Abstract
Thin films of methyl oleate, oleic acid, and di-octadecenoyl phosphatidylcholine were reacted with a 2% solution of OsO4 in water for 1 hr at 0°. As controls, methyl 9,10-dihydroxystearate and 9,10-dihydroxystearic acid were reacted with OsO4 in 0.25 N NaOH in methanol for 1 hr at room temperature. The reaction products were isolated, purified, and analyzed by thin-layer chromatography, gas-liquid chromatography, and infrared and visible spectroscopy. In all cases, the products were identified as diesters of osmic acid in which two molecules of fatty acids are linked through 1 molecule of osmic acid.
Full Text
The Full Text of this article is available as a PDF (640.0 KB).
Selected References
These references are in PubMed. This may not be the complete list of references from this article.
- BAKER J. R. Fixation in cytochemistry and electron-microscopy. J Histochem Cytochem. 1958 Sep;6(5):303–308. doi: 10.1177/6.5.303. [DOI] [PubMed] [Google Scholar]
- DAVIDOFF F., KORN E. D. FATTY ACID AND PHOSPHOLIPID COMPOSITION OF THE CELLULAR SLIME MOLD, DICTYOSTELIUM DISCOIDEUM. THE OCCURRENCE OF PREVIOUSLY UNDESCRIBED FATTY ACIDS. J Biol Chem. 1963 Oct;238:3199–3209. [PubMed] [Google Scholar]
- Korn E. D. 3. Modification of oleic acid during fixation of Amoebae by osmium tetroxide. Biochim Biophys Acta. 1966 Apr 4;116(2):325–335. doi: 10.1016/0005-2760(66)90015-4. [DOI] [PubMed] [Google Scholar]
- Korn E. D. II. Synthesis of bis(methyl 9,10-dihydroxystearate)osmate from methyl oleate and osmium tetroxide under conditions used for fixation of biological material. Biochim Biophys Acta. 1966 Apr 4;116(2):317–324. doi: 10.1016/0005-2760(66)90014-2. [DOI] [PubMed] [Google Scholar]
- McBride O. W., Korn E. D. Acceptors of fatty acid for glyceride synthesis in guinea pig mammary gland. J Lipid Res. 1964 Jul;5(3):448–452. [PubMed] [Google Scholar]
- STOECKENIUS W., MAHR S. C. STUDIES ON THE REACTION OF OSMIUM TETROXIDE WITH LIPIDS AND RELATED COMPOUNDS. Lab Invest. 1965 Jun;14:1196–1207. [PubMed] [Google Scholar]
- STOECKENIUS W. Some electron microscopical observations on liquid-crystalline phases in lipid-water systems. J Cell Biol. 1962 Feb;12:221–229. doi: 10.1083/jcb.12.2.221. [DOI] [PMC free article] [PubMed] [Google Scholar]
- WIGGLESWORTH V. B. The use of osmium in the fixation and staining of tissues. Proc R Soc Lond B Biol Sci. 1957 Sep 12;147(927):185–199. doi: 10.1098/rspb.1957.0043. [DOI] [PubMed] [Google Scholar]