Changes in the Content of Phytyl and Geranylgeranyl Esters of Germinating Polytrichum commune Spores

Polytrichum commune spores contained esterified phytol and geranylgeraniol, 706 and 114 μg, respectively, per 100 mg dry weight of freshly collected spores. After storage for 9 months the level of esterified phytol of the spores was decreased by c. 600 μg, whereas the level of esterified geranylgeraniol was more or less unchanged. The changes in the level of esterified prenols during germination follow the same pattern in freshly collected and in 9 month-old spore material. An immediate steep decrease between 0 and 3 h was followed by an increase in the level of esterified phytol between 3 and 12 h and by a constant value for esterified geranylgeraniol during the same period. Between 12 and 48 h the level of both types of esterified prenols decreased. In the freshly collected spores the amount of esterified prenols increased after 48 h of germination, in the older spores after 72 h. Free phytol was found in trace amounts in dry and germinating spores and in the protonema.     

Determination of Fatty Acid Composition of Spore Lipids of the Moss Polytrichum commune by Glass Capillary Column Gas Chromatography

Fatty acid methyl esters of Polytrichum commune spore triglyceride and mono- and diglycosyl diglyceride fractions were analysed by glass capillary column gas chromatography provided with a precolumn system. The composition of the fatty acids in the lipid fractions differed only quantitatively: the diglycosyl diglyceride fraction was characterized by a high content of C 18: 3ω3 (67.7%), and the triglyceride and monoglycosyl diglyceride fractions by about 35%. The monoglycosyl diglyceride fraction contained a high proportion of C 14: 0 (18.4%). In all fractions the content of polyunsaturated C 20 acids was low, ranging from trace amounts to 4.9%.     

Studies on Moss Spores. IV. Mass Spectrometric Identification of Saturated and Monoenoic Long Chain Fatty Acids in the Triglyceride Fraction of Polytrichum commune Spores

The saturated long chain fatty acid methyl esters of the triglyceride fraction of Polytrichum commune spores were separated by silver nitrate TLC and identified by a combination of gas chromatographic-mass spectrometric technique. The saturated fatty acid methyl esters were straight-chained, and even-numbered with carbon numbers ranging from 12 to 26 or odd-numbered with carbon numbers ranging from 13 to 25. The major components of the fraction containing saturated fatty acid methyl esters were methyl palmitate and methyl stearate. The fatty acid methyl esters of the monoenoic fraction isolated by silver nitrate TLC were converted to TMSO derivates which were analysed by gas chromatography-mass spectrometry. The analysis gave evidence of positional isomers. The fraction contained the following straight chain monoenoic fatty acid methyl ester isomers: methyl 7-cis-hexadecenoate, methyl 9-cis-hexadecenoate, methyl 9-cis-heptadecenoate, methyl 9-cis-octadecenoate, methyl 11-cis-octadecenoate, and methyl 11-cis-eicosenoate. The major components were methyl 9-cis-octadecenoate and methyl 7-cis-hexadecenoate.     

Elemental Composition of Dormant and Germinating Fungal Spores

Microbiology - For dormant (spores 0) and germinating fungal spores (spores G), elemental composition and the К/Са and P/S ratios were determined. According to the working...     

Neutral Lipid Biosynthesis in Engineered Escherichia coli: Jojoba Oil-Like Wax Esters and Fatty Acid Butyl Esters

