+ Translate
+ Most Popular
Advantages and disadvantages of bordeaux mixture and of lime-sulphur used on apples in the growing season
Observations on the Umaria marine bed
10 years of hearing conservation in the Royal Air Force
Chocolate crumb - dairy ingredient for milk chocolate
Effect of daily gelatin ingestion on human scalp hair
Comparison of rice bran and maize bran as feeds for growing and fattening pigs
The composition of pampas-grass (Cortaderia argentea.)
The Accraian Series:
The mechanism of the Liebermann-Burchard reaction of sterols and triterpenes and their esters
Cerebrovascular Doppler ultrasound studies (cv-Doppler)
Toria: PT-303 - first national variety
Hair growth promoting activity of tridax procumbens
Productivity of Pekin x Khaki Campbell ducks
A stable cytosolic expression of VH antibody fragment directed against PVY NIa protein in transgenic potato plant confers partial protection against the virus
Solar treatment of wheat loose smut
Swimmers itch in the Lake of Garda
Bactofugation and the Bactotherm process
The effects of prefrontal lobotomy on aggressive behavior in dogs
Visual rating scales for screening whorl-stage corn for resistance to fall armyworm
Breakdown of seamounts at the trench axis, viewed from gravity anomaly
Kooken; pennsylvania's toughest cave
Recovery of new dinosaur and other fossils from the Early Cretaceous Arundel Clay facies (Potomac Group) of central Maryland, U.S.A
Zubor horny (Bison bonasus) v prirodnych podmienkach Slovensku
The extended Widal test in the diagnosis of fevers due to Salmonella infection
Hair of the american mastodon indicates an adaptation to a semi aquatic habitat

Structure and polymorphism of 1,2-dioleoyl-3-acyl-sn-glycerols. Three- and six-layered structures

Structure and polymorphism of 1,2-dioleoyl-3-acyl-sn-glycerols. Three- and six-layered structures

Biochemistry 24(14): 3757-3764

ISSN/ISBN: 0006-2960

PMID: 4041437

DOI: 10.1021/bi00335a051

Triacylglycerols, which usually contain at least one unsaturated fatty acid, are the most important forms of stored biological lipids in teleosts, mammals, and most plants. Since the physical properties of such mixed-chain triacylglycerols are poorly understood, a systematic study of such compounds has been initiated. Stereospecific 1,2-dioleoyl-3-acyl-sn-glycerols were synthesized with even carbon saturated fatty acyl chains of 14-24 carbons in length. Their polymorphic behavior was examined by differential scanning calorimetry and X-ray powder diffraction. The thermal behavior revealed from one to four major polymorphic transitions depending upon saturated chain length. Plots of enthalpy of fusion and entropy vs. carbon number for melting of the most stable polymorph were linear throughout the series with slopes of 1.0 kcal/mol per carbon atom and 2.6 cal/(mol K) per carbon atom, respectively. These slopes indicate that the saturated chains are packed in a well-ordered tightly packed lattice. When the compounds were rapidly cooled to 5 degrees C, X-ray powder diffraction revealed strong beta' (ca. 3.8 and 4.2 A) reflections and weak beta (ca. 4.6 A) reflections. The beta subcell reflections intensified when the compounds were heated to within 5 degrees C of the melting temperature of the highest melting polymorph. Evidence of an alpha phase was not seen on 30-min X-ray exposures for any of the compounds. In the proposed packing arrangement the saturated and unsaturated chains are segregated into layers. The stable form of all compounds exhibits a triple layer packing mode in which a bilayer of oleoyl chains is segregated from an interdigitated layer of saturated chains.

Please choose payment method:

(PDF emailed within 0-6 h: $19.90)

Accession: 018132709

Download citation: RISBibTeXText

Related references

Gas chromatographic separations of di acyl glycerols and mono acyl glycerols based on the degree of unsaturation and positional placement of acyl groups. Lipids 15(4): 205-215, 1980

Phospholipid acyl chain rotational dynamics are independent of headgroup structure in unilamellar vesicles containing binary mixtures of dioleoyl-phosphatidylcholine and dioleoyl-phosphatidylethanolamine. Biochimica et Biophysica Acta 1415(1): 63-76, 1998

Continuous starvation as it affects tri acyl glycerols di acyl glycerols and free fatty acids in the liver of chicks. Zhivotnov"dni Nauki 17(8): 66-71, 1980

High performance liquid chromatography analyses of emulsifiers part 1 quantitative determinations of mono acyl glycerols and di acyl glycerols of saturated fatty acids. Journal of the American Oil Chemists' Society 55(9): 649-652, 1978

Synthesis and polymorphism of 3-acyl-sn-glycerols. Biochemistry 24(2): 519-525, 1985

Synthesis and polymorphism 1,2-dipalmitoyl-3-acyl-sn-glycerols. Journal of the American Oil Chemists' Society 61(6): 1078-1084, 1984

Crystallization and Polymorphism of 1,3-Acyl-Palmitoyl-rac-Glycerols. Journal of the American Oil Chemists Society 88(8): 1113-1123, 2011

Di acyl glycerol acyl transferase activity from isolated fat cells dependence on acyl coenzyme a and di acyl glycerols. Federation Proceedings 35(7): 1360, 1976

Metabolic evidence against the role of 2-acyl glycerols in the biosynthesis of 1-alkyl-2, 3-diacyl glycerols in marine fish. Biochimica et Biophysica Acta 248(3): 430-433, 1971

Structures of tri acyl glycerols in lamb fat with elevated levels of linoleic acid. Journal of the Science of Food and Agriculture 28(3): 293-300, 1977

Physical properties of glycosyldiacylglycerols : an infrared spectroscopic study of the gel-phase polymorphism of 1,2-Di-O-acyl-3-O-(β-D-glucopyranosyl)-sn-glycerols. Biochemistry (Easton) 29(38): 8933-8943, 1990

Physical properties of glycosyldiacylglycerols: an infrared spectroscopic study of the gel-phase polymorphism of 1,2-di-O-acyl-3-O-(b- D-glucopyranosyl)-sn-glycerols. Biochemistry (American Chemical Society) 29: 33-43, 1990

The preparation of enantiomeric 1 3 o alk 1 cis enyl 2 acyl sn glycerols and 1 3 o alk 1 trans enyl 2 acyl sn glycerols. Bioorganicheskaya Khimiya 1(1): 56-60, 1975

Physical properties of glycosyldiacylglycerols: an infrared spectroscopic study of the gel-phase polymorphism of 1,2-di-O-acyl-3-O-(beta-D-glucopyranosyl)-sn-glycerols. Biochemistry 29(38): 8933-8943, 1990

Synthesis of di acyl glycerols by mono acyl glycerol acyl transferase ec 2.3.1. type from crop mid gut and fat body tissues of the american cockroach periplaneta americana. Insect Biochemistry 9(2): 129-134, 1979