyl ethers. In each of these cases, sufficient tritium was retained on the primary carbon of the lipid product to preclude the obligatory involvement of fatty acids as intermediates in the biosynthesis of lipid ethers. The evidence presented militates against a direct precursor-product relationship between alkyl and alkenyl lipid ethers.

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

منابع مشابه

Labeled S-alkyl Glycerol Ethers and Derivatives

P, adioactive S-alkyl glycerol ethers have been synlhesized with 3SS, 14C and 3tt labels as well as 311/35S double labels. Tile synthesized compounds were converted to various derivatives which can serve to characterize tile S-alkyl glycerol ethers. These included tile isopropylidene derivative, oxidation with periodate to the aldehyde followed by reduction with LiAIH4 to tile alcohol, and reac...

متن کامل

Etherification of Glycerol with Propylene or 1-Butene for Fuel Additives

The etherification of glycerol with propylene over acidic heterogeneous catalysts, Amberlyst-15, S100, and S200 resins, produced mono-propyl glycerol ethers (MPGEs), 1,3-di- and 1,2-di-propyl glycerol ethers (DPGEs), and tri-propyl glycerol ether (TPGE). The propylation of glycerol over Amberlyst-15 yielded only TPGE. The glycerol etherification with 1-butene over Amberlyst-15 and S200 resins p...

متن کامل

A model study of fecapentaenes: mutagens of bacterial origin with alkylating properties.

Fecapentaene-14 and -12 are directly acting mutagens that do not require metabolic activation. Their unusual structure suggests a possible mechanism of action. A carbocation that is formed by the addition of an electrophilic species (such as a proton) to the enol ether is most probably the reactive species. A series of model enol ethers with conjugated systems of various lengths was prepared, a...

متن کامل

Ecotoxicity studies of glycerol ethers in Vibrio fischeri: checking the environmental impact of glycerol-derived solvents†

The toxicities of a series of glycerol mono-, di-, and trialkyl ethers against Vibrio fischeri bacteria have been determined. A systematic study has been carried out and the possible structure–toxicity relationships have been discussed using different QSAR models. Inhibition of bioluminescence after 30 minutes of exposure shows relatively low toxicity of many of the glycerol derived chemicals s...

متن کامل

Selective preparation of monobenzyl glyceryl ethers by the condensation reaction of glycerol with benzyl alcohols in the presence of zeolite catalysts.

The selective preparation of monobenzyl glyceryl ethers, which are potential commodity chemicals with special functions, was explored to find new applications for glycerol. Among the acid catalysts investigated (sulfuric acid, heteropoly acid, Nafion(R), and zeolite), Zeolite Socony Mobil-5 (ZSM-5) afforded better results. The reaction of equimolar amounts of glycerol and benzyl alcohol at 150º...

متن کامل

ذخیره در منابع من


  با ذخیره ی این منبع در منابع من، دسترسی به آن را برای استفاده های بعدی آسان تر کنید

برای دانلود متن کامل این مقاله و بیش از 32 میلیون مقاله دیگر ابتدا ثبت نام کنید

ثبت نام

اگر عضو سایت هستید لطفا وارد حساب کاربری خود شوید

عنوان ژورنال:

دوره   شماره 

صفحات  -

تاریخ انتشار 2003