Wax esters are esters of long-chain fatty acids and long-chain fatty alcohols which are of considerable commercial importance and are produced on a scale of 3 million tons per year. The oil from the jojoba plant (Simmondsia chinensis) is the main biological source of wax esters. Although it has a multitude of potential applications, the use of jojoba oil is restricted, due to its high price. In this study, we describe the establishment of heterologous wax ester biosynthesis in a recombinant Escherichia coli strain by coexpression of a fatty alcohol-producing bifunctional acyl-coenzyme A reductase from the jojoba plant and a bacterial wax ester synthase from Acinetobacter baylyi strain ADP1, catalyzing the esterification of fatty alcohols and coenzyme A thioesters of fatty acids. In the presence of oleate, jojoba oil-like wax esters such as palmityl oleate, palmityl palmitoleate, and oleyl oleate were produced, amounting to up to ca. 1% of the cellular dry weight. In addition to wax esters, fatty acid butyl esters were unexpectedly observed in the presence of oleate. The latter could be attributed to solvent residues of 1-butanol present in the medium component, Bacto tryptone. Neutral lipids produced in recombinant E. coli were accumulated as intracytoplasmic inclusions, demonstrating that the formation and structural integrity of bacterial lipid bodies do not require specific structural proteins. This is the first report on substantial biosynthesis and accumulation of neutral lipids in E. coli, which might open new perspectives for the biotechnological production of cheap jojoba oil equivalents from inexpensive resources employing recombinant microorganisms.     

Analysis of Fatty Acid Content and Composition in Microalgae

A method to determine the content and composition of total fatty acids present in microalgae is described. Fatty acids are a major constituent of microalgal biomass. These fatty acids can be present in different acyl-lipid classes. Especially the fatty acids present in triacylglycerol (TAG) are of commercial interest, because they can be used for production of transportation fuels, bulk chemicals, nutraceuticals (ω-3 fatty acids), and food commodities. To develop commercial applications, reliable analytical methods for quantification of fatty acid content and composition are needed. Microalgae are single cells surrounded by a rigid cell wall. A fatty acid analysis method should provide sufficient cell disruption to liberate all acyl lipids and the extraction procedure used should be able to extract all acyl lipid classes.With the method presented here all fatty acids present in microalgae can be accurately and reproducibly identified and quantified using small amounts of sample (5 mg) independent of their chain length, degree of unsaturation, or the lipid class they are part of.This method does not provide information about the relative abundance of different lipid classes, but can be extended to separate lipid classes from each other.The method is based on a sequence of mechanical cell disruption, solvent based lipid extraction, transesterification of fatty acids to fatty acid methyl esters (FAMEs), and quantification and identification of FAMEs using gas chromatography (GC-FID). A TAG internal standard (tripentadecanoin) is added prior to the analytical procedure to correct for losses during extraction and incomplete transesterification.     

Effect of Light Intensity on Growth, CO2 Fixation, and Chlorophyll and Polar Lipid Production in Germinating Polytrichum commune Spores

The dry matter production in Polytrichum commune protonemata was increased when the light intensity was increased from 0 to 160 μE m^?2 s^?1, and at 160 μE m^?2 s^?1 production was about 200% of that found at 17 μE m^?2 s^?1. Production of chlorophyll (Chl) was increased by increasing light intensity from 0 to 17 μE m^?2 s^?1, but decreasing at light intensities above 17 μE m^?2 s^?1. At 160 μE m^?2 s^?1 the production of Chl was only about 50% of that at 17 μE m^?2 s^?1. The rate of CO₂ fixation was low (0.31 μg CO₂/mg Chi × h) at the light intensity of 17 μE m^?2 s^?1 as compared with that at 160 μE m^?2 s^?1 (0.83 μg CO₂/mg Chi × h). Production of mono- (MGDG) and diglycosyl diglycerides (DGDG) was closely associated with that of chlorophylls. At the higher light intensity (160 μE m^?2 s^?1) production of glycolipids was about 60% of that at 17 μE m^?2 s^?1. Production of more polar lipids was less affected by light intensity. Light intensity also affected the fatty acid pattern of the lipid fractions. The effect was most pronounced in the MGDG fraction, where the proportion of C 18: 3ω3 + C 16: 3ω3 was higher at the higher light intensity.     

Cholesterol Esters of the Human Brain During Fetal and Early Postnatal Development: Content and Fatty Acid Composition

Abstract: The content and fatty acid composition of cholesterol esters of the human brain during development from 13 weeks' gestation up to 26 months of age was studied. The three major brain areas, the forebrain, cerebellum, and the brain stem, were studied separately. The concentration of the esters in each brain region was the highest at the earliest fetal age of 13 weeks and fell during growth. However, transient rises in the concentration were observed, at about birth in the forebrain and at 4–5 months after birth in the cerebellum The peak concentration during the transient period (125–150 μg/g fresh tissue of forebrain and 100–125 μg/g of cerebellum) was similar to the concentrations observed in the two parts respectively during early fetal ages. The brain stem also showed similar transient peak at about a few weeks before birth, but only when the esters were expressed as amount per cell. In absolute terms, a clear transient period was evident in the forebrain between birth and 9 months, while in the cerebellum or the brain stem, the total amount of the esters increased up to about 1 year of age and then remained almost unchanged. The major fatty acids of the esters were palmitic, palmitoleic, stearic, oleic, linoleic and arachidonic acid. Most of these fatty acids showed certain changes in relative proportions during development. Thus, in the forebrain, palmitic and oleic acid decreased from about 32% and 40% (weight percentages) at 13–15 weeks of gestation to about 20% and 25% respectively at 26 months of age. During this period, linoleic and arachidonic acid increased from about 3% and S% to about 10% and 24%, respectively. Most of these changes occurred after birth. The cerebellum and the brain stem differed only slightly from the forebrain in either the fatty acid composition or the pattern of the developmental changes in the composition.     

Fatty Acid Oxidation by Spores of Penicillium roqueforti

When 1 μm sodium octanoate was the substrate for spores, most of the molecule was recovered as CO₂ and no ketone was produced. However, when larger concentrations (20 μm) were used as substrate, part of the molecule was converted to methyl ketone and part was completely oxidized. Optimal conditions for the production of 2-heptanone were determined because of the importance of this compound in giving aroma and flavor to mold-ripened cheeses. Optimal ketone formation was not dependent upon the temperature and length of time at which the spores were stored. The spore suspensions were stored for over 36 months at 4 C without losing their ability to convert octanoic acid to 2-heptanone. The oxidation of octanoic acid was inhibited by cyanide, carbon monoxide, mercury, 2,3-dimercapto-1-propanol, and α, α-dipyridyl. No ketone was produced under anaerobic conditions. Although no intermediates of fatty acid oxidation were isolated, since an active cell-free preparation could not be obtained, this investigation has yielded some evidence for the beta oxidation of the fatty acids by spores of Penicillium roqueforti.     

Nuclear Deoxyribonucleic Acid Metabolism and Membrane Fatty Acid Content Related to Chilling Resistance in Germinating Cotton (Gossypium barbadense)

Chilling damage was examined in the chilling-sensitive plant Gossypium barbadense. Between 30 and 36 h of germination at 34°C, the seedlings are extremely sensitive to temperatures below 10°C. The initiation of chilling damage by exposure to 2°C for 5 h during the sensitive period resulted in a large reduction in DNA synthesis. The reduction was correlated with a reduced efficiency of nuclear DNA polymerase activity. Comparing a more chilling resistant genotype to a more sensitive variety indicated that the resistant genotype nuclear DNA polymerase activity is more efficient when exposed to a chilling stress. Resistance was also correlated with a higher degree of unsaturated fatty acid content in the nuclear membranes of the resistant variety.     

Repair of Radiation Damage to Deoxyribonucleic Acid in Germinating Spores of Bacillus subtilis

The repair of deoxyribonucleic acid (DNA) in germinating spores was studied in comparison with that in vegetative cells. Radiation-induced single-strand breaks in the DNA of spores and of vegetative cells of Bacillus subtilis were rejoined during postirradiation incubation. The molecular weight of single-stranded DNA was restored to the level of nonirradiated cells. The rate of the rejoining of DNA strand breaks in irradiated spores was essentially equal to that in irradiated vegetative cells. The rejoining in spores germinating in nutrient medium occurred in the absence of detectable DNA synthesis. In this state, normal DNA synthesis was not initiated. Very little DNA degradation occurred during the rejoining process. On the other hand, in vegetative cells the rejoining process was accompanied by a relatively large amount of DNA synthesis and DNA degradation in nutrient medium. The rejoining occurred in phosphate buffer in vegetative cells but not in spores in which germination was not induced. Chloramphenicol did not interfere with the rejoining process in either germinating spores or vegetative cells, indicating that the rejoining takes place in the absence of de novo synthesis of repair enzyme. In the radiation-sensitive strain uvs-80, the capacity for rejoining radiation-induced strand breaks was reduced both in spores and in vegetative cells, suggesting that the rejoining mechanism of germinating spores is not specific to the germination process.     

Cholesterol Esters in Rat Brain Infected with Acute Measles Encephalitis: Concentration and Fatty Acid Composition

The present study deals with the concentration and fatty acid composition of cholesterol esters in rat brains infected experimentally with measles virus to induce acute encephalitis. The left side of the cerebrum, as well as other portions of the brain, when inoculated percutaneously contained a large amount of cholesterol esters. The major fatty acids from the esters in the brain were C16:0, C16:1, C18:0, and C18:1; those from the serum were C18:1, C18:2, and C20:4. This result indicates that cholesterol esters may not come from serum but can be synthesized in situ, even in the brain with acute viral infection.     

Fatty Acid Distribution in Glycolipids and Phospholipids in Cotyledons of Germinating Soybeans

This investigation was conducted to observe changes in the fatty acid distributions of glycolipids (GL) and phospholipids (PL) in cotyledons of soybean seeds which were germinated either in the dark or the light at 28°C for 8 days. The GL isolated from the total lipids of cotyledons at different germinating stages were : acyl sterylglycoside (ASG), monogalactosyl diglyceride (MGD), digalactosyl diglyceride (DGD) and sulfolipid (SL). The PL isolated from the same total lipids as described above were : diphosphatidyl glycerol (DPG), phosphatidic acid (PA), phosphatidyl ethanolamine (PE), phosphatidyl glycerol (PG), phosphatidyl choline (PC) and phosphatidyl inositol (PI).

During germination of soybean seeds, the content of linoleic and linolenic acids in MGD or DGD was markedly higher than that of the other GL. The positional distribution of fatty acids in PE, PC and PI was shown in all PL, in which saturated fatty acids, especially palmitic acid, were highly concentrated in position 1 and unsaturated fatty acids, especially linoleic acid, mainly occupied position 2. A remarkable difference in the changing patterns of fatty acid composition, which depended on the germinating conditions tested, was observed between GL and PL. The changes in fatty acid composition of GL were more marked in the light-grown seedlings than in the dark-grown, whereas those of PL were more remarkable in the latter than in the former. Therefore, the positional distribution of fatty acids in PL was more evident in the light-grown seedlings than in the dark-grown ones.

These results suggest the metabolic fate of GL and PL in cotyledons of soybean seeds, probably owing to the differences in the two germinating conditions tested.     

Fatty Acid Specificity in Lipase-Catalyzed Synthesis of Glucoside Esters

The fatty acid specificity of the B-lipase derived from Candida antarctica was investigated in the synthesis of esters of ethyl D-glucopyranoside. The specificity was almost identical with respect to straight-chain fatty acids with 10 to 18 carbon atoms. However, lower fatty acids such as hexanoic and octanoic acid and the unsaturated 9-cis-octadecenoic acid were found to be poor substrates of the enzyme. As a consequence of this selectivity, these fatty acids were accumulated in the unconverted fraction when ethyl D-glucopyranoside was esterified with an excess of a mixture of fatty acids. This accumulation can reduce the overall effectiveness of the process as the activity of the lipase was found to be reduced when exposed to high concentrations of short-chain fatty acids. Finally, using a simplified experimental set-up, the specificity of the C. antarctica B-lipase was compared to the specificity of lipases derived from C. rugosa, Mucor miehei, Humicola, and Pseudomonas. Apart from the C. rugosa lipase, which exhibited a very poor performance, all the enzymes showed a very similar specificity with respect to fatty acids longer than octanoic acid while only the C. antarctica B-lipase showed activity towards sort-chain fatty acids.     

大金发藓和小蛇苔化学他感作用的生物测定

以绿豆、油菜和萝卜种子为生测材料,以大金发藓（Polytrichum commune Hedw.）和小蛇苔(Conocephalum japonicum(Thunb.) Grolle.)的水提取液为处理液,测定了二种苔藓植物提取液在三种浓度下对三种作物种子萌发率、萌发指数、萌发势、种子活力、幼苗根重和鲜重和根长等指标的影响。发现绿豆是理想的生测材料,种子活力指数、幼苗鲜重、根重和根长是理想的生测指标;二种苔藓植物的水提取液表现出类似于激素样的作用方式,对种子萌发和幼苗生长,表现为低浓度下促进、高浓度时抑制的化学他感效应。     

Fatty Acid Specificity in Lipase-Catalyzed Synthesis of Glucoside Esters

The fatty acid specificity of the B-lipase derived from Candida antarctica was investigated in the synthesis of esters of ethyl D-glucopyranoside. The specificity was almost identical with respect to straight-chain fatty acids with 10 to 18 carbon atoms. However, lower fatty acids such as hexanoic and octanoic acid and the unsaturated 9-cis-octadecenoic acid were found to be poor substrates of the enzyme. As a consequence of this selectivity, these fatty acids were accumulated in the unconverted fraction when ethyl D-glucopyranoside was esterified with an excess of a mixture of fatty acids. This accumulation can reduce the overall effectiveness of the process as the activity of the lipase was found to be reduced when exposed to high concentrations of short-chain fatty acids. Finally, using a simplified experimental set-up, the specificity of the C. antarctica B-lipase was compared to the specificity of lipases derived from C. rugosa, Mucor miehei, Humicola, and Pseudomonas. Apart from the C. rugosa lipase, which exhibited a very poor performance, all the enzymes showed a very similar specificity with respect to fatty acids longer than octanoic acid while only the C. antarctica B-lipase showed activity towards sort-chain fatty acids.     

Identification and Content of 1-Malonylaminocyclopropanecarboxylic Acid in Germinating Cocklebur Seeds

A major conjugate of 1-aminocyclopropanecarboxylic acid in germinatingcocklebur (Xanthium pennsylvanicum Wallr.) seeds was isolatedand identified as 1-malonylaminocyclopropanecarboxylic acid(MACC). The change in MACC content during the germination periodof this seed also was examined. (Received November 4, 1983; Accepted March 15, 1984)     

菌草灵芝孢子油与段木灵芝孢子油中脂肪酸组成的比较研究

利用气相色谱法,对菌草灵芝孢子油与段木灵芝孢子油中脂肪酸组成、不饱和脂肪酸含量等进行了比较研究。结果发现两者脂肪酸GC指纹图谱极为相似(脂肪酸组成基本相同),说明了菌草灵芝孢子油与段木灵芝孢子油一样有同样的开发价值,但是脂肪酸含量不同,菌草灵芝孢子油中亚油酸和油酸占55.61%,不饱和脂肪酸占61.15%;段木灵芝孢子油中亚油酸和油酸占49.87%,不饱和脂肪酸占54.88%。而且两者的外观、气味略不同。     

Light Dependence of Chloroplast Replication and Starch Metabolism in the Moss Polytrichum commune

Spores of Polytrichum conwtuine were grown on a mineral salt solution with or without sucrose and exposed to continuous white light, continuous darkness, red light and/or far-red light. With sucrose, germination and filament growth occurred in all conditions, Without sucrose, germination and filament growth occurred only in light. Two phytochrome mediated responses of the chloroplasts were demonstrated. Chloroplast replication occurred in continuous white light and red light of 15 min/6 hours. In continuous darkness and in far red light of 15 min/6 hours, the size of the chloroplasts increased; but no replication occurred. Both the chloroplast replication and chloroplast size were red, far-red light reversible. When changed from one continuous light environment to another, a lag period occurred before the chloroplasts responded to the new environment. Electron micrographs of sections and in vivo staining of the chloroplasts with iodine solution demonstrated that the change in size of the chloroplasts was at least partially due to the synthesis and degradation of starch